20350-15-6 structure, C16H24O4

brefeldin A

CAS No.

20350-15-6

Formula:

C16H24O4

Basic Info

Brefeldin A is a lactone antibiotic produced by fungal organisms such as Eupenicillium brefeldianum. Brefeldin A inhibits protein transport from the endoplasmic reticulum to the Golgi apparatus indirectly by preventing formation of COPI-mediated transport vesicles. Brefeldin A was initially isolated as an anti-viral antibiotic but is now primarily used in biological research to study protein transport.

Formula
C16H24O4
Molecular Weight
280.359
Exact Mass
280.167
LogP
1.9624
PSA
66.76
Synonyms

Brefeldin

ASCOTOXIN

cyanaein

NECTROLIDE

Brefeldin A

DECUMBIN

BFA

CYANEIN

expand collapse

Properties

Appearance & Physical State
White solid
Density
1.108 g/cm3
Boiling Point
492.7ºC at 760 mmHg
Melting Point
200-205ºC
Flash Point
87ºC
Refractive Index
1.513
Storage Condition
2-8ºC
Vapor Pressure
0mmHg at 25°C

Safety Info

RTECS
GY8410000
Safety Statements
S24/25; S45; S36; S26
WGK Germany
3
Risk Statements
R25
RIDADR
UN 2811 6
Hazard Codes
Xn
T

Synthesis Route

1.Synthesis Route

177960-81-5

20350-15-6
2.Synthesis Route

104180-85-0

20350-15-6
3.Synthesis Route

457100-64-0

20350-15-6

Precursor

60043-55-2 spectrum, (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

60043-55-2
54202-13-0 spectrum, 4-oxo-brefeldin A

54202-13-0
104180-85-0 spectrum, (1R,2E,6S,10E,11aS,13S,14aR)-6-methyl-4-oxo-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f][1]oxacyclotridecine-1,13-diyl bis(4-nitrobenzoate)

104180-85-0
177960-81-5 spectrum, (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

177960-81-5
457100-64-0 spectrum, (E)-(R)-4-(tert-butyldimethylsilyloxy)-{(1R,2R,4R)-4-(tert-butyldimethylsilyloxy)-2-[(E)-(S)-6-hydroxyhept-1-enyl]cyclopentyl}but-2-enoic acid

457100-64-0
Home > Encyclopedia > Miscellaneous > Chemical Reagents > Heterocyclic Compounds > brefeldin A

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