Brevilin A
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Brevilin A
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CAS No:
16503-32-5
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Formula:
C20H26O5
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Chemical Name:
Brevilin A
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Synonyms:
2-Butenoic acid,2-methyl-,(3S,3aR,4S,4aR,7aR,8R,9aR)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-yl ester,(2Z)-;Ambros-2-en-12-oic acid,6α,8β-dihydroxy-4-oxo-,12,8-lactone,2-methylcrotonate,(Z)-;2-Butenoic acid,2-methyl-,2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-yl ester,[3S-[3α,3aβ,4β(Z),4aα,7aβ,8β,9aβ]]-;Azuleno[6,5-b]furan,2-butenoic acid deriv.;Brevilin A;Brevelin A;6-O-Angeloylprenolin;6-O-Angeloylplenolin;79297-80-6
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CAS No:
Description
Brevilin A is a sesquiterpene lactone isolated from Centipeda minima with anti-tumor activity. Brevilin A is a selective inhibitor of JAK-STAT signal pathway by attenuating the JAKs activity and blocking STAT3 signaling (IC50 = 10.6 µM) in Cancer Cells. Brevilin A induces apoptosis and autophagy via mitochondrial pathway and PI3K/AKT/mTOR inactivation in colon adenocarcinoma cell CT26[1][2].
Brevilin A Use and Manufacturing
This naturally occurring sesquiterpenoid (FW = 346.40 g/mol; CAS 16503- 32-5) from the volatile oils of the plant Centipeda minima inhibits (IC50 = 10 μg/mL) STAT3 phosphorylation in the Jak/STAT signal transduction pathway of A549R cells. Brevilin A showed high specificity on Janus Kinase activity and following STAT3 signaling without directly affecting some other signals, including p65, AKT and GSK-3β phosphorylation, as well as Src kinase activity. Brevilin A is also an antibiotic with activ
Computed Properties
Molecular Weight:346.4
XLogP3:2.3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:346.17802393
Monoisotopic Mass:346.17802393
Topological Polar Surface Area:69.7
Heavy Atom Count:25
Complexity:676
Defined Atom Stereocenter Count:7
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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