chlorogenic acid

Synonyms: "3-caffeoylquinic acid", "chlorogenate", "hlorogenic acid", "3-o-caffeoylquinic acid", "heriguard", "3-(3,4-dihydroxycinnamoyl)quinic acid", "3-caffeoylquinate", "caffeoyl quinic acid"

Source: chlorogenic acid is a phenolic natural product isolated from the leaves and fruits of dicotyledonous plants, including the coffee bean.

Identifiers:

IUPAC Name: (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
CAS Number: 327-97-9
PubChem ID: 1794427
InChiKey: CWVRJTMFETXNAD-JUHZACGLSA-N
Canonical SMILES: C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

Structural Properties:

Molecular Formula: C16H18O9
Molecular Weight: 354,3087

Pharmacophore Features:

Number of bond donors: 6
Number of bond acceptors: 8
Number of atoms different from hydrogen: 25

Downloads

2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

Search Similar molecules

Similarity from: % to %

Toxicological Information

ACToR (Aggregated Computational Toxicology Resource)

CCRIS (Chemical Carcinogenesis Research Information System)

CTD (Comparative Toxicogenomics Database)

Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors


Rosenberg RS, Grass L, Jenkins DJ, Kendall CWC, Diamandis EP. 1998. Modulation of androgen and progesterone receptors by phytochemicals in breast cancer cell lines. Biochemical & Biophysical Research Communications 248(3):935-939.

External Links

Keywords


2D-structure

3D-structure

Jmol viewer