Cytochalasin A - ≥99% , CAS No.14110-64-6

CAS: 14110-64-6 Cat. No.: C1421461 Formule: C₂₉H₃₅NO₅ Poids moléculaire: 477.59 Beilstein Registry Number: 949521 Numéro CE: 237-964-9 PubChem CID: 5458383

GRADE & PURITY ≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

Vue d’ensemble

Cytochalasin A is a cell-permeable fungal toxin that is an oxidized derivative of cytochalasin B. Cytochalasin A is an inhibitor of HIV-1 protease ( IC 50 =3 μM) and inhibits actin polymerization and interferes with microtubule assembly by reacting with sulfhydryl groups. Antibiotic and fungicidal activitives.

Specifications

Spécifications et pureté

≥99%

Conditions de stockage de stockage

Store at 2-8°C

Expédié en

Wet ice

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

Pureté

≥99%

Noms et identifiants

Sourires canoniques

CC1CCCC(=O)C=CC(=O)OC23C(C=CC1)C(C(=C)C(C2C(NC3=O)CC4=CC=CC=C4)C)O

IUPAC Name

(1S,4E,10R,12E,14S,15S,17S,18S,19S)-19-benzyl-15-hydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,6,21-trione

InChIKey

ZMAODHOXRBLOQO-TZVKRXPSSA-N

INCHI

1S/C29H35NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,23-24,26-27,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,23+,24+,26+,27-,29-/m1/s1

Isomères SMILES

C[C@@H]1CCCC(=O)/C=C/C(=O)O[C@]23[C@@H](/C=C/C1)[C@@H](C(=C)[C@H]([C@H]2[C@@H](NC3=O)CC4=CC=CC=C4)C)O

WGK Allemagne

3

PubChem CID

5458383

Poids moléculaire

477.59

Beilstein

949521

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Classe Cytochalasans
      • Subclass Cytochalasins

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Classe: Cytochalasans
• Subclass: Cytochalasins
• Intermediate Tree Nodes: Not available
• Direct Parent: Cytochalasins
• Alternative Parents: Isoindolones Isoindoles Benzene and substituted derivatives Pyrrolidine-2-ones Enoate esters Secondary carboxylic acid amides Cyclic alcohols and derivatives Cyclic ketones Secondary alcohols Lactams Lactones Oxacyclic compounds Azacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Lactone cytochalasin skeleton - Cytochalasin - Isoindolone - Isoindoline - Isoindole - Isoindole or derivatives - Monocyclic benzene moiety - Pyrrolidone - Benzenoid - 2-pyrrolidone - Cyclic alcohol - Pyrrolidine - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Cyclic ketone - Secondary carboxylic acid amide - Secondary alcohol - Carboxamide group - Carboxylic acid ester - Ketone - Lactone - Lactam - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Azacycle - Monocarboxylic acid or derivatives - Organopnictogen compound - Organic oxygen compound - Alcohol - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cytochalasins. These are cytochalasans in which the hydrogenated isoindolone bears a benzyl group.
• External Descriptors: Cytochalasins

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

Propriétés chimiques et physiques

• Indice de réfraction: 1.59
• Point d'ébullition (°C): 725.09 °C at 760 mmHg