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CHEBI:3594 - chicoric acid

Default Structure
ChEBI IDCHEBI:3594
ChEBI Namechicoric acid
Stars
Last Modified23 September 2021
DownloadsMolfile
FormulaC22H18O12
Net Charge0
Average Mass474.374
Monoisotopic Mass474.07983
SMILESO=C(/C=C/c1ccc(O)c(O)c1)O[C@@H](C(=O)O)[C@@H](OC(=O)/C=C/c1ccc(O)c(O)c1)C(=O)O
InChIInChI=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
InChIKeyYDDGKXBLOXEEMN-IABMMNSOSA-N
Wikipedia
Roles Classification
Biological Role:
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:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
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  Source
Chicoric acidKEGG COMPOUND
dicaffeoyltartaric acidChEBI
Manual XrefsDatabases
C00002723KNApSAcK
C10437KEGG COMPOUND
Cichoric_acidWikipedia
FDB012144FooDB
GKPPDBeChem
HMDB0002375HMDB
Registry NumbersSources
CAS:70831-56-0ChemIDplus
Citations