Chlorogenic acid

C16H18O9CAS 327-97-9354.31 g/mol

Open in Covalent MOL file
OOHOHOOHOOHHOOH
AlcoholAlkeneCarboxylic acidEsterPhenol

Properties

Molecular formula
C16H18O9
Molar mass
354.31 g/mol
Exact mass
354.0951 Da
Melting point
206–207 °C
logP
-0.65Crippen estimate
Polar surface area
164.8 Ų
H-bond donors / acceptors
6 / 8
Rotatable bonds
4
Stereocentres
R, S, R, Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

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Identifiers

CAS number
327-97-9
SMILES
O=C(C=Cc1ccc(O)c(O)c1)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIKey
CWVRJTMFETXNAD-NCZKRNLISA-N
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)/t11-,12-,14-,16+/m1/s1
Characterization data

Calculated from the structure, in the form journals print them.

[M + H]+
[M + H]+ Calcd for C16H19O9 355.1024
[M + Na]+
[M + Na]+ Calcd for C16H18NaO9 377.0843
[M − H]−
[M − H]− Calcd for C16H17O9 353.0878
Elemental analysis
Anal. Calcd for C16H18O9: C, 54.24; H, 5.12.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

14 names · show all
  • Cyclohexanecarboxylic acid, 3-[[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-(1α,3β,4α,5α)]-
  • Cyclohexanecarboxylic acid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
  • (1S,3R,4R,5R)-3-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
  • 3-Caffeoylquinic acid
  • 3-O-Caffeoylquinic acid
  • 3-(3,4-Dihydroxycinnamoyl)quinic acid
  • Caffeoylquinic acid
  • 3-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid
  • NSC 407296
  • Heriguard
  • NSC 70861
  • SW 85834
  • 5-Chlorogenic acid

Work with Chlorogenic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Neochlorogenic acid906-33-2Stereoisomer

Similar compounds

3,5-Dicaffeoylquinic acid2450-53-589 % similar 3,4-Dicaffeoylquinic acid14534-61-384 % similar 4,5-Dicaffeoylquinic acid57378-72-084 % similar 1,3-Dicaffeoylquinic acid19870-46-375 % similar Cynarin30964-13-775 % similar 1,4-Dicaffeoylquinic acid1182-34-963 % similar Chicoric acid6537-80-054 % similar (-)-Chicoric acid70831-56-054 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

1-Caffeoylquinic acid1241-87-8 Scopolin531-44-2 4-Caffeoylquinic acid905-99-7

Elsewhere

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