Kahweol
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Kahweol
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CAS No:
6894-43-5
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Formula:
C20H26O3
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Chemical Name:
Kahweol
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Synonyms:
5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol,3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-,(3bS,5aS,7R,8R,10aR,10bS)-;5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol,3bα,4,5,6,7,8α,9,10,10a,10b-decahydro-7-hydroxy-10bβ-methyl-;5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol,3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-,[3bS-(3bα,5aβ,7β,8β,10aα,10bβ)]-;Kahweol;(3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b-Decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol
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CAS No:
Description
Kahweol is a diterpenoid with formula C20H26O3, isolated from the beans of Coffea arabica. It exhibits antioxidant, anti-inflammatory, anti-angiogenesis and anti-proliferative properties. It has a role as an angiogenesis inhibitor, an apoptosis inducer, an antioxidant, an anti-inflammatory agent, an antineoplastic agent and a plant metabolite. It is a diterpenoid, a member of furans, an organic heteropentacyclic compound, a tertiary alcohol and a primary alcohol.
Kahweol Use and Manufacturing
Kahweol is an antioxidant diterpene contained in unfiltered coffee. Kahweol behaves as an anti-inflammatory and anti-angiogenic compound with potential use in antitumoral therapies. Recent research have demonstrated the ability of Kahweol in inhibiting metastasis by modulating expressions of MMPs and VEGF via STAT3 inactivation.
Computed Properties
Molecular Weight:314.4
XLogP3:3.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:314.18819469
Monoisotopic Mass:314.18819469
Topological Polar Surface Area:53.6
Heavy Atom Count:23
Complexity:545
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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