Cytochalasin B

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Names

[ CAS No. ]:
14930-96-2

[ Name ]:
Cytochalasin B

[Synonym ]:
EINECS 239-000-2
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)-
(3E,5R,9R,11E,12aS,13S,15S,15aS,16S,18aS)-16-Benzyl-5,13-dihydroxy-9,15-dimethyl-14-methylene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione
Phomin
(3E,5R,9R,11E,12aS,13S,15S,15aS,16S,18aS)-16-benzyl-5,13-dihydroxy-9,15-dimethyl-14-methylidene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione
Cytochalasin B
MFCD00077704

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
740.6±60.0 °C at 760 mmHg

[ Melting Point ]:
218-223ºC

[ Molecular Formula ]:
C29H37NO5

[ Molecular Weight ]:
479.608

[ Flash Point ]:
401.7±32.9 °C

[ Exact Mass ]:
479.267181

[ PSA ]:
95.86000

[ LogP ]:
3.71

[ Vapour Pressure ]:
0.0±2.6 mmHg at 25°C

[ Index of Refraction ]:
1.596

[ Storage condition ]:
−20°C

[ Water Solubility ]:
ethanol: 20 mg/mL

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RO0205000
CHEMICAL NAME :
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-met hylene-, (E)-(5S,9R,12aS,13S,15S,15aS, 16aS,18aS)-
CAS REGISTRY NUMBER :
14930-96-2
LAST UPDATED :
199612
DATA ITEMS CITED :
18
MOLECULAR FORMULA :
C29-H37-N-O5
MOLECULAR WEIGHT :
479.67
WISWESSER LINE NOTATION :
T56-14- 1A U AXVM GY TVO JU RUTJ D1R& F1 GU1 HQ M1 QQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
11 mg/kg
TOXIC EFFECTS :
Behavioral - ataxia Behavioral - coma Lungs, Thorax, or Respiration - cyanosis
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1500 ug/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
5 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - Central Nervous System

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Mammal - species unspecified Bone marrow
DOSE/DURATION :
1 gm/L
REFERENCE :
TSITAQ Tsitologiya. Cytology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1959- Volume(issue)/page/year: 24,814,1982

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H330

[ Precautionary Statements ]:
P260-P284-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
T+: Very toxic;

[ Risk Phrases ]:
R26/27/28;R63

[ Safety Phrases ]:
28-36/37-45

[ RIDADR ]:
UN 1544 6

[ WGK Germany ]:
3

[ RTECS ]:
RO0205000

[ Packaging Group ]:
I

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
29349990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (3E,5R,9S,11E,12aS,15S,15aS,16S,18aR)-16-benzyl-5-((tert-butyldimethylsilyl)oxy)-9,14,15-trimethyl-6,7,8,9,10,12a,15,15a,16,17-decahydro-2H-[1]oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione
  • (3E,5R,9S,11E,12aS,15S,15aS,16S,18aR)-17-acetyl-16-benzyl-5-((tert-butyldimethylsilyl)oxy)-9,14,15-trimethyl-6,7,8,9,10,12a,15,15a,16,17-decahydro-2H-[1]oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione
  • (3S,3aS,4R,6aR,10S,14R,18aR,E)-3-benzyl-14-((tert-butyldimethylsilyl)oxy)-4,5,10-trimethyl-3,3a,4,6a,9,10,11,12,13,14,15,16-dodecahydro-1H-[1]oxacyclotetradecino[2,3-d]isoindole-1,17(2H)-dione
  • (3S,3aS,10S,14R,18aR,E)-2-acetyl-3-benzyl-14-((tert-butyldimethylsilyl)oxy)-4,5,10-trimethyl-3,3a,4,6a,9,10,11,12,13,14,15,16-dodecahydro-1H-[1]oxacyclotetradecino[2,3-d]isoindole-1,17(2H)-dione
  • (1E,4S,8R,9E,12aS,15S,15aS,16S,16aR,17aS,17bS)-14-acetyl-15-benzyl-8-((tert-butyldimethylsilyl)oxy)-4,16,16a-trimethyl-3,5,6,7,8,14,15,15a,16,16a,17a,17b-dodecahydro-11H-[1]oxacyclotetradecino[2,3-d]oxireno[2,3-f]isoindole-11,13(4H)-dione

DownStream

  • Cytochalasin A

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Related Compounds

  • Dihydrocytochalasin B
  • 2,3-Dihydro-cytochalasin B
  • 7,20-O,O'-diacetyl-cytochalasin B
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  • cytochalasin H(2)B
  • cytochalasin
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  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde