You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
| Identification |
|---|
| YMDB ID | YMDB00457 |
|---|
| Name | 3-(4-hydroxyphenyl)lactic acid |
|---|
| Species | Saccharomyces cerevisiae |
|---|
| Strain | Baker's yeast |
|---|
| Description | Hydroxyphenyllactic acid, also known as 4-hydroxyphenyllactate or HPLA, 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. Hydroxyphenyllactic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Hydroxyphenyllactic acid exists in all eukaryotes, ranging from yeast to humans. Hydroxyphenyllactic acid is a potentially toxic compound. |
|---|
| Structure | |
|---|
| Synonyms | - (RS)-3-(4-Hydroxyphenyl)lactate
- (RS)-3-(4-Hydroxyphenyl)lactic acid
- 2-Hydroxy-3-(4-hydroxyphenyl)propanoate
- 2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid
- 2-Hydroxy-3-(p-hydroxyphenyl)propionate
- 2-Hydroxy-3-(p-hydroxyphenyl)propionic acid
- 3-(4-Hydroxyphenyl)-DL-lactate
- 3-(4-Hydroxyphenyl)-DL-lactic acid
- 3-(4-Hydroxyphenyl)lactate
- 3-(4-Hydroxyphenyl)lactic acid
- 3-(p-hydroxyphenyl)-Lactate
- 3-(p-hydroxyphenyl)-Lactic acid
- 4-Hydroxyphenyllactate
- 4-Hydroxyphenyllactic acid
- a,4-Dihydroxybenzenepropanoate
- a,4-Dihydroxybenzenepropanoic acid
- b-(4-Hydroxyphenyl)lactate
- b-(4-Hydroxyphenyl)lactic acid
- b-(p-Hydroxyphenyl)-DL-lactate
- b-(p-Hydroxyphenyl)-DL-lactic acid
- b-(p-Hydroxyphenyl)lactate
- b-(p-Hydroxyphenyl)lactic acid
- Benzenepropanoic acid, .alpha.,4-dihydroxy-
- beta-(4-Hydroxyphenyl)lactate
- beta-(4-Hydroxyphenyl)lactic acid
- beta-(p-Hydroxyphenyl)-DL-lactate
- beta-(p-Hydroxyphenyl)-DL-lactic acid
- beta-(p-Hydroxyphenyl)lactate
- beta-(p-Hydroxyphenyl)lactic acid
- DL-3-(4-Hydroxyphenyl)lactate
- DL-3-(4-Hydroxyphenyl)lactic acid
- DL-p-Hydroxyphenyllactate
- DL-p-Hydroxyphenyllactic acid
- HPLA
- Hydroxyphenyllactate
- Lactic acid, (p-hydroxyphenyl)-
- Lactic acid, 3-(p-hydroxyphenyl)-
- p-Hydroxyphenyl lactic acid
- p-Hydroxyphenyllactate
- Β-(4-hydroxyphenyl)lactate
- Β-(4-hydroxyphenyl)lactic acid
- Β-(p-hydroxyphenyl)lactate
- Β-(p-hydroxyphenyl)lactic acid
- p-Hydroxyphenyl lactate
- p-Hydroxyphenyllactic acid
- 4-Hydroxyphenyllactic acid, (DL)-isomer
- Para-hydroxyphenyllactic acid
|
|---|
| CAS number | 306-23-0 |
|---|
| Weight | Average: 182.1733
Monoisotopic: 182.057908808 |
|---|
| InChI Key | JVGVDSSUAVXRDY-UHFFFAOYSA-N |
|---|
| InChI | InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13) |
|---|
| IUPAC Name | 2-hydroxy-3-(4-hydroxyphenyl)propanoic acid |
|---|
| Traditional IUPAC Name | hydroxyphenyllactic acid |
|---|
| Chemical Formula | C9H10O4 |
|---|
| SMILES | OC(CC1=CC=C(O)C=C1)C(O)=O |
|---|
| 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-2-unsubstituted benzenoid
- Phenol
- Alpha-hydroxy acid
- Monocyclic benzene moiety
- Benzenoid
- Hydroxy acid
- Secondary alcohol
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Alcohol
- Organooxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Aromatic homomonocyclic compound
|
|---|
| Molecular Framework | Aromatic homomonocyclic compounds |
|---|
| External Descriptors | |
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Charge | 0 |
|---|
| Melting point | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Water Solubility | 12.9 mg/mL at 16 oC [BEILSTEIN] | PhysProp | | LogP | Not Available | PhysProp |
|
|---|
| Predicted Properties | |
|---|
| Biological Properties |
|---|
| Cellular Locations | |
|---|
| Organoleptic Properties | Not Available |
|---|
| SMPDB Pathways | |
|---|
| KEGG Pathways | | Tyrosine metabolism | ec00350 |  | | Ubiquinone and other terpenoid-quinone biosynthesis | ec00130 |  |
|
|---|
| SMPDB Reactions | Not Available |
|---|
| KEGG Reactions | |
|---|
| Concentrations |
|---|
| Intracellular Concentrations | Not Available |
|---|
| Extracellular Concentrations | Not Available |
|---|
| Spectra |
|---|
| Spectra |
|---|
| References |
|---|
| References: | - Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
|
|---|
| Synthesis Reference: | Deng, Xi-ling; Wang, Xin-bing; Xiang, Ying; Zhu, Shi-fa. Synthesis of b-(4-hydroxyphenyl)lactic acid. Shihezi Daxue Xuebao, Ziran Kexueban (2005), 23(1), 11-13. |
|---|
| External Links: | |
|---|
