chempirical

Neochlorogenic acid

C16H18O9CAS 906-33-2354.31 g/mol

Open in Covalent MOL file
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AlcoholAlkeneCarboxylic acidEsterPhenol

Properties

Molecular formula
C16H18O9
Molar mass
354.31 g/mol
Exact mass
354.0951 Da
Melting point
204–206 °C (decomposes)
logP
-0.65Crippen estimate
Polar surface area
164.8 Ų
H-bond donors / acceptors
6 / 8
Rotatable bonds
4
Stereocentres
R, R, R, Sin SMILES atom order
Double bonds
EE/Z, in SMILES order

Hazards

Warning
Irritant (GHS07)

Aggregated from 11 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
906-33-2
SMILES
O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]1O
InChIKey
CWVRJTMFETXNAD-NXLLHMKUSA-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)/b4-2+/t11-,12-,14+,16-/m1/s1

Weigh it out

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

Names and synonyms

12 names
  • Cyclohexanecarboxylic acid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, [1R-[1α,3α(E),4α,5β]]-
  • Cyclohexanecarboxylic acid, 3-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxy-, (1R,3R,4S,5R)-
  • Cyclohexanecarboxylic acid, 3-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, (1R,3R,4S,5R)-
  • (1R,3R,4S,5R)-3-[[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
  • 5-O-Caffeoylquinic acid
  • 5-(E)-Caffeoylquinic acid
  • 5-Caffeoylquinic acid
  • (E)-Neochlorogenic acid
  • trans-5-O-Caffeoylquinic acid
  • 5-O-Caffeolyquinic acid
  • 3-O-(E)-Caffeoylquinic acid
  • 3-trans-O-Caffeoylquinic acid

Work with Neochlorogenic 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.

Chlorogenic acid327-97-9Stereoisomer

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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