Brefeldin a

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

Custom Q&A

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.

Synthetic Use

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.