EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:30632 - loganic acid

ChEBI IDCHEBI:30632
ChEBI Nameloganic acid
Stars
DefinitionA 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
Secondary ChEBI IDsCHEBI:6512, CHEBI:25068
Last Modified28 July 2014
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC16H24O10
Net Charge0
Average Mass376.358
Monoisotopic Mass376.13695
SMILES[H][C@]12[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C(C(=O)O)[C@@]1([H])C[C@H](O)[C@@H]2C
InChIInChI=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
InChIKeyJNNGEAWILNVFFD-CDJYTOATSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
loganic acid (CHEBI:30632) has role plant metabolite (CHEBI:76924)
loganic acid (CHEBI:30632) is a cyclopentapyran (CHEBI:38606)
loganic acid (CHEBI:30632) is a glucoside (CHEBI:24278)
loganic acid (CHEBI:30632) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
loganic acid (CHEBI:30632) is conjugate acid of loganate (CHEBI:18052)
Incoming Relation(s)
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 acidKEGG COMPOUND
Manual XrefsDatabases
C01512KEGG COMPOUND
C00010604KNApSAcK
Registry NumbersSources
Beilstein:4887090Beilstein
CAS:22255-40-9KEGG COMPOUND
CAS:22255-40-9ChemIDplus