PubChem CID | 1794427 |
Molecular Formula | C16H18O9 |
Structure |
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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.))- |
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 |
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 |
Insect | Gene Symbol | Validation | Reference |
---|---|---|---|
Helicoverpa zea | CYP6B8 | X | |
Mythimna separata | CYP321A7 | R | |
Mythimna separata | CYP6B6 | R |