CHEBI:3594 - chicoric acid

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ChEBI Name chicoric acid
ChEBI ID CHEBI:3594
Stars This entity has been manually annotated by a third party.
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Formula C22H18O12
Net Charge 0
Average Mass 474.374
Monoisotopic Mass 474.07983
InChI InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1
InChIKey YDDGKXBLOXEEMN-IABMMNSOSA-N
SMILES OC(=O)[C@H](OC(=O)\C=C\C1=CC=C(O)C(O)=C1)[C@@H](OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O
Roles Classification
Biological Role(s): HIV-1 integrase inhibitor
An inhibitor of HIV-1 integrase, an enzyme required for the integration of the genetic material of the retrovirus into the DNA of the infected cells.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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ChEBI Ontology
Outgoing chicoric acid (CHEBI:3594) has functional parent tetracarboxylic acid (CHEBI:35742)
chicoric acid (CHEBI:3594) has role geroprotector (CHEBI:176497)
chicoric acid (CHEBI:3594) has role HIV-1 integrase inhibitor (CHEBI:67268)
chicoric acid (CHEBI:3594) is a organooxygen compound (CHEBI:36963)
IUPAC Name
(2R,3R)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid
Synonyms Sources
Chicoric acid KEGG COMPOUND
dicaffeoyltartaric acid ChEBI
Manual Xrefs Databases
C00002723 KNApSAcK
C10437 KEGG COMPOUND
Cichoric_acid Wikipedia
FDB012144 FooDB
GKP PDBeChem
HMDB0002375 HMDB
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Registry Number Type Source
70831-56-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24244361 PubMed citation Europe PMC
30251662 PubMed citation Europe PMC
8692814 PubMed citation Europe PMC
Last Modified
23 September 2021
General Comment
2021-09-23 The CAS number 6537-80-0 belongs to chicoric acid in which the double bond configurations are unspecified.