 Home > Encyclopedia > Brefeldin A

Brefeldin A

Brefeldin A structure

CAS No:
20350-15-6
Formula:
C16H24O4
Chemical Name:
Brefeldin A
Synonyms:
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)-;4H-Cyclopent[f]oxacyclotridecin-4-one,1,6,7,8,9,11aβ,12,13,14,14aα-decahydro-1β,13α-dihydroxy-6β-methyl-;4H-Cyclopent[f]oxacyclotridecin-4-one,1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-,[1R-(1R*,2E,6S*,10E,11aS*,13S*,14aR*)]-;(1R,2E,6S,10E,11aS,13S,14aR)-1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one;Brefeldin A;Ascotoxin;Cyanein;Decumbin;Cyanaein;Nectrolide;Synergisidin;(+)-Brefeldin A;Brefeldin;NSC 107456;NSC 244390;NSC 56310;NSC 89671;3459-16-3;11006-23-8;11039-44-4;19022-59-4;27740-36-9;31874-13-2;60132-23-2;78206-62-9
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Brefeldin A is a specific inhibitor of protein trafficking which blocks the protein transport from the endoplasmic reticulum to the Golgi complex.

A fungal metabolite which is a macrocyclic lactone exhibiting a wide range of antibiotic activity.

Brefeldin A Basic Attributes

Molecular Weight：

280.36

Exact Mass：

280.36

EC Number：

247-104-4

HScode：

29411090

Characteristics

PSA：

66.8

XLogP3：

1.96240

Appearance：

White to almost white Crystalline Powder

Density：

1.1±0.1 g/cm3

Melting Point：

190 °C

Boiling Point：

492.675°C at 760 mmHg

Flash Point：

87 °C

Refractive Index：

1.513

Water Solubility：

soluble in dimethylsulfoxide, dichloromethane and ethanol. Slightly soluble in water.methanol: 10 mg/mL, clear, colorless to faintly yellow

Storage Conditions：

2-8°C

Vapor Pressure：

0.56 hPa ( 20 °C)

Toxicity：

LD50 i.p. in mice: >200 mg/kg (Haerri)

Specific rotation：

93 º (C=2 IN MEOH)

Safety Information

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

22-25-36/37/38-20/21/22

safety instructions：

24/25-45-36-26

RTECS Number：

GY8410000

Marks：

Xn,T

Precautionary statement(s)：

P301 + P310

Hazard Statements：

H301

GHS Classification：

|Danger|H301 (95.35%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 43 companies from 4 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)|Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)|Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

MeSH Entry Terms：

Ascotoxin

Brefeldin A Use and Manufacturing

Brefeldin A (BFA) is a natural fungal metabolite which has been used extensively to study intracellular transport by vesicles or endosomes. Early studies demonstrated that BFA reversibly interferes with protein trafficking and secretion mediated by the Golgi apparatus and endoplasmic reticulum. BFA directly and reversibly inhibits Sec7 domain-containing guanine-exchange factors which are necessary for ADP-ribosylation factor activation associated with vesicular transport (IC50 = ~10 μM). BFA is used to study endosomal trafficking and function in cells of plants as well as those of fungi, invertebrates, and vertebrates.

Computed Properties

Molecular Weight:280.36
XLogP3:2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:280.16745924
Monoisotopic Mass:280.16745924
Topological Polar Surface Area:66.8
Heavy Atom Count:20
Complexity:388
Undefined Atom Stereocenter Count:5
Undefined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Brefeldin A

LEAP CHEM CO., LTD. Contact Supplier

CN
4 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

Brefeldin A

CAS No.: 20350-15-6

Content: 99.00%

Inquiry

29 Suppliers of Brefeldin A