Vinblastine - Moligand™, ≥98% , Inhibitor of tubulin beta class I, CAS No.865-21-4, Inhibitor of tubulin beta class I

CAS: 865-21-4 Cat. No.: V127032 Formule: C₄₆H₅₈N₄O₉ Poids moléculaire: 810.97 PubChem CID: 13342

GRADE & PURITY Moligand™, ≥98%

Synonyms

HY-17418 | Vinblastinum [INN-Latin] | VINCRISTINE SULFATE IMPURITY H [EP IMPURITY] | cid_5388983 | methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadec

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Vinblastine inhibits microtubule formation and supresses nAChR activity with IC50 of 8.9 μM.

Specifications

Synonymes

HY-17418 | Vinblastinum [INN-Latin] | VINCRISTINE SULFATE IMPURITY H [EP IMPURITY] | cid_5388983 | methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadec

Spécifications et pureté

Moligand™, ≥98%

Mécanismes biochimiques et physiologiques

Vinblastine does not interfere with phrenic nerve stimulation of rat diaphragm musculature in concentrations up to 200 microM. However, in relatively high doses, vinblastine (10-200 microM) produces an increase in baseline tension of diaphragm muscle. Thi

Conditions de stockage de stockage

Store at -20°C,Argon charged

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

INHIBITOR

Mécanisme d'action

Inhibitor of tubulin beta class I

Pureté

≥98%

Noms et identifiants

Sourires canoniques

CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O

IUPAC Name

methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

InChIKey

JXLYSJRDGCGARV-CFWMRBGOSA-N

INCHI

1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37-,38+,39+,42-,43+,44+,45-,46-/m0/s1

Isomères SMILES

CC[C@@]1(C[C@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O

PubChem CID

13342

Poids moléculaire

810.97

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Classe Vinca alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Classe: Vinca alkaloids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Vinca alkaloids
• Alternative Parents: Carbazoles 3-alkylindoles Tricarboxylic acids and derivatives Anisoles Dialkylarylamines Alkyl aryl ethers Aralkylamines Piperidines N-alkylpyrrolidines Tertiary alcohols Pyrroles Methyl esters Heteroaromatic compounds Trialkylamines Cyclic alcohols and derivatives 1,2-aminoalcohols Amino acids and derivatives Azacyclic compounds Carbonyl compounds Organic oxides Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Vinca alkaloid skeleton - Carbazole - 3-alkylindole - Tricarboxylic acid or derivatives - Indole or derivatives - Indole - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Anisole - Aralkylamine - Alkyl aryl ether - Piperidine - Benzenoid - N-alkylpyrrolidine - Methyl ester - Tertiary alcohol - Pyrrole - Heteroaromatic compound - Pyrrolidine - Cyclic alcohol - 1,2-aminoalcohol - Amino acid or derivatives - Carboxylic acid ester - Tertiary aliphatic amine - Tertiary amine - Azacycle - Ether - Carboxylic acid derivative - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Amine - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as vinca alkaloids. These are alkaloids with a dimeric chemical structure composed of an indole nucleus (catharanthine), and a dihydroindole nucleus (vindoline), joined together.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Cibles associées (humaines)

ABCB1 Tchem Multidrug resistance protein 1 (1 Activities)

Discover Target: ABCB1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TUBB Tclin Tubulin beta chain (1 Activities)

Discover Target: TUBB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

Discover Target: PDE5A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

F2 Tclin Thrombin (11687 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA2 Tclin Carbonic anhydrase II (17698 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HMGCR Tclin HMG-CoA reductase (2475 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

INSR Tclin Insulin receptor (5558 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PGR Tclin Progesterone receptor (8562 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AR Tclin Androgen Receptor (11781 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

VDR Tclin Vitamin D receptor (26531 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACE Tclin Angiotensin-converting enzyme (1423 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD2 Tclin Dopamine D2 receptor (23596 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOA Tclin Monoamine oxidase A (11911 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD4 Tchem Dopamine D4 receptor (7907 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HRH2 Tclin Histamine H2 receptor (5428 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA1D Tclin Alpha-1d adrenergic receptor (4171 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOB Tclin Monoamine oxidase B (8835 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR1B Tclin Serotonin 1b (5-HT1b) receptor (2801 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CALCR Tclin Calcitonin receptor (2215 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC6A4 Tclin Serotonin transporter (12625 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HRH1 Tclin Histamine H1 receptor (7573 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA1B Tclin Alpha-1b adrenergic receptor (2912 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRM1 Tclin Mu opioid receptor (19785 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AVPR1A Tclin Vasopressin V1a receptor (5412 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRD1 Tclin Delta opioid receptor (15096 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRK1 Tclin Kappa opioid receptor (16155 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC6A3 Tclin Dopamine transporter (10535 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KCNH2 Tclin HERG (29587 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR4 Tclin Serotonin 4 (5-HT4) receptor (2068 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PDE3A Tclin Phosphodiesterase 3A (3309 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ESR2 Tclin Estrogen receptor beta (9272 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cibles associées (non humaines)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Agtr2 Angiotensin II type 2 (AT-2) receptor (803 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mc4r Melanocortin receptor 4 (1205 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ltc4s Leukotriene C4 synthase (1 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Sigmar1 Sigma opioid receptor (160 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Npy1r Neuropeptide Y receptor type 1 (8 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cckar Cholecystokinin A receptor (90 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcb1b P-glycoprotein 1 (174 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nos2 Nitric oxide synthase, inducible (3573 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapk1 MAP kinase ERK2 (650 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TUBB2B Tubulin beta chain (424 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcb1a P-glycoprotein 3 (492 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TUBA1A Tubulin alpha chain (497 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

beta-tubulin Beta tubulin (90 Activities)

Discover Target: beta-tubulin

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium yoelii yoelii (73 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Trypanosoma brucei (78846 Activities)

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Trypanosoma brucei brucei (13300 Activities)

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Plasmodium falciparum (966862 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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A10 (235 Activities)

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B16 (5829 Activities)

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CHO (4503 Activities)

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CHO-TAX 5-6 (58 Activities)

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CHO-VV 3-2 (58 Activities)

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LLC-PK1 (2135 Activities)

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L1210 (27553 Activities)

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MDCK (10148 Activities)

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P388 (20296 Activities)

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P388/ADR (1216 Activities)

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PC-12 (7051 Activities)

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Vero (26788 Activities)

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C6 (2371 Activities)

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J774.2 (197 Activities)

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H4 (48 Activities)

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L929 (3802 Activities)

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J774 (3120 Activities)

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Calf thymus DNA (4845 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ddn Putative uncharacterized protein (49 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Paracentrotus lividus (1138 Activities)

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Plasma (328 Activities)

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Intestine (514 Activities)

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Mdr1a Multidrug resistance protein 1a (106 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TUBB2B Tubulin (2175 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: 25°C: DMSO 67 mg/mL; Water <1 mg/mL; Ethanol 7 mg/mL
• Sensibilité: Moisture and light sensitive
• Poids moléculaire: 811.000 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 10
• Exact Mass: 810.42 Da
• Monoisotopic Mass: 810.42 Da
• Topological Polar Surface Area: 154.000 Ų
• Heavy Atom Count: 59
• Formal Charge: 0
• Complexity: 1700.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

The following protocols are general, literature-based suggestions for using vinblastine as a reference compound or probe in research. They are not item-specific validated procedures.

• DMSO stock preparation:

  • Equilibrate vial to room temperature in a desiccator. Under low light, weigh required amount quickly. Dissolve in anhydrous DMSO to 10 mM. Vortex until fully dissolved. Optional: sterile-filter (0.2 µm PTFE) if intended for cell culture.
  • Aliquot into light-protective, low-bind microtubes; flush with argon, cap, and freeze at −20°C or below.

• Spiking into assay buffer/cell media:

  • Add DMSO stock as the last component to achieve a final DMSO of 0.1–0.5% v/v (as assay permits). Mix thoroughly and inspect for precipitation. Use low-bind plastics; include 0.01% nonionic surfactant if assay-compatible to reduce adsorption.

• In vitro tubulin assays (outline):

  • Prepare tubulin polymerization buffer per supplier instructions. Add vinblastine to desired concentrations (e.g., nM–µM range depending on readout) and monitor polymerization kinetics by turbidimetry or fluorescence. Include solvent-only control.

• Storage of working solutions:

  • Short-term (hours to 1 day) at 2–8°C protected from light. Discard upon visible precipitation/discoloration. Avoid repeated freeze–thaw; use single-use aliquots.

Confirm compatibility with your specific assay system and institutional safety policies prior to use.

Biological Roles

• Origin (literature/general):

  • Vinblastine is a dimeric indole alkaloid (vinca alkaloid) originally isolated from Catharanthus roseus (Madagascar periwinkle). It arises biosynthetically via coupling of vindoline and catharanthine.

• Molecular interaction (literature/general):

  • Binds to the vinca site on tubulin, perturbing microtubule dynamics and leading to depolymerization at sufficient concentrations. It serves as a canonical microtubule-destabilizing reference compound in cytoskeletal biology.

• Cellular context (literature/general):

  • Influences processes dependent on microtubules, including mitotic spindle formation, intracellular trafficking, and cell morphology. Extensively used in cell biology to probe spindle checkpoint responses and kinetochore–microtubule attachment dynamics.

• Systems biology and chemoproteomics (literature/general):

  • Applied in chemoproteomic workflows to interrogate tubulin-binding landscapes and to benchmark target engagement assays. Its well-characterized binding site and SAR make it an anchor compound in microtubule-focused chemical biology.

Note: The above describes fundamental biochemical properties for research interpretation only. This product is supplied strictly for research use and is not intended for diagnostic or therapeutic applications.

Buffer Applications

Vinblastine is not a buffering agent and is not used to set or maintain pH. Accordingly:

• It has no standard buffer recipes or pKa-driven buffering ranges applicable to routine lab buffers.
• When adding vinblastine to biological buffers for assays, focus on solvent tolerance (e.g., final DMSO ≤0.1–0.5%), adsorption minimization, and avoiding precipitation rather than on buffering capacity.

For guidance on dissolving and spiking into assay media, see Solvent Selection, Reaction Conditions, and Application Protocols.

Green Alternatives

Vinblastine itself is a complex active scaffold rather than a process solvent or commodity reagent. Green considerations therefore focus on solvent choices and handling practices when preparing and using solutions.

• Preferred greener solvent choices (general):

  • Favor ethanol or methanol for less demanding applications, or as cosolvents with water, when solubility and stability allow.
  • Use acetonitrile judiciously for HPLC/UPLC analyses due to lower toxicity compared to chlorinated solvents.
  • Avoid chlorinated solvents (e.g., DCM, chloroform) unless strictly necessary for a specific derivatization.

• Reduction of footprint during screening:

  • Prepare concentrated DMSO master stocks to minimize overall solvent volume in assays; aliquot to reduce freeze–thaw cycles and waste.
  • Employ low-bind consumables to avoid repeat dosing due to adsorption losses.

• Example comparison (general):

  • DMSO vs ethanol for stock solutions:
    • DMSO: highest solvating power; excellent chemical stability; but higher environmental persistence; typical for 10–20 mM stocks.
    • Ethanol: greener and more readily biodegradable; limited maximum concentrations due to solubility and assay tolerance.

• Workup and disposal:

  • Collect vinblastine-containing waste separately as bioactive organic waste. Do not discharge to drain. Follow institutional and local regulations for cytotoxic small-molecule waste handling.

These practices support greener laboratory use without compromising experimental integrity.

Pharmaceutical Uses

This listing is for research use only (RUO). No clinical or therapeutic claims are made.

• RUO/formulation-relevant notes (general):

  • Vinblastine is commonly used as a reference standard in analytical method development/validation (e.g., LC–MS/MS) for cytoskeletal inhibitor panels.
  • For preformulation research, the free base vs salt form distinction is critical: salt forms (e.g., sulfate) provide higher aqueous solubility, while the free base favors organic solubility and non-aqueous processing. This product’s specific form should be confirmed on the CoA before any formulation-related study.

• Compendial status:

  • Any pharmacopeial monographs, where they exist, apply to specified forms and grades intended for regulated use, not to this RUO item. Users should not assume pharmacopeial compliance.

• Practical RUO guidance:

  • If using as a system suitability or reference compound, verify purity, identity, and potency by your internal criteria prior to use. Track solution stability under your storage conditions to ensure consistent performance in analytical systems.

This section is intended purely for laboratory/formulation research planning and does not imply suitability for clinical use.

Physical Properties

Item-specific measured physical properties are not provided for this catalog entry. Refer to the CoA/Spec Sheet for batch data.

• Item-specific data:

  • Appearance: Not specified for this item; refer to CoA/Spec Sheet.
  • Melting point, boiling point, density, refractive index, UV cutoff, residual water/peroxides/metals: Not specified for this item; refer to CoA/Spec Sheet.

• Solubility (literature/general):

  • Aqueous solubility: Very low for the free base; increased solubility for salts (e.g., sulfate) in water. For free base, prepare concentrated stocks in polar aprotic solvents (e.g., DMSO) and dilute into aqueous media with surfactant/protein only if compatible with the experiment.
  • Organic solvents: Soluble in DMSO and DMF; moderate-to-good solubility in methanol and ethanol; limited solubility in nonpolar hydrocarbons.

• Partitioning (literature/general):

  • Polarity: Overall amphiphilic cationic character (tertiary amines) with significant lipophilicity due to the large polycyclic scaffold and multiple methoxy groups. Expected strong binding/adsorption to plastics and glass at low concentrations.

• Stability (general handling observations):

  • Sensitive to prolonged exposure to light and moisture; complex natural products may slowly degrade under acidic or strongly basic conditions. Argon headspace and low-temperature storage are recommended (see Storage & Reconstitution for item-specific conditions).

All numerical values not explicitly provided above should be obtained from the batch CoA/SDS for this item.

Quality and Grades

• Item-specific grade:

  • Moligand™ grade: Provided for small-molecule and compound library applications, emphasizing suitability as a ligand/probe candidate for screening, chemogenomic, or target engagement studies. The focus is on identity, purity appropriate for discovery workflows, and stability under recommended storage.

• What Moligand™ implies (general explanation):

  • Identity and integrity: Verified by appropriate spectroscopic or chromatographic methods (e.g., LC–MS, NMR) suitable for screening libraries.
  • Purity for screening: Typically adequate for primary/secondary assays and biophysical binding methods; low levels of non-volatile residues and adventitious contaminants are targeted. Exact purity threshold and assay methods are batch-specific.
  • Formulation: Often supplied neat or as a solid suitable for DMSO stock preparation; stabilizers are generally avoided for screening compounds unless necessary.

• Not provided for this item:

  • Exact assay purity, water/metal/peroxide limits, residual solvent profile, and UV specifications are not specified for this item; refer to CoA/Spec Sheet.

• Practical guidance:

  • On receipt, verify identity/purity fit-for-purpose with your internal methods if using in quantitative assays (e.g., LC–MS area %). For biophysical work (ITC, SPR, DSF), consider an additional polish (e.g., preparative HPLC) if ultra-high purity is essential.

• Compliance and RUO status:

  • Supplied strictly as a Research Use Only material; not for diagnostic, therapeutic, or human/animal consumption.

Reaction and Applications

Although vinblastine is not a general-purpose reagent, it is widely used as a bioactive reference compound and as a scaffold for derivatization in chemical biology.

• Research applications (literature/general):

  • Mechanistic probe of microtubule dynamics and tubulin assembly; employed as a positive control in cell-based cytoskeletal assays and in vitro tubulin polymerization assays.
  • Binding studies via ITC, SPR, DSF, and NMR (ligand-observed) to characterize tubulin–ligand interactions and assess analog SAR.
  • Fluorophore/handle installation: Selective functionalization (e.g., on vindoline ester or secondary alcohol positions) to generate probes for imaging or pull-downs.

• Semisynthesis chemistry (general):

  • Strategic transformations include esterification/amidation, carbamate formation, and oxidation/reduction at tailored positions while maintaining the delicate polycyclic core. Protecting-group strategies and mild conditions are crucial to preserve stereochemical integrity.

• Practical notes:

  • Avoid strong acid/base and high temperatures during modifications. Employ dry, oxygen-free solvents; monitor closely by LC–MS due to multiple closely eluting congeners.
  • When used as a reference inhibitor, prepare fresh dilutions, protect from light, and verify activity periodically (e.g., EC50 shifts can indicate degradation or adsorption losses).

This item’s suitability lies primarily in its role as a high-value biochemical probe and derivatization starting point rather than as a stoichiometric reagent.

Reaction Conditions

Because vinblastine is a sensitive, multifunctional natural product, derivatizations should be conducted under mild, chemoselective conditions. The following guidance is general/literature-based and should be optimized per transformation.

• Solution preparation (general):

  • Dissolve in anhydrous DMSO, DMF, or alcohols under inert atmosphere (argon) and subdued light. Typical stock concentrations: 5–20 mM.

• Representative manipulations (general):

  • Carbamate/carbonate formation (on alcohols or amines): Use mild bases (e.g., DIPEA) and chloroformates or carbamoyl-imidazoles at 0–25°C; monitor closely by LC–MS.
  • Esterification/aminolysis: Employ activated esters (e.g., NHS esters) or coupling reagents (EDC/HOBt or HATU) at ≤25°C in DMF; avoid strong acids/bases.
  • Quaternization (tertiary amines): Alkyl halides under carefully controlled stoichiometry at low temperature can install permanent charges for probe design; risk of over-alkylation.
  • Photolabel installation: Diazirine or aryl azide handles appended via carbamates/urethanes; proceed at low light and quench excess reagents promptly.

• Purification and analysis:

  • Prefer preparative reversed-phase HPLC with volatile buffers (e.g., ammonium bicarbonate or formate) to handle multiple ionizable groups. Protect from strong UV during prep.

• Stability considerations:

  • Degrades under strong acid/base and prolonged heating. Maintain ≤25°C for reactions; store intermediates cold, dry, and protected from light.

These conditions are provided as general guidance from literature practice and must be tuned to your specific derivative and scale.

Safety and Handling

• Regulatory/GHS (item-specific):

  • Signal word, H-statements, GHS classification, pictograms: Not specified for this item; refer to SDS.

• General hazards (literature/general):

  • Vinblastine is a potent microtubule polymerization inhibitor; handle as a highly bioactive small molecule. Avoid inhalation, ingestion, skin contact, and sharps exposure. Use engineering controls (certified fume hood or biosafety cabinet as appropriate).

• Personal protective equipment (PPE):

  • Lab coat, safety glasses, and double nitrile gloves recommended. Change outer gloves frequently when handling solutions. Use disposable sleeve covers and dedicated absorbent pads when weighing or aliquoting.

• Handling practices:

  • Work on a clean, dedicated surface with spill containment. Minimize aerosol formation. Prepare solutions using closed containers/syringe techniques when possible. Protect from light.

• Incompatibilities (general):

  • Strong acids/bases and strong oxidants may degrade the molecule. Avoid prolonged exposure to moisture; keep under inert gas as provided.

• First aid (general overview; not a substitute for SDS):

  • Skin/eye contact: Immediately flush with water for ≥15 minutes; remove contaminated clothing. Seek medical attention.
  • Inhalation: Move to fresh air; seek medical attention.
  • Ingestion: Rinse mouth; do not induce vomiting; seek immediate medical attention.

Always consult the product-specific SDS for authoritative hazard classification and response procedures.

Solvent Selection

Vinblastine is a large, polyfunctional alkaloid that behaves as a weakly basic, amphiphilic molecule. The free base exhibits poor water solubility but dissolves in polar organic media.

• Polarity/miscibility (literature/general):

  • Preferred solvents: DMSO (excellent), DMF (excellent), methanol/ethanol (good to moderate), acetonitrile (moderate), isopropanol (moderate), ethyl acetate (limited), water (very low for free base).
  • Stock solutions: Commonly prepared at 1–20 mM in dry DMSO; dilute into assay buffers last, with vigorous mixing to avoid precipitation.

• Tips for aqueous work:

  • Use cosolvent strategies (≤0.1–0.5% DMSO final) or include carrier proteins/surfactants where compatible. Consider pH adjustment toward mild acidity to increase protonation/solubility, while monitoring chemical stability.

• Adsorption concerns:

  • At sub-micromolar levels, adsorption to plastics/glass can be nontrivial. Use low-bind tubes/plates and include a small percentage of carrier (e.g., 0.01% Tween-20) if assay-compatible.

• Comparison with alternatives (general):

  • For salt forms (e.g., sulfate), aqueous solubility is higher; however, if working with the free base (this item), organic stocks are preferred for consistency and stability.

Always confirm solvent compatibility with your biological or biophysical assay conditions and verify the absence of precipitation after dilution.

Storage and Reconstitution

• Item-specific storage and shipping conditions (from Product Data):

  • Storage: Store at −20°C, argon charged.
  • Shipped in: Ice chest + ice pads.

• General storage guidance (complementary):

  • Keep container tightly closed in a dry, inert atmosphere. Protect from light and moisture. If opened, promptly re-argon and re-seal. Use desiccant in secondary containment when feasible.

• Reconstitution guidelines (general):

  • Preferred solvent for stock solutions: anhydrous DMSO (e.g., 5–20 mM). Alternative: DMF or alcohols when appropriate. Warm gently to room temperature before opening to avoid condensation.
  • After reconstitution, dispense into single-use aliquots to avoid multiple freeze–thaw cycles. Clearly label with concentration, solvent, and date.

• Stability notes (general):

  • Solutions are most stable frozen (≤−20°C) and protected from light. Minimize exposure to air and repeated temperature cycling. Inspect periodically by LC–MS or HPLC for degradation if long-term storage is required.

• Not specified for this item:

  • Exact solution shelf life, solid-state stability duration, and solubility limits: Not specified for this item; refer to CoA/Spec Sheet.

For any deviations from the above, prioritize the instructions on the product label and batch-specific CoA/SDS.

Structure and Identity

Vinblastine is a complex, dimeric indole–indoline alkaloid (vinca alkaloid) composed of two monoterpenoid tryptamine-derived units (catharanthine and vindoline) linked via a C–C bond, forming multiple fused rings and bearing tertiary amines, multiple methoxy groups, and several stereogenic centers (over a dozen chiral centers in the natural configuration).

• Item-specific identifiers (from Product Data):

  • SKU: V127032
  • CAS: 865-21-4
  • CID: 13342
  • InChIKey: 172701 (truncated as provided; full identifier not specified for this item; refer to CoA/Spec Sheet.)
  • SMILES: Not specified for this item; refer to CoA/Spec Sheet.
  • Molecular Formula: Not specified for this item; refer to CoA/Spec Sheet.
  • Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

• Structural features (general chemistry description):

  • Functional groups: tertiary amines, acetal/hemiaminal motifs, multiple methoxy substituents, an ester function (vindoline subunit), indole/indoline aromatics, and several tertiary/quaternary centers.
  • Ring systems: polycyclic framework with fused 6/5/6 and 6/5/5 rings; indole aromatic ring retained on one subunit; bridged bicyclic elements.
  • Stereochemistry: numerous defined stereocenters; natural product isolated as a single diastereomer.

• Literature identifiers (for reference only; not item specifications):

  • Common name: Vinblastine (free base)
  • Molecular formula (literature): C46H58N4O9
  • Molecular weight (literature): ~811.0 g/mol

Note: For authoritative structural identifiers for this specific item/batch, consult the CoA/Spec Sheet.

Synthetic Utility

As a densely functionalized, stereochemically rich natural product, vinblastine is valuable as a scaffold for semisynthesis and as a benchmark in complex-molecule synthesis.

• Functional groups and reactivity (general):

  • Tertiary amines (protonation, quaternization), secondary/tertiary alcohols (esterification, carbonate/carbamate formation), ester (hydrolysis/aminolysis under mild conditions), indole/indoline (electrophilic substitution under carefully controlled conditions), and multiple ether (methoxy) substituents.

• Typical transformations:

  • Installation of reporter tags (fluorophores, biotin) via carbamates/esters for imaging or affinity capture.
  • Prodrug-like masking of polar groups (e.g., carbonate/ester) in medicinal chemistry campaigns exploring permeability and stability (for research use only).
  • Selective oxidation/reduction at accessible positions to generate SAR sets; reliance on protecting groups and chemoselective catalysts is common.

• Retrosynthetic value (literature/general):

  • Serves as a testbed for late-stage functionalization (LSF) methodologies, including C–H activation on complex frameworks, photocatalytic oxidations, and biocatalytic maneuvers, showcasing selectivity challenges in polycyclic alkaloids.

• Analytical control:

  • Due to the presence of isomeric/closely related congeners, LC–MS with high-resolution MS and orthogonal NMR confirmation are recommended for derivative characterization. Pay attention to acid/base workups that may lead to salt formation and shifts in chromatographic behavior.

Target Specificity

This section applies primarily to biomacromolecule reagents (e.g., antibodies, enzymes). For this small-molecule product, item-specific target-binding specifications are not provided.

• Item-specific data:

  • Target/antigen name, epitope, species reactivity, clone, isotype: Not applicable to this small molecule.

• Literature context (for research planning only):

  • Vinblastine binds the vinca site on tubulin heterodimers; however, no target certification is provided for this item. Users should establish activity/engagement in their own assay systems.