| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2006-08-13 04:08:18 -0600 |
| Update Date |
2013-02-08 17:12:58 -0700 |
| HMDB ID |
HMDB04061 |
| Secondary Accession Numbers |
|
| Metabolite Identification |
|---|
| Common Name |
3-Methoxy-4-hydroxyphenylglycolaldehyde |
| Description |
3-Methoxy-4-hydroxyphenylglycolaldehyde is the monoamine oxidase (MAO) aldehyde metabolite of metanephrine. Metanephrine is an O-methylated metabolite formed by catechol-O-methyltransferase (COMT) from epinephrine. Catecholamines play an important role in platelet activation and aggregation, epinephrine being the most potent one. Catecholamines are substantially increased during stress, exercise or smoking and could result in clinically important platelet activation if their action was not rapidly regulated. The inhibitory effects of methoxy phenolic derivatives on epinephrine-induced platelet aggregation may possibly be attributed to their free radical scavenging properties. There is substantial evidence to conclude that an internal rapid autoregulation of epinephrine-induced platelet aggregation, caused by its metabolic degradation products, takes place in vivo. (PMID: 11958479  , 9706478 ). |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 4-Hydroxy-3-methoxy Mandelaldehyde
- 4-Hydroxy-3-methoxymandelaldehyde
- 4-Hydroxy-3-methoxyphenylglycolaldehyde
- a,4-Dihydroxy-3-methoxy-Benzeneacetaldehyde
|
| Chemical Formula |
C9H10O4 |
| Average Molecular Weight |
182.1733 |
| Monoisotopic Molecular Weight |
182.057908808 |
| IUPAC Name |
2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetaldehyde |
| Traditional IUPAC Name |
2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetaldehyde |
| CAS Registry Number |
17592-23-3 |
| SMILES |
COC1=C(O)C=CC(=C1)C(O)C=O |
| InChI Identifier |
InChI=1S/C9H10O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-5,8,11-12H,1H3 |
| InChI Key |
VISAJVAPYPFKCL-UHFFFAOYSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Aromatic Homomonocyclic Compounds |
| Class |
Phenols and Derivatives |
| Sub Class |
Methoxyphenols and Derivatives |
| Other Descriptors |
- Aromatic Homomonocyclic Compounds
- Phenylacetaldehydes
- a small molecule(Cyc)
|
| Substituents |
- Aldehyde
- Alkyl Aryl Ether
- Anisole
- Benzyl Alcohol Derivative
- Secondary Alcohol
|
| Direct Parent |
Methoxyphenols and Derivatives |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
Not Available |
| Application |
Not Available |
| Cellular locations |
Not Available |
| Physical Properties |
|---|
| State |
Solid |
| Experimental Properties |
| Property |
Value |
Reference |
| Melting Point |
Not Available |
Not Available |
| Boiling Point |
Not Available |
Not Available |
| Water Solubility |
Not Available |
Not Available |
| LogP |
0.517 |
Not Available |
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| Predicted Properties |
|
| Spectra |
|---|
|
Not Available
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| Biological Properties |
|---|
| Cellular Locations |
Not Available
|
| Biofluid Locations |
Not Available
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| Tissue Location |
Not Available
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| Pathways |
|
| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB023294 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
389601 |
| KEGG Compound ID |
C05583 |
| BioCyc ID |
Not Available |
| BiGG ID |
46069 |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB04061 |
| Metagene Link |
HMDB04061 |
| METLIN ID |
Not Available |
| PubChem Compound |
440729 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
