3,5-di-O-caffeoyl quinic acid

Term ID

CHEBI:65751

Synonyms

(1S,3R,4S,5R)-1,3,4,5-tetrahydroxy-1-carboxycyclohexane3,5-di-3-(3,4-dihydroxyphenyl)propenoate
(3R,5R)-3,5-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4-dihydroxycyclohexanecarboxylic acid
3,5-DCQA
3,5-Dicaffeoylquinic acid
Isochlorogenic acid a
Quinic acid 3,5-di-O-caffeate

Definition

A carboxylic ester that is the diester obtained by the condensation of the hydroxy groups at positions 3 and 5 of (-)-quinic acid with the carboxy group of trans-caffeic acid. Isolated from Brazilian propolis and Suaeda glauca, it exhibits hepatoprotective and cytotoxic activities.

References

HMDB:HMDB0030706
PMID:15022716
PMID:18481014
PMID:21469692
PMID:8951168
Reaxys:4895191

Ontology

ChEBI ( EBI )

Relationships

is a type of: carboxylic ester cyclitol carboxylic acid

carboxylic ester cyclitol carboxylic acid Show first 5 Terms
has_functional_parent: (-)-quinic acid trans-caffeic acid

(-)-quinic acid trans-caffeic acid Show first 5 Terms
has_role: antineoplastic agent hepatoprotective agent metabolite

antineoplastic agent hepatoprotective agent metabolite Show first 5 Terms
inverse has_functional_parent: methyl 3,5-di-O-caffeoyl quinate

methyl 3,5-di-O-caffeoyl quinate Show first 5 Terms
inverse is_conjugate_base_of: 3,5-di-O-caffeoyl quinate

3,5-di-O-caffeoyl quinate Show first 5 Terms
is_conjugate_acid_of: 3,5-di-O-caffeoyl quinate

3,5-di-O-caffeoyl quinate Show first 5 Terms

Phenotype

Phenotype resulting from 3,5-di-O-caffeoyl quinic acid

Phenotype where environments contain 3,5-di-O-caffeoyl quinic acid

Phenotype modified by environments containing 3,5-di-O-caffeoyl quinic acid

Human Disease Model