Mevinic acid
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Mevinic acid
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CAS No:
84064-38-0
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Formula:
C23H36O6
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Chemical Name:
Mevinic acid
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Synonyms:
1-Naphthaleneheptanoic acid,1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-,(βR,δR,1S,2S,8S,8aR)-;1-Naphthaleneheptanoic acid,1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-,[1S-[1α(βS*,δS*),2α,8β(R*),8aα]]-;(βR,δR,1S,2S,8S,8aR)-1,2,6,7,8,8a-Hexahydro-β,δ-dihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-1-naphthaleneheptanoic acid;ML 236B acid;Compactin acid;ML 236B;Mevinic acid;86087-64-1
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CAS No:
Description
Mevinic acid is a member of the class of hexahydronaphthalenes that is 1,2,6,7,8,8a-hexahydronaphthalene which is substituted by a (3R,5R)-6-carboxy-3,5-dihydroxyhexyl group at position 1, a methyl group at position 2, and a (2S)-2-methylbutanoyloxy group at position 8 (the 1S,2S,8S,8aR isomer). Lactonisation of the hydroxy-carboxylic acid chain at position 1 affords mevastatin. It has a role as an EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor. It is a 3-hydroxy carboxylic acid, a member of hexahydronaphthalenes, a polyketide and a carboxylic ester. It is a conjugate acid of a mevinic acid anion.
Computed Properties
Molecular Weight:408.5
XLogP3:3.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:11
Exact Mass:408.25118886
Monoisotopic Mass:408.25118886
Topological Polar Surface Area:104
Heavy Atom Count:29
Complexity:625
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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