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| Names | |
|---|---|
| IUPAC name 4-Hydroxy-3-methoxybenzoic acid | |
| Other names 4-Hydroxy-m-anisic acid, Vanillate | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.004.061 
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| PubChem CID | |
| CompTox Dashboard (EPA) | |
InChI
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SMILES
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| Properties | |
| Chemical formula | C8H8O4 |
| Molar mass | 168.14 g/mol |
| Appearance | White to light yellow powder or crystals |
| Melting point | 210–213 °C |
| Hazards | |
| NFPA 704 (fire diamond) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 N verify (what is ?)
Infobox references
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Vanillic acid (4-hydroxy-3-methoxybenzoic acid) is a dihydroxybenzoic acid derivative used as a flavoring agent. It is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid.
Occurrence in nature
The highest amount of vanillic acid in plants known so far is found in the root of Angelica sinensis,, a herb indigenous to China, which is used in traditional Chinese medicine.
Açaí oil, obtained from the fruit of the açaí palm (Euterpe oleracea), is rich in vanillic acid (1,616 +/- 94 mg/kg).
Metabolism
Vanillic acid is one of the main catechins metabolites found in humans after consumption of green tea infusions.
References
- "Vanillic acid (4-hydroxy-3-methoxybenzoic acid)". chemicalland21.com. Retrieved 2009-01-28.
{{cite web}}: Cite has empty unknown parameter:|coauthors=(help) - Lesage-Meessen L, Delattre M, Haon M, Thibault JF, Ceccaldi BC, Brunerie P, Asther M (1996). "A two-step bioconversion process for vanillin production from ferulic acid combining Aspergillus niger and Pycnoporus cinnabarinus". J. Biotechnol. 50 (2–3): 107–13. doi:10.1016/0168-1656(96)01552-0. PMID 8987621.
{{cite journal}}: Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link) - Civolani C, Barghini P, Roncetti AR, Ruzzi M, Schiesser A (2000). "Bioconversion of ferulic acid into vanillic acid by means of a vanillate-negative mutant of Pseudomonas fluorescens strain BF13". Appl. Environ. Microbiol. 66 (6): 2311–7. doi:10.1128/AEM.66.6.2311-2317.2000. PMC 110519. PMID 10831404.
{{cite journal}}: Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link) - Duke, JA (1992). Handbook of phytochemical constituents of GRAS herbs and other economic plants. CRC Press, 999 edition. ISBN 978-0849338656.
- "Chemical composition, antioxidant properties, and thermal stability of a phytochemical enriched oil from Acai (Euterpe oleracea Mart.)". J Agric Food Chem. 56 (12): 4631–6. 2008. doi:10.1021/jf800161u. PMID 18522407.
{{cite journal}}: Unknown parameter|authors=ignored (help); Unknown parameter|month=ignored (help) - Catechin metabolites after intake of green tea infusions. P. G. Pietta, P. Simonetti, C. Gardana, A. Brusamolino, P. Morazzoni and E. Bombardelli, BioFactors, 1998, Volume 8, Issue 1-2, pp. 111–118,doi:10.1002/biof.5520080119
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