Brefeldin A

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Names

[ CAS No. ]:
20350-15-6

[ Name ]:
Brefeldin A

[Synonym ]:
4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2E,6S,10E,11aS,13S,14aR)-
g,4-Dihydroxy-2-(6-hydroxy-1-heptenyl)-4-cyclopentanecrotonic Acid l-Lactone
Brefeldin
Synergisidin
Brefeldin A
(1R,2E,6S,10E,11aS,13S,14aR)-1,13-Dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
cyanein
1,6,7,8,9,11ab,12,13,14,14aa-Decahydro-1b,13a-dihydroxy-6b-methyl-4H-cyclopent(f)oxacyclotridecin-4-one
Cyanaein
Brefeldin-A
MFCD00083258
ASCOTOXIN
decumbin
BFA
Nectrolide
(+)-Brefeldin A

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
492.7±45.0 °C at 760 mmHg

[ Melting Point ]:
200-205ºC

[ Molecular Formula ]:
C16H24O4

[ Molecular Weight ]:
280.359

[ Flash Point ]:
180.8±22.2 °C

[ Exact Mass ]:
280.167450

[ PSA ]:
66.76000

[ LogP ]:
1.61

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.513

[ Storage condition ]:
2~8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GY8410000
CHEMICAL NAME :
4H-Cyclopent(f)oxacyclotridecin-4-one, 1,6,7,8,9,11a-beta,12,13,14,14a-alpha-decahydro-1- beta-13-alpha-dihydroxy-6-beta-methyl-
CAS REGISTRY NUMBER :
20350-15-6
LAST UPDATED :
199412
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H24-O4
MOLECULAR WEIGHT :
280.40
WISWESSER LINE NOTATION :
T5-13- IVO GU OUTJ CQ FQ K1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - mouse Cells - not otherwise specified
DOSE/DURATION :
200 ug/L
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 39,1148,1986

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)

[ Hazard Codes ]:
Xn: Harmful;T: Toxic;

[ Risk Phrases ]:
R25

[ Safety Phrases ]:
24/25-45-36-26

[ RIDADR ]:
UN 2811 6

[ WGK Germany ]:
3

[ RTECS ]:
GY8410000

[ Hazard Class ]:
6.1

[ HS Code ]:
29411090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (1R,6S,11aS,13S,14aR)-1,13-bis{[tert-butyl(dimethyl)silyl]oxy}-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
  • (1R,6S,11aS,13S,14aR)-1,13-bis[(2-methoxyethoxy)methoxy]-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
  • ethyl (R,E)-4-((tert-butyldimethylsilyl)oxy)-4-((1R,2S,4S)-4-((tert-butyldimethylsilyl)oxy)-2-((S,E)-6-hydroxyhept-1-en-1-yl)cyclopentyl)but-2-enoate
  • (S)-5-(4-methoxyphenoxy)hexan-1-ol
  • ethyl (S,E)-5-(4-methoxyphenoxy)hex-2-enoate

DownStream

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Related Compounds

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  • 7-epi-Brefeldin A Secosaeuren
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