Loganic acid
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Loganic acid
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CAS No:
22255-40-9
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Formula:
C16H24O10
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Chemical Name:
Loganic acid
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Synonyms:
Cyclopenta[c]pyran-4-carboxylic acid,1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-,(1S,4aS,6S,7R,7aS)-;Loganic acid;Cyclopenta[c]pyran-4-carboxylic acid,1α-(β-D-glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-6α-hydroxy-7α-methyl-;Cyclopenta[c]pyran-4-carboxylic acid,1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-,[1S-(1α,4aα,6α,7α,7aα)]-;(1S,4aS,6S,7R,7aS)-1-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid;Loganin acid;11049-12-0;24243-94-5;28629-69-8
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CAS No:
Description
Loganic acid is an iridoid isolated from cornelian cherry fruits. Loganic acid can modulate diet-induced atherosclerosis and redox status. Loganic acid has strong free radical scavenging activity and remarkable cyto-protective effect against heavy metal mediated toxicity[1][2].
Loganic acid is a cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1, 6 and 7 by beta-D-glucosyloxy, hydroxy and methyl groups respectively It has a role as a plant metabolite. It is a cyclopentapyran, an alpha,beta-unsaturated monocarboxylic acid and a glucoside. It is a conjugate acid of a loganate.
Characteristics
166
-2.49
1.6±0.1 g/cm3
646.3±55.0 °C at 760 mmHg
235.6±25.0 °C
1.634
-20°C
1.97E-19mmHg at 25°C
Computed Properties
Molecular Weight:376.36
XLogP3:-1.7
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:4
Exact Mass:376.13694696
Monoisotopic Mass:376.13694696
Topological Polar Surface Area:166
Heavy Atom Count:26
Complexity:565
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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