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Brefeldin A
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WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H561671

CAS#: 20350-15-6

Description: Brefeldin A is a fungal metabolite. It exhibits a wide range of antibiotic activity.

Chemical Structure

Brefeldin A

CAS# 20350-15-6

Instruction

Theoretical Analysis

Hodoodo Cat#: H561671
Name: Brefeldin A
CAS#: 20350-15-6
Chemical Formula: C16H24O4
Exact Mass: 280.17
Molecular Weight: 280.360
Elemental Analysis: C, 68.55; H, 8.63; O, 22.83

Price and Availability

Size	Price	Availability
10mg	USD 350	2 Weeks
25mg	USD 750	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. Hodoodo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Brefeldin A; Brefeldin-A; Ascotoxin; Cyanein; Decumbin; Bredfeldin A; Synergisidin;

IUPAC/Chemical Name: (1S,2E,7S,10E,12R,13R,15S)-12,15-Dihydroxy-7-methyl-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one

InChi Key: KQNZDYYTLMIZCT-KQPMLPITSA-N

InChi Code: InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1

SMILES Code: O=C1O[C@@H](C)CCC/C=C/[C@]2([H])C[C@H](O)C[C@@]2([H])[C@H](O)/C=C/1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:	BFA (brefeldin A) inhibited cell proliferation, induced G2/M cell cycle arrest, and stimulated cell apoptosis in K562 cells. Importantly, for the first time, this study revealed that BFA inhibited the activation of BCR-ABL and consequently inhibited the activation of its downstream signaling molecules in K562 cells. Reference: Anticancer Agents Med Chem. 2021 Jun 8. https://pubmed.ncbi.nlm.nih.gov/34102989/
In vitro activity:	BFA (brefeldin A) inhibited cell proliferation, induced G2/M cell cycle arrest, and stimulated cell apoptosis in K562 cells. Importantly, for the first time, this study revealed that BFA inhibited the activation of BCR-ABL and consequently inhibited the activation of its downstream signaling molecules in K562 cells. Reference: Anticancer Agents Med Chem. 2021 Jun 8. https://pubmed.ncbi.nlm.nih.gov/34102989/
In vivo activity:	TBD

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	25.2	89.92
	DMF	5.0	17.83
	DMF:PBS (pH 7.2) (1:1)	0.5	1.78
	Ethanol	12.4	44.16

Preparing Stock Solutions

The following data is based on the product molecular weight 280.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Zhang JM, Wang CF, Wei MY, Dong H, Gu YC, Mo XM, Shao CL, Liu M. Brefeldin A Induces Apoptosis, Inhibits BCR-ABL Activation, and Triggers BCR-ABL Degradation in Chronic Myeloid Leukemia K562 Cells. Anticancer Agents Med Chem. 2021 Jun 8. doi: 10.2174/1871520621666210608110435. Epub ahead of print. PMID: 34102989. 2. Foissner I, Hoeftberger M, Hoepflinger MC, Sommer A, Bulychev AA. Brefeldin A inhibits clathrin-dependent endocytosis and ion transport in Chara internodal cells. Biol Cell. 2020 Nov;112(11):317-334. doi: 10.1111/boc.202000031. Epub 2020 Jul 20. PMID: 32648585.
In vitro protocol:	1. Zhang JM, Wang CF, Wei MY, Dong H, Gu YC, Mo XM, Shao CL, Liu M. Brefeldin A Induces Apoptosis, Inhibits BCR-ABL Activation, and Triggers BCR-ABL Degradation in Chronic Myeloid Leukemia K562 Cells. Anticancer Agents Med Chem. 2021 Jun 8. doi: 10.2174/1871520621666210608110435. Epub ahead of print. PMID: 34102989. 2. Foissner I, Hoeftberger M, Hoepflinger MC, Sommer A, Bulychev AA. Brefeldin A inhibits clathrin-dependent endocytosis and ion transport in Chara internodal cells. Biol Cell. 2020 Nov;112(11):317-334. doi: 10.1111/boc.202000031. Epub 2020 Jul 20. PMID: 32648585.
In vivo protocol:	TBD

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Brefeldin A featured