Chlorogenic Acid
(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Molecular Identity
Chlorogenic Acid
(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
PubChem CID: 1794427
Chlorogenic acid is a cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 3-hydroxy group of quinic acid. It is an intermediate metabolite in the biosynthesis of lignin. It has a role as a plant metabolite and a food component. It is a tannin and a cinnamate ester. It is functionally related to a trans-caffeic acid and a (-)-quinic acid. It is a conjugate acid of a chlorogenate.
2D Structure
Properties
C16H18O9
Molecular Formula
354.31
Molecular Weight
g/mol
354.0951
Exact Mass
Da
-0.4
XLogP
Drug-like (Lipinski: < 5)
165
TPSA
May have limited oral absorption
6
H-Bond Donors
9
H-Bond Acceptors
534
Complexity
SMILES
Canonical SMILES
SMILES: C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OIsomeric SMILES
SMILES: C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)OSynonyms(20)
CHLOROGENIC ACID327-97-93-Caffeoylquinic acidHeriguard3-(3,4-Dihydroxycinnamoyl)quinic acidCaffeoyl quinic acidCP chlorogenic acid5-CQA(+)-Chlorogenic acidNSC-4072965-O-(3,4-Dihydroxycinnamoyl)-L-quinic acidNSC-70861318ADP12RI(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acidtrans-5-O-Caffeoylquinic acid
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Chlorogenic Acid
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