Cytochalasin B

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0618

CAS

14930-96-2

Product Name

Cytochalasin B

Structure

Product Details

Description

It is produced by the strain of Helminthosporium dematioideum, Coriolus vernicipes. It has many biological activities, such as inhibiting cytokinesis reversibly, inhibiting megasophil endocytosis and exocytosis. Cytosine B has immunosuppressive effects.

Synonyms

(7S,13E,16R,20R,21E)-7,20-Dihydroxy-16-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13,21-triene-1,23-dione; (E,E)-(5R,9R,12aS,13S,15S,15aS,16S,18aS)-16-Benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-2H-Oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione; NSC 107658; Phomin

IUPAC Name

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

Molecular Weight

479.61

Molecular Formula

C29H37NO5

Canonical SMILES

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

InChI

InChI=1S/C29H37NO5/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/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1

InChIKey

GBOGMAARMMDZGR-TYHYBEHESA-N

Boiling Point

740.6 °C at 760 mmHg

Melting Point

218-221 °C

Purity

>99% by HPLC

Density

1.20 g/cm3

Solubility

Soluble in Acetone; Slightly soluble in DMSO, Methanol

Appearance

White to Off-White Solid

Storage

-20 °C

Form

Powder

Toxicity

LD50: 11 mg/kg (Intraperitoneal, Rat).

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