(S)-(+)-Camptothecin - Moligand™, ≥97% , CAS No.7689-03-4

CAS: 7689-03-4 Cat. No.: C111282 Formule: C₂₀H₁₆N₂O₄ Poids moléculaire: 348.35 Numéro CE: 616-407-7

QUALITÉ & PURETÉ Moligand™, ≥97%

Synonyms

Camptothecine | CAS-2114454 | SCHEMBL6038 | Spectrum4_000738 | SpecPlus_000712 | Prestwick2_000200 | DTXSID0030956 | NCGC00016994-07 | Camptothecine (S,+) | KBio2_003347 | (s)-camptothecine | HMS3654D13 | MFCD00081076 | SDCCGSBI-0050329.P003 | HMS3261E03

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Vue d’ensemble

(S)-(+)-Camptothecin binds irreversibly to the DNA-topoisomerase I complex，Blocks the cell cycle in S-phase

Spécifications

Synonymes

Camptothecine | CAS-2114454 | SCHEMBL6038 | Spectrum4_000738 | SpecPlus_000712 | Prestwick2_000200 | DTXSID0030956 | NCGC00016994-07 | Camptothecine (S,+) | KBio2_003347 | (s)-camptothecine | HMS3654D13 | MFCD00081076 | SDCCGSBI-0050329.P003 | HMS3261E03

Spécifications et pureté

Moligand™, ≥97%

Mécanismes biochimiques et physiologiques

(S)-(+)-Camptothecin binds irreversibly to the DNA-topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. The enzyme complex is ubiquinated and destroyed by the 2

Conditions de stockage de stockage

Store at 2-8°C,Protected from light

Expédié en

Wet ice

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

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureté

≥97%

Noms et identifiants

Pubchem Sid

504753189

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504753189

Sourires canoniques

CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O

IUPAC Name

(19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

InChIKey

VSJKWCGYPAHWDS-FQEVSTJZSA-N

INCHI

1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1

Isomères SMILES

CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O

Poids moléculaire

348.35

Reaxy-Rn

631068

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=631068&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Classe Camptothecins

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Classe: Camptothecins
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Camptothecins
• Alternative Parents: Quinolines and derivatives Pyranopyridines Pyridinones Benzenoids Tertiary alcohols Heteroaromatic compounds Carboxylic acid esters Lactams Lactones Azacyclic compounds Oxacyclic compounds Monocarboxylic acids and derivatives Organonitrogen compounds Organopnictogen compounds Hydrocarbon derivatives Organic oxides Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Camptothecin - Pyranopyridine - Quinoline - Pyridinone - Pyridine - Benzenoid - Heteroaromatic compound - Tertiary alcohol - Carboxylic acid ester - Lactam - Lactone - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Alcohol - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).
• External Descriptors: Alkaloids - Quinoline alkaloids

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

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CHEK1 Tchem Serine/threonine-protein kinase Chk1 (1 Activities)

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P338 (231 Activities)

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P388 (20296 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in chloroform/methanol (4:1) (4 mg/ml), DMSO (10 mg/ml), methanol (40 mg/ml), 0.1N sodium hydroxide (50 mg/ml), and acetic acid. Insoluble in water.
• Sensibilité: Light sensitive
• Rotation spécifique [α]: +37.0 to +42.0 deg(C=0.4, CHCl3:MeOHl=8:2)
• Point de fusion (°C): 259-263°C
• Poids moléculaire: 348.400 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 348.111 Da
• Monoisotopic Mass: 348.111 Da
• Topological Polar Surface Area: 79.700 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 742.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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

Foire aux questions

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at 2–8 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 7689-03-4, the molecular formula is C20H16N2O4, and the molecular weight is 348.35 g/mol. InChIKey VSJKWCGYPAHWDS-FQEVSTJZSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.