CHEBI:17521 - (−)-quinic acid

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ChEBI Name (−)-quinic acid
ChEBI ID CHEBI:17521
ChEBI ASCII Name (-)-quinic acid
Definition The (−)-enantiomer of quinic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:26492, CHEBI:8715
Supplier Information ChemicalBook:CB5165597, eMolecules:481365, ZINC000100009542
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Formula C7H12O6
Net Charge 0
Average Mass 192.16658
Monoisotopic Mass 192.06339
InChI InChI=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
InChIKey AAWZDTNXLSGCEK-WYWMIBKRSA-N
SMILES O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O
Metabolite of Species Details
Arabidopsis thaliana (NCBI:txid3702) See: DOI
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.
(via quinic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-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 1,3,4,5-tetracaffeoylquinic acid (CHEBI:512) has functional parent (−)-quinic acid (CHEBI:17521)
1,3-dicaffeoylquinic acid (CHEBI:520) has functional parent (−)-quinic acid (CHEBI:17521)
1-caffeoyl-5-feruloylquinic acid (CHEBI:88343) 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)
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)
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)
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)
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
Note: (2005-03-30) IUBMB Enzyme Nomenclature Glossary assigns the stereochemistry as (1R,3R,4R,5R).
1L-1(OH),3,4/5-tetrahydroxycyclohexanecarboxylic acid
Synonyms Sources
(−)-Quinic acid IUBMB
(-)-Quinic acid KEGG COMPOUND
Chinic acid KEGG COMPOUND
D-Quinic acid ChemIDplus
Kinic acid KEGG COMPOUND
L-Quinic acid KEGG COMPOUND
Quinic acid KEGG COMPOUND
Manual Xrefs Databases
C00001201 KNApSAcK
C00296 KEGG COMPOUND
HMDB0003072 HMDB
QIC PDBeChem
QUINATE MetaCyc
Quinic_acid Wikipedia
View more database links
Registry Numbers Types Sources
2212412 Reaxys Registry Number Reaxys
77-95-2 CAS Registry Number KEGG COMPOUND
77-95-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15589483 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
Last Modified
13 February 2025