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Substance Name: Cytochalasin B
RN: 14930-96-2
UNII: 3CHI920QS7
InChIKey: GBOGMAARMMDZGR-TYHYBEHESA-N

Note

  • A cytotoxic member of the CYTOCHALASINS.

Molecular Formula

  • C29-H37-N-O5

Molecular Weight

  • 479.6133
 

Classification Codes

  • Mutation Data
  • Natural Product
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Cytochalasin B

MeSH Heading

  • Cytochalasin B

Synonyms

  • (E,E)-(5S,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-oxacyclotetradec(2,3-d)isoindole-2,18(5H)-dione
  • 24-Oxa(14)cytochalasa-6(12),13,21-triene-1,23-dione, 7,20-dihydroxy-16-methyl-10-phenyl-, (7S,13E,16R,20R,21E)-
  • 2H-Oxacyclotetradec(2,3-d)isoindole-2,18(5H)-dione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-, (E,E)-(5S,9R,12aS,13S,15S,15aS,16S,18aS)-
  • 7,20-Dihydroxy-10-phenyl-5,16-dimethyl-24-oxa-(14)cytochalas-6(12),13,21-trien-23-one
  • BRN 1096207
  • CCRIS 9284
  • Cytochalasin B
  • EINECS 239-000-2
  • HSDB 3479
  • Phomin
  • UNII-3CHI920QS7

Systematic Names

  • 24-Oxa(14)cytochalasa-6(12),13,21-triene-1,23-dione, 7,20-dihydroxy-16-methyl-10-phenyl-, (7S,13E,16R,20R,21E)-
  • 2H-Oxacyclotetradec(2,3-d)isoindole-2,18(5H)-dione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-, (E)-(5S,9R,12aS,13S,15S,15aS,16aS,18aS)-
  • 2H-Oxacyclotetradecino(2,3-d)isoindole-2,18(5H)-dione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-, (E,E)-(5S,9R,12aS,13S,15S,15aS,16S,18aS)-
  • 2H-Oxacyclotetradecino(2,3-d)isoindole-2,18(5H)-dione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-, (3E,5R,9R,11E,12aS,13S,15S,15aS,16S,18aS)-
  • 7(S),20(R)-Dihydroxy-16(R)-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13(E),21(E)-triene-1,23-dione

Superlist Name

  • Cytochalasin B

Registry Numbers

CAS Registry Number

  • 14930-96-2

FDA UNII

  • 3CHI920QS7

Other Registry Numbers

  • 11032-95-4
  • 11042-65-2
  • 16006-03-4
  • 21476-12-0

System Generated Number

  • 0014930962

Structure Descriptors

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

Smiles

C[C@@H]1CCC[C@@H](O)\C=C\C(=O)O[C@]23[C@@H](\C=C\C1)[C@H](O)C(=C)[C@@H](C)[C@H]2[C@H](Cc4ccccc4)NC3=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 30mg/kg (30mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 38, Pg. 438, 1979.
rat LD50 intraperitoneal 11mg/kg (11mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: ATAXIA

BEHAVIORAL: COMA
Toxicon. Vol. 17, Pg. 137, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.37 (none)   EXP
Water Solubility 1.280 mg/L 25 EST
Vapor Pressure 1.04E-20 mm Hg 25 EST
Henry's Law Constant 2.28E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.78E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.