Chlorogenic Acid


PubChem CID 1794427
Molecular Formula C16H18O9
Structure Compound Image
Synonyms
CHLOROGENIC ACID
327-97-9
3-O-Caffeoylquinic acid
Chlorogenate
Heriguard
3-(3,4-Dihydroxycinnamoyl)quinic acid
3-Caffeoylquinic acid
Hlorogenic acid
trans-Chlorogenic acid
CP chlorogenic acid
Caffeoyl quinic acid
Chlorogenicacid
5-CQA
(+)-Chlorogenic acid
NSC-407296
CCRIS 1400
Chlorogenic acid [MI]
5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid
trans-Caffeic acid 5-o-D-quinate
202650-88-2
EINECS 206-325-6
Chlorogenic acid [WHO-DD]
UNII-318ADP12RI
NSC 70861
NSC-70861
NSC 407296
318ADP12RI
CHEBI:16112
trans-5-O-Caffeoylquinic acid
MFCD00003862
(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
CHEMBL284616
DTXCID604786
Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxy-, (1S-(1-alpha,3-beta,4-alpha,5-alpha))-
DTXSID3024786
1,3,4,5-tetrahydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate)
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Cyclohexanecarboxylic acid, 3-(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
Chlorogenic acid (constituent of st. john's wort) [DSC]
3-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid
(1S,3R,4R,5R)-3-(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxy-, (1S-(1alpha,3beta,4alpha,5alpha))-
Cyclohexanecarboxylic acid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
CHLOROGENIC ACID (USP-RS)
CHLOROGENIC ACID [USP-RS]
Chlorogenic acid hemihydrate
3-O-caffeoyl-D-quinic acid
1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate
3-Caffeoylquinate
Acid, Chlorogenic
3-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy] 1,4,5-trihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-(((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,4,5-trihydroxycyclohexanecarboxylic acid
[1S-(1alpha,3beta,4alpha,5alpha)]-3-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
[1S-(1alpha,3beta,4alpha,5alpha)]3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
cyclohexanecarboxylic acid, 3-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
Cyclohexanecarboxylic acid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, [1S-(1alpha,3beta,4alpha,5alpha)]-
Cyclohexanecarboxylic acid,3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-,(1S,3R,4R,5R)-
5-O-Caffeoylquinic acid
3 Caffeoylquinic Acid
Acid, 3-Caffeoylquinic
3-trans-Caffeoylquinic acid
Hlorogenate
NSC70861
Chlorogenic-acid
NSC407296
Chlorogenic acid,
(1S-(1alpha,3beta,4alpha,5alpha))3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxycyclohexanecarboxylic acid
3-(3,4-Dihydroxycinnamoyl)quinate
CAS-327-97-9
edit(1S,3R,4R,5R)-3-(((2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl)oxy)-1,4,5-trihydroxycyclohexane-1-carboxylic acid
edit(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Prestwick_112
(E)-chlorogenic acid
5-caffeoyl quinic acid
Chlorogenic Acid1510
Chlorogenic acid, Chiral
Chlorogenic acid (8CI)
Prestwick2_000427
Prestwick3_000427
Spectrum5_000733
bmse000387
Quinic acid, 5-caffeoyl-
SCHEMBL19466
BSPBio_000414
BSPBio_003353
SPECTRUM210800
MLS002153805
BIDD:ER0453
BPBio1_000456
Quinic acid, 3-caffeoyl-, E-
ACon1_000581
CHEBI:95271
GTPL12477
BDBM513080
DTXSID101318952
HMS1569E16
HMS1923C11
HMS2096E16
HMS2235F03
HMS3649E06
ALBB-030169
HY-N0055
Tox21_202495
BDBM50327036
CCG-38471
s2280
AKOS015955866
AC-6032
Chlorogenic acid, >=95% (titration)
CS-3766
DB12029
SDCCGMLS-0066467.P001
NCGC00168941-01
NCGC00168941-02
NCGC00168941-03
NCGC00168941-05
NCGC00260044-01
(1S,3R,4R,5R)-3-[(E)-3-(3,4-DIHYDROXY-PHENYL)-ACRYLOYLOXY]-1,4,5-TRIHYDROXY-CYCLOHEXANECARBOXYLIC ACID
(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylicacid
1ST40089
AS-12284
SMR000857273
Chlorogenic acid 1000 microg/mL in Acetone
NS00015066
Chlorogenic acid 10 microg/mL in Acetonitrile
C00852
F16266
Chlorogenic acid (constituent of st. john's wort)
Q421964
SR-01000841185
SR-01000946600
D54CAE3D-CDDA-455D-A28E-77FC9EFE4A43
SR-01000841185-4
SR-01000946600-1
BRD-K47114202-001-06-2
BRD-K47114202-001-14-6
32CF6D13-8F08-485F-B79E-F8A6AC318E07
Chlorogenic acid, primary pharmaceutical reference standard
Chlorogenic acid, European Pharmacopoeia (EP) Reference Standard
Chlorogenic acid, United States Pharmacopeia (USP) Reference Standard
3-[(E)-3-(3,4-Dihydroxy-phenyl)-acryloyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylic acid
3-[3-(3,4-Dihydroxy-phenyl)-acryloyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylic acid
cyclohexanecarboxylic acid, 3-(3',4'-dihydroxycinnamoyl)oxy-1,4,5-trihydroxy-
(1R,3S,4S,5S)-3-[(E)-3-(3,4-Dihydroxy-phenyl)-acryloyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-(((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,4,5-trihydroxycyclohexanecarboxylicacid
(1S,3R,4R,5R)-3-((E)-3-(3,4-dihydroxyphenyl)acryloyloxy)-1,4,5-trihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxy-cyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R,E)-3-(3-(3,4-dihydroxyphenyl)acryloyloxy)-1,4,5-trihydroxycyclohexanecarboxylic acid
Chlorogenic acid (constituent of echinacea angustifolia root, echinacea pallida root, echinacea purpurea root and echinacea purpurea aerial parts)
CYCLOHEXANECARBOXYLIC ACID, 3-((3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)OXY)-1,4,5-TRIHYDROXY-, (1S-(1-.ALPHA.,3-.BETA.,4-.ALPHA.,5-.ALPHA.))-

Computed Descriptors


IUPAC Name (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
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)O
Canonical SMILES C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
InChI InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
InChIKey CWVRJTMFETXNAD-JUHZACGLSA-N

Computed Properties

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Molecular Weight 354.31 g/mol
XLogP3 -0.4
Hydrogen Bond Donor Count 6
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 5
Exact Mass 354.095
Monoisotopic Mass 354.095
Topological Polar Surface Area 165
Heavy Atom Count 25
Formal Charge 0
Complexity 534
Isotope Atom Count 0
Defined Atom Stereocenter Count 4
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1

3 pairs of Verified P450 and Chlorogenic Acid


Insect Gene Symbol Validation Reference
Helicoverpa zea CYP6B8 X
Mythimna separata CYP321A7 R
Mythimna separata CYP6B6 R