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Brefeldin A

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Category Herpes simplex Virus (HSV)
CAS 20350-15-6
Description Brefeldin is an antibiotic produced by Penicillum brefeldianum S-464, Pen. cyaneum S-ll, Pen. decumbens, Pen. simplicissimum S-543, etc. Brefeldin A has anti-candida, aspergillus and anti-tumor activity.
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Product Information

Synonyms Ascotoxin; Synergisidin; Decumbin; Nectrolide
IUPAC Name (1R,2R,3E,7S,11E,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
Molecular Weight 280.36
Molecular Formula C16H24O4
Canonical SMILES CC1CCCC=CC2CC(CC2C(C=CC(=O)O1)O)O
InChI 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
InChIKey KQNZDYYTLMIZCT-KQPMLPITSA-N
Boiling Point 492.7°C at 760 mmHg
Melting Point 204-205°C
Flash Point 180.8±22.2 °C
Purity >98%
Density 1.108 g/cm3
Solubility Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.
Appearance Colorless Crystal
Application Antiviral Agents
Storage -20°C
Complexity 388
Exact Mass 280.16745924
Index Of Refraction 1.513
In Vitro Brefeld A treatment for 15 or 40 h causes significant swelling of the endoplasmic reticulum (ER) and transfers its localization to the periphery of normal rat kidney (NRK) cells. Prolonged Brefeldin A therapy leads to significant destruction of the MT and actin cytoskeleton. Brefeldin A induces adherence-free cell death in MDA-MB-231 breast cancer cells, inhibits the formation of the MDA-MB-231 colony in 3D and 2D cultures, and inhibits the migration of MDA-MB and MMP 9 (Matrix Metallopeptidase 9) activity-231.
PSA 66.76000
Target Autophagy; CRISPR/Cas9; Mitophagy; HSV; Antibiotic
Vapor Pressure 0.0±2.8 mmHg at 25°C
XLogP3-AA 2

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