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CHEBI:17521 - (−)-quinic acid

Default Structure
ChEBI IDCHEBI:17521
ChEBI Name(−)-quinic acid
Stars
ASCII Name(-)-quinic acid
DefinitionThe (−)-enantiomer of quinic acid.
Secondary ChEBI IDsCHEBI:8715, CHEBI:26492
Last Modified13 February 2025
DownloadsMolfile
FormulaC7H12O6
Net Charge0
Average Mass192.167
Monoisotopic Mass192.06339
SMILESO=C(O)[C@]1(O)C[C@@H](O)[C@@H](O)[C@H](O)C1
InChIInChI=1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12)/t3-,4-,5-,7+/m1/s1
InChIKeyAAWZDTNXLSGCEK-WYWMIBKRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702) - DOI (10.1021/ac991142i)
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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)
(−)-quinic acid (CHEBI:17521) is a quinic acid (CHEBI:26493)
(−)-quinic acid (CHEBI:17521) is conjugate acid of (−)-quinate (CHEBI:29751)
(−)-quinic acid (CHEBI:17521) is enantiomer of (+)-quinic acid (CHEBI:36124)
Incoming Relation(s)
trans-5-O-(4-coumaroyl)-D-quinic acid (CHEBI:15937) has functional parent (−)-quinic acid (CHEBI:17521)
trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384) has functional parent (−)-quinic acid (CHEBI:17521)
1-caffeoyl-5-feruloylquinic acid (CHEBI:88343) has functional parent (−)-quinic acid (CHEBI:17521)
1,3-dicaffeoylquinic acid (CHEBI:520) has functional parent (−)-quinic acid (CHEBI:17521)
1,3,4,5-tetracaffeoylquinic acid (CHEBI:512) has functional parent (−)-quinic acid (CHEBI:17521)
3-O-feruloyl-D-quinic acid (CHEBI:86388) has functional parent (−)-quinic acid (CHEBI:17521)
3-O-sinapoylquinic acid (CHEBI:75493) has functional parent (−)-quinic acid (CHEBI:17521)
3-p-coumaroylquinic acid (CHEBI:75499) has functional parent (−)-quinic acid (CHEBI:17521)
3-dehydroquinic acid (CHEBI:17947) has functional parent (−)-quinic acid (CHEBI:17521)
3,4,5-tricaffeoylquinic acid (CHEBI:233498) has functional parent (−)-quinic acid (CHEBI:17521)
3,5-di-O-caffeoyl quinic acid (CHEBI:65751) has functional parent (−)-quinic acid (CHEBI:17521)
4-O-feruloyl-D-quinic acid (CHEBI:18013) has functional parent (−)-quinic acid (CHEBI:17521)
4-O-sinapoylquinic acid (CHEBI:75496) has functional parent (−)-quinic acid (CHEBI:17521)
4-p-coumaroylquinic acid (CHEBI:1945) has functional parent (−)-quinic acid (CHEBI:17521)
5-O-sinapoylquinic acid (CHEBI:75497) has functional parent (−)-quinic acid (CHEBI:17521)
5-p-coumaroylquinic acid (CHEBI:75500) has functional parent (−)-quinic acid (CHEBI:17521)
chlorogenic acid (CHEBI:16112) has functional parent (−)-quinic acid (CHEBI:17521)
coumaroylquinic acid (CHEBI:233485) has functional parent (−)-quinic acid (CHEBI:17521)
feruloylquinic acid (CHEBI:233523) has functional parent (−)-quinic acid (CHEBI:17521)
methyl 3,4-dicaffeoylquinate (CHEBI:85153) has functional parent (−)-quinic acid (CHEBI:17521)
theogallin (CHEBI:9522) has functional parent (−)-quinic acid (CHEBI:17521)
1-O-caffeoylquinic acid (CHEBI:136555) has parent hydride (−)-quinic acid (CHEBI:17521)
(−)-quinate (CHEBI:29751) is conjugate base of (−)-quinic acid (CHEBI:17521)
(+)-quinic acid (CHEBI:36124) is enantiomer of (−)-quinic acid (CHEBI:17521)
IUPAC Names 
(1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid
1L-1(OH),3,4/5-tetrahydroxycyclohexanecarboxylic acid
Synonyms  Source
Chinic acidKEGG COMPOUND
D-Quinic acidChemIDplus
Kinic acidKEGG COMPOUND
L-Quinic acidKEGG COMPOUND
(-)-Quinic acidKEGG COMPOUND
(−)-Quinic acidIUBMB
Manual XrefsDatabases
C00001201KNApSAcK
C00296KEGG COMPOUND
HMDB0003072HMDB
QICPDBeChem
QUINATEMetaCyc
Quinic_acidWikipedia
Registry NumbersSources
Reaxys:2212412Reaxys
CAS:77-95-2ChemIDplus
CAS:77-95-2KEGG COMPOUND
Citations