Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID000392

Phytochemical name: Chlorogenic acid

Synonymous chemical names:
chlorogenic acid, 3-caffeoylquinic-acid, caffeoylquinic acid, 3-o-caffeoylquinic acid, chlorogenic-acid, caffeoyl quinic acid, acid chlorogenic, 3-mono-o-caffeoylquinic acid (chlorogenic acid), chlorogenic scid, Caffeoyl quinic acid, 3-caffeoylquinic acid

External chemical identifiers:
CID:CID_1794427, ChEMBL:CHEMBL284616, ChEBI:CHEBI:16112, ZINC:ZINC000002138728, FDASRS:318ADP12RI, SureChEMBL:SCHEMBL19466, MolPort-001-740-212

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Chemical structure information

SMILES:
O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)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

DeepSMILES:
O=CO[C@@H]C[C@@]O)C[C@H][C@H]6O))O)))C=O)O))))))/C=C/cccccc6)O))O

Functional groups:
c/C=C/C(=O)OC, CO, CC(=O)O, cO

Link to spectral information:
MSBNK-RIKEN_ReSpect-PM000301, MSBNK-Keio_Univ-KO002580, MSBNK-Keio_Univ-KO002581, MSBNK-Keio_Univ-KO008922, MSBNK-Keio_Univ-KO008923, MSBNK-Osaka_Univ-OUF00135, MSBNK-Osaka_Univ-OUF00136, MSBNK-RIKEN_ReSpect-PS063601, MSBNK-Keio_Univ-KO002579, MSBNK-RIKEN_ReSpect-PS063603, MSBNK-RIKEN_ReSpect-PS063604, MSBNK-RIKEN_ReSpect-PS063605, MSBNK-RIKEN_ReSpect-PS063607, MSBNK-RIKEN_ReSpect-PS063608, MSBNK-RIKEN_ReSpect-PS063609, MSBNK-RIKEN_ReSpect-PS063610, MSBNK-RIKEN_ReSpect-PS063611, MSBNK-RIKEN_ReSpect-PS063602, MSBNK-Keio_Univ-KO002578, MSBNK-IPB_Halle-PB006182, MSBNK-Keio_Univ-KO000470, MSBNK-Fac_Eng_Univ_Tokyo-JP000136, MSBNK-Fiocruz-FIO00618, MSBNK-Fiocruz-FIO00620, MSBNK-Fiocruz-FIO00621, MSBNK-Fiocruz-FIO00622, MSBNK-Fiocruz-FIO00623, MSBNK-Fiocruz-FIO00624, MSBNK-Fiocruz-FIO00625, MSBNK-Fiocruz-FIO00619, MSBNK-Fiocruz-FIO00627, MSBNK-IPB_Halle-PB005541, MSBNK-IPB_Halle-PB006181, MSBNK-Keio_Univ-KO002577, MSBNK-Keio_Univ-KO000466, MSBNK-Keio_Univ-KO000467, MSBNK-Fiocruz-FIO00626, MSBNK-Keio_Univ-KO000468, MSBNK-Keio_Univ-KO000469

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCCCC1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCCCC1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Alcohols and polyols

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives

NP-Likeness score: 2.246

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Chemical structure download