Methyl vanillate (BioDeep_00000017237)

   

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H

化学式: C9H10O4 (182.057906)
中文名称: 香草酸甲酯, 香草酸甲酯, 香草酸甲酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 8.6%

分子结构信息

SMILES: c1c(c(cc(c1)C(=O)OC)OC)O
InChI: InChI=1S/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H3

描述信息

Methyl vanillate is a member of the class of compounds known as m-methoxybenzoic acids and derivatives. These compounds are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Methyl vanillate is considered to be a slightly soluble in water acidic compound. Methyl vanillate can be synthesized from vanillic acid. Vanillic acid is a phenolic acid or chlorogenic acid that is an oxidized form of vanillin. Vanillic acid is also an intermediate in the production of vanillin from ferulic acid. It is found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. Vanillic acid is also found in wine and vinegar. Vanillic acid is a metabolic by-product of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5-nucleotidase activity (PMID:16899266 ). Vanillic acid is also a microbial metabolite found in several bacterial genera including Amycolatopsis, Delftia, and Pseudomonas (PMID:11152072 , 10543794 , 11728709 , 9579070 ). Methyl vanillate has been identified in foods such as cows milk (PMID:4682334) and beer (PMID:20800742).
Methyl vanillate is a benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite. It is a benzoate ester, a member of phenols and an aromatic ether. It is functionally related to a vanillic acid.
Methyl vanillate is a natural product found in Cestrum parqui, Aristolochia elegans, and other organisms with data available.
Methyl vanillate is a metabolite found in or produced by Saccharomyces cerevisiae.
A benzoate ester that is the methyl ester of vanillic acid.
Flavouring compound [Flavornet]
Methyl vanillate, one of the ingredients in Oryza sativa Linn., is a Wnt/β-catenin pathway activator[1]. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite.
Methyl vanillate, one of the ingredients in Oryza sativa Linn., is a Wnt/β-catenin pathway activator[1]. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite.

同义名列表

40 个代谢物同义名

InChI=1/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H; BENZOIC ACID, 4-HYDROXY-3-METHOXY-, METHYL ESTER; Methyl ester of 4-hydroxy-3-methoxybenzoic acid; 4-hydroxy-5-methoxy -benzoic acid methyl ester; 3-methoxy-4-(hydroxy)benzoic acid methyl ester; 4-hydroxy-3-methoxy benzoic acid methyl ester; 4-hydroxy-3-methoxy-benzoic acid methyl ester; 4-hydroxy-5-methoxy-benzoic acid methyl ester; 3-10-00-01410 (Beilstein Handbook Reference); 4-Hydroxy-3-methoxybenzoic acid methyl ester; 4-Hydroxy-3-methoxybenzoate methyl ester; 4-Hydroxy-3-methoxy methyl benzoic acid; Methyl 3-methoxy-4-hydroxybenzoic acid; Methyl 4-hydroxy-3-methoxybenzoic acid; Methyl 4-hydroxy-3-(methyloxy)benzoate; methyl (3-methoxy-4-hydroxy)benzoate; methyl 4-hydroxy-3-methoxy-benzoate; Methyl 4-hydroxy-3-methyoxybenzoate; 4-hydroxy-3-methoxy methyl benzoate; Methyl 3-methoxy-4-hydroxybenzoate; Methyl 4-hydroxy-3-methoxybenzoate; methyl4-hydroxy-3-methoxybenzoate; Methyl vanillate, >=98\\%, FG; Vanillic acid, methyl ester; Vanillic acid methyl ester; Vanillate, methyl ester; Methyl vanillate, 99\\%; Vanillic acid methyl; Methyl Vanillic Acid; Methylvanillic acid; Methyl vanillate; Methylvanillate; UNII-2HXG8QSO3D; Vanillic Acid; 2HXG8QSO3D; Vanillate; AI3-20212; Methyl; VXX; Methyl vanillate



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

35 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Sompong Sansenya, Apirak Payaka. Inhibitory potential of phenolic compounds of Thai colored rice (Oryza sativa L.) against α-glucosidase and α-amylase through in vitro and in silico studies. Journal of the science of food and agriculture. 2022 Nov; 102(14):6718-6726. doi: 10.1002/jsfa.12039. [PMID: 35620810]
  • Antonella Tosti, Martin N Zaiac, Agnese Canazza, Fabian Sanchis-Gomar, Helios Pareja-Galeano, Rafael Alis, Alejandro Lucia, Enzo Emanuele. Topical application of the Wnt/β-catenin activator methyl vanillate increases hair count and hair mass index in women with androgenetic alopecia. Journal of cosmetic dermatology. 2016 Dec; 15(4):469-474. doi: 10.1111/jocd.12225. [PMID: 27121450]
  • Sue Ji Lim, Myungsuk Kim, Ahmad Randy, Eui Jeong Nam, Chu Won Nho. Effects of Hovenia dulcis Thunb. extract and methyl vanillate on atopic dermatitis-like skin lesions and TNF-α/IFN-γ-induced chemokines production in HaCaT cells. The Journal of pharmacy and pharmacology. 2016 Nov; 68(11):1465-1479. doi: 10.1111/jphp.12640. [PMID: 27696405]
  • Ursula Kües, Martin Rühl. Multiple multi-copper oxidase gene families in basidiomycetes - what for?. Current genomics. 2011 Apr; 12(2):72-94. doi: 10.2174/138920211795564377. [PMID: 21966246]
  • Roberto Olivares-Hernández, Hampus Sunner, Jens C Frisvad, Lisbeth Olsson, Jens Nielsen, Gianni Panagiotou. Combining substrate specificity analysis with support vector classifiers reveals feruloyl esterase as a phylogenetically informative protein group. PloS one. 2010 Sep; 5(9):e12781. doi: 10.1371/journal.pone.0012781. [PMID: 20877647]
  • Henrik T Simonsen, Anne Adsersen, Louise Berthelsen, Søren B Christensen, Alfonso Guzmán, Per Mølgaard. Ethnopharmacological evaluation of radal (leaves of Lomatia hirsuta) and isolation of 2-methoxyjuglone. BMC complementary and alternative medicine. 2006 Aug; 6(?):29. doi: 10.1186/1472-6882-6-29. [PMID: 16945129]
  • Gao Li, Byung-Sun Min, Changji Zheng, Joongku Lee, Sei-Ryang Oh, Kyung-Seop Ahn, Hyeong-Kyu Lee. Neuroprotective and free radical scavenging activities of phenolic compounds from Hovenia dulcis. Archives of pharmacal research. 2005 Jul; 28(7):804-9. doi: 10.1007/bf02977346. [PMID: 16114495]
  • Nicolas Tarbouriech, José A M Prates, Carlos M G A Fontes, Gideon J Davies. Molecular determinants of substrate specificity in the feruloyl esterase module of xylanase 10B from Clostridium thermocellum. Acta crystallographica. Section D, Biological crystallography. 2005 Feb; 61(Pt 2):194-7. doi: 10.1107/s0907444904029695. [PMID: 15681871]
  • Mitsuo Miyazawa, Teruo Oshima, Katsuya Koshio, Yumi Itsuzaki, Jun Anzai. Tyrosinase inhibitor from black rice bran. Journal of agricultural and food chemistry. 2003 Nov; 51(24):6953-6. doi: 10.1021/jf030388s. [PMID: 14611153]
  • N B Perry, L M Foster, S D Lorimer, B C May, R T Weavers. Isoprenyl phenyl ethers from liverworts of the genus Trichocolea: cytotoxic activity, structural corrections, and synthesis. Journal of natural products. 1996 Aug; 59(8):729-33. doi: 10.1021/np9603378. [PMID: 8792619]
  • H S Yun-Choi, J H Kim, J R Lee. Potential inhibitors of platelet aggregation from plant sources, III. Journal of natural products. 1987 Nov; 50(6):1059-64. doi: 10.1021/np50054a008. [PMID: 3127544]