CHEBI:30632 - loganic acid

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ChEBI Name loganic acid
ChEBI ID CHEBI:30632
Definition A cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1, 6 and 7 by β-D-glucosyloxy, hydroxy and methyl groups respectively
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6512, CHEBI:25068
Supplier Information
Download Molfile XML SDF
Formula C16H24O10
Net Charge 0
Average Mass 376.35576
Monoisotopic Mass 376.13695
InChI InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1
InChIKey JNNGEAWILNVFFD-CDJYTOATSA-N
SMILES [H][C@]12C[C@H](O)[C@H](C)[C@@]1([H])[C@@H](OC=C2C(O)=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing loganic acid (CHEBI:30632) has role plant metabolite (CHEBI:76924)
loganic acid (CHEBI:30632) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
loganic acid (CHEBI:30632) is a cyclopentapyran (CHEBI:38606)
loganic acid (CHEBI:30632) is a glucoside (CHEBI:24278)
loganic acid (CHEBI:30632) is conjugate acid of loganate (CHEBI:18052)
Incoming loganate (CHEBI:18052) is conjugate base of loganic acid (CHEBI:30632)
IUPAC Name
(1S,4aS,6S,7R,7aS)-1-(β-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
Synonym Source
Loganic acid KEGG COMPOUND
Manual Xrefs Databases
C00010604 KNApSAcK
C01512 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
22255-40-9 CAS Registry Number KEGG COMPOUND
22255-40-9 CAS Registry Number ChemIDplus
4887090 Beilstein Registry Number Beilstein
Last Modified
28 July 2014