Structure

Brefeldin a

CAS
20350-15-6
Catalog Number
ACM20350156
Category
Inhibitors
Molecular Weight
280.36
Molecular Formula
C16H24O4

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Specification

Description
Brefeldin A (BFA) is a lactone antibiotic and a specific inhibitor of protein trafficking. Brefeldin A blocks the transport of secreted and membrane proteins from endoplasmic reticulum to Golgi apparatus. Brefeldin A is also an autophagy and mitophagy inhibitor. Brefeldin A is a CRISPR/Cas9 activator. Brefeldin A inhibits HSV-1 and has anti-cancer activity.
Synonyms
NECTROLIDE;SYNERGISIDIN;4h-cyclopent(f)oxacyclotridecin-4-one,1,6,7,8,9,11a-beta,12,13,14,14a-alpha-de;cahydro-1-beta-13-alpha-dihydroxy-6-beta-methyl-;cyanaein;CYANEIN;DECUMBIN;GAMMA-4-DIHDYROXY-2-(6-HYDROXY-1-HEPTENYL)-4-CYCLOPENTANECROTONIC ACID LAMBDA-LACTONE
Melting Point
200-205°C
Flash Point
87°C
Hazard Statements
Xn,T
Safety Description
24/25-45-36-26
Supplemental Hazard Statements
H301-H302
Symbol
GHS07,GHS06
What is the molecular formula of brefeldin A?

The molecular formula of brefeldin A is C16H24O4.

What is the molecular weight of brefeldin A?

The molecular weight of brefeldin A is 280.36 g/mol.

What is the IUPAC name of brefeldin A?

The IUPAC name of brefeldin A is (1R,2R,3E,7S,11E,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one.

What is the InChIKey of brefeldin A?

The InChIKey of brefeldin A is KQNZDYYTLMIZCT-KQPMLPITSA-N.

What are some synonyms of brefeldin A?

Some synonyms of brefeldin A include Ascotoxin, Decumbin, and Synergisidin.

What is the CAS number of brefeldin A?

The CAS number of brefeldin A is 20350-15-6.

How many hydrogen bond acceptors does brefeldin A have?

Brefeldin A has four hydrogen bond acceptors.

What is the XLogP3-AA value of brefeldin A?

The XLogP3-AA value of brefeldin A is 2.

What is the topological polar surface area of brefeldin A?

The topological polar surface area of brefeldin A is 66.8 Å2.

What is the ChEMBL ID for brefeldin A?

The ChEMBL ID for brefeldin A is CHEMBL19980.

Upstream Synthesis Route 1

  • 60043-55-2
  • 20350-15-6

Reference: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 3431 - 3440
[2]Journal of the American Chemical Society,1991,vol. 113,p. 6639 - 6645

Downstream Synthesis Route 1

  • 3970-21-6
  • 20350-15-6
  • 60043-55-2

Reference: [1]European Journal of Organic Chemistry,2011,p. 878 - 891
[2]Journal of the American Chemical Society,1991,vol. 113,p. 6639 - 6645

Downstream Synthesis Route 2

  • 20350-15-6
  • 62989-90-6

Reference: [1]Nature Chemistry,2017,vol. 9,p. 1213 - 1221
[2]Pharmazie,1992,vol. 47,p. 582 - 584
[3]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 139 - 144

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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