Valinomycin - ≥98%(TLC),≥95%(HPLC) , CAS No.2001-95-8

CAS: 2001-95-8 Cat. No.: V100895 Formule: C₅₄H₉₀N₆O₁₈ Poids moléculaire: 1111.32 Beilstein Registry Number: 78657 Numéro CE: 217-896-6 PubChem CID: 3000706

QUALITÉ & PURETÉ ≥98%(TLC),≥95%(HPLC)

Synonyms

Potassium ionophore I | valino | Antibiotic N-329 B | CHEBI:28545 | N561YS75MN | NSC122023 | cyclo[-D-O-Val-D-Val-L-O-Ala-L-Val]3 | yclic(D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydro

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Valinomycin is a cyclodepsipeptide and potassium ionophore that has been shown to induce cell death. The compound has been shown to have antibabesial activity and reported to promote hemolysis in HK erythrocytes, and decrease the intracellular ATP concentration. CHO cell studies demonstrate that cells exposed to Valinomycin display caspase-3 activation, phosphatidylserine membrane translocation, and mitochondrial membrane depolarization. Can be used as a biosensor to detect potassium efflux as well.
A potassium ionophore shown to induce cell death;Being a Potassium selective ionophore, valinomycin is used in specific potassium measurment electrodes. Valinomycin is an apoptosis inducer. It is used as a tool in membrane research

Spécifications

Synonymes

Potassium ionophore I | valino | Antibiotic N-329 B | CHEBI:28545 | N561YS75MN | NSC122023 | cyclo[-D-O-Val-D-Val-L-O-Ala-L-Val]3 | yclic(D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydro

Spécifications et pureté

≥98%(TLC),≥95%(HPLC)

Mécanismes biochimiques et physiologiques

K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction.K + selective ionop

Source

Streptomyces fulvissimus

Conditions de stockage de stockage

Protected from light,Store at -20°C

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.

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 week. 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

≥98%(TLC),≥95%(HPLC)

Noms et identifiants

Pubchem Sid

528774635

Sourires canoniques

CC1C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C

IUPAC Name

(3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nona(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone

InChIKey

FCFNRCROJUBPLU-DNDCDFAISA-N

INCHI

1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/h22-42H,1-21H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)(H,59,65)(H,60,66)/t31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+/m0/s1

Isomères SMILES

C[C@H]1C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C

WGK Allemagne

3

RTECS

YV9468000

PubChem CID

3000706

Numéro ONU

2811

Groupe d'emballage

I

Poids moléculaire

1111.32

Beilstein

78657

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Peptidomimetics
      • Subclass Depsipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Peptidomimetics
• Subclass: Depsipeptides
• Intermediate Tree Nodes: Not available
• Direct Parent: Cyclic depsipeptides
• Alternative Parents: Hexacarboxylic acids and derivatives Macrolide lactams Alpha amino acid esters Macrolactams Macrolides and analogues Lactones Lactams Secondary carboxylic acid amides Carboxylic acid esters Oxacyclic compounds Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Cyclic depsipeptide - Hexacarboxylic acid or derivatives - Macrolide lactam - Alpha-amino acid ester - Macrolactam - Macrolide - Alpha-amino acid or derivatives - Carboxamide group - Carboxylic acid ester - Lactam - Lactone - Secondary carboxylic acid amide - Oxacycle - Carboxylic acid derivative - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
• External Descriptors: cyclodepsipeptide - macrocycle

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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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in ethanol (50 mg/ml), petroleum ether, ether, benzene, chloroform, glacial acetic, butyl acetate, and methanol (5 mg/ml). Soluble in DMSO at 10mg/ml. Insoluble in water
• Sensibilité: Light & Moisture sensitive
• Point de fusion (°C): 190°C
• Poids moléculaire: 1111.300 g/mol
• XLogP3: 9.100
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 9
• Exact Mass: 1110.63 Da
• Monoisotopic Mass: 1110.63 Da
• Topological Polar Surface Area: 332.000 Ų
• Heavy Atom Count: 78
• Formal Charge: 0
• Complexity: 1910.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 12
• 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