Record Information |
---|
Version | 2.0 |
---|
Creation Date | 2012-05-31 14:04:26 -0600 |
---|
Update Date | 2015-06-03 15:54:43 -0600 |
---|
Secondary Accession Numbers | |
---|
Identification |
---|
Name: | 3-(3-Hydroxyphenyl)propionate |
---|
Description | 3-(3-Hydroxyphenyl)propanoic (hMPP) acid is one of the major metabolites of ingested caffeic acid (PMID 15479001) and of the phenolic degradation products of proanthocyanidins (the most abundant polyphenol present in chocolate) by the microflora in the colon (PMID 12663291). mHPP is suspected to have antioxidants properties and is actively absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers (PMID 15479001, 12663291). |
---|
Structure | |
---|
Synonyms: | - -(3-Hydroxyphenyl)propionate
- -(3-Hydroxyphenyl)propionic acid
- -(m-hydroxyphenyl)propionate
- -(m-hydroxyphenyl)propionic acid
- 3-(3-Hydroxy-phenyl)-propanoate
- 3-(3-Hydroxy-phenyl)-propanoic acid
- 3-(3-Hydroxy-phenyl)-propionate
- 3-(3-hydroxy-phenyl)-propionic acid
- 3-(3-Hydroxyphenyl)propanoate
- 3-(3-Hydroxyphenyl)propanoic acid
- 3-(3-Hydroxyphenyl)propionic acid
- 3-(m-Hydroxyphenyl)propionate
- 3-(m-Hydroxyphenyl)propionic acid
- 3-Hydroxy-Benzenepropanoate
- 3-Hydroxy-Benzenepropanoic acid
- 3-Hydroxybenzenepropanoate
- 3-Hydroxybenzenepropanoic acid
- 3-Hydroxydihydrocinnamate
- 3-Hydroxydihydrocinnamic acid
- 3-Hydroxyhydrocinnamate
- 3-hydroxyhydrocinnamic acid
- 3-Hydroxyphenylpropanoate
- 3-Hydroxyphenylpropanoic acid
- 3-Hydroxyphenylpropionate
- 3-Hydroxyphenylpropionic acid
- 3HPP
- B-(3-Hydroxyphenyl)propionate
- B-(3-Hydroxyphenyl)propionic acid
- B-(m-Hydroxyphenyl)propionate
- B-(m-Hydroxyphenyl)propionic acid
- Beta-(3-Hydroxyphenyl)propionate
- Beta-(3-Hydroxyphenyl)propionic acid
- Beta-(m-Hydroxyphenyl)propionate
- Beta-(m-Hydroxyphenyl)propionic acid
- Dihydro-3-coumarate
- Dihydro-3-coumaric acid
- Dihydro-m-coumarate
- Dihydro-m-coumaric acid
- m-Hydrocoumarate
- M-hydrocoumaric acid
- M-Hydroxy-hydrocinnamate
- M-Hydroxy-Hydrocinnamic acid
- M-Hydroxyphenylpropionate
- M-Hydroxyphenylpropionic acid
- MHP
- β-(3-Hydroxyphenyl)propionate
- β-(3-Hydroxyphenyl)propionic acid
- β-(m-Hydroxyphenyl)propionate
- β-(m-Hydroxyphenyl)propionic acid
|
---|
Chemical Formula: | C9H9O3 |
---|
Weight: | Average: 165.166 Monoisotopic: 165.055169154 |
---|
InChI Key: | QVWAEZJXDYOKEH-UHFFFAOYSA-M |
---|
InChI: | InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)/p-1 |
---|
CAS number: | 621-54-5 |
---|
IUPAC Name: | 3-(2-carboxyethyl)benzen-1-olate |
---|
Traditional IUPAC Name: | 3-(2-carboxyethyl)benzenolate |
---|
SMILES: | OC(=O)CCC1=CC([O-])=CC=C1 |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Phenylpropanoic acids |
---|
Sub Class | Not Available |
---|
Direct Parent | Phenylpropanoic acids |
---|
Alternative Parents | |
---|
Substituents | - 3-phenylpropanoic-acid
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Monocyclic benzene moiety
- Benzenoid
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organooxygen compound
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organic anion
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Physical Properties |
---|
State: | Solid |
---|
Charge: | -1 |
---|
Melting point: | Not Available |
---|
Experimental Properties: | |
---|
Predicted Properties | |
---|
Biological Properties |
---|
Cellular Locations: | Cytoplasm |
---|
Reactions: | |
---|
SMPDB Pathways: | |
---|
KEGG Pathways: | - Microbial metabolism in diverse environments ec01120
- Phenylalanine metabolism ec00360
|
---|
EcoCyc Pathways: | - 3-phenylpropionate and 3-(3-hydroxyphenyl)propionate degradation to 2-oxopent-4-enoate HCAMHPDEG-PWY
|
---|
Concentrations |
---|
| Not Available |
---|
Spectra |
---|
Spectra: | |
---|
References |
---|
References: | - Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
- Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
- Konishi, Y., Kobayashi, S. (2004). "Microbial metabolites of ingested caffeic acid are absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers." J Agric Food Chem 52:6418-6424. Pubmed: 15479001
- Rios, L. Y., Gonthier, M. P., Remesy, C., Mila, I., Lapierre, C., Lazarus, S. A., Williamson, G., Scalbert, A. (2003). "Chocolate intake increases urinary excretion of polyphenol-derived phenolic acids in healthy human subjects." Am J Clin Nutr 77:912-918. Pubmed: 12663291
- van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
|
---|
Synthesis Reference: | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
Links |
---|
External Links: | |
---|