Methyl p-coumarate (BioDeep_00000226997)

human metabolite PANOMIX_OTCML-2023 Volatile Flavor Compounds

代谢物信息卡片

4-coumaric acid methyl ester, (E)-isomer

化学式: C10H10O3 (178.062991)
中文名称: 4-羟基肉桂酸甲酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1c(ccc(c1)/C=C/C(=O)OC)O
InChI: InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3

描述信息

Methyl p-coumarate, also known as 4-coumaric acid methyl ester, is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid. Methyl p-coumarate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Methyl p-coumarate can be found in bamboo shoots and garden onion, which makes methyl p-coumarate a potential biomarker for the consumption of these food products.
Methyl p-coumarate (Methyl 4-hydroxycinnamate), an esterified derivative of p-Coumaric acid (pCA), is isolated from the flower of Trixis michuacana var longifolia. Methyl p-coumarate could inhibit the melanin formation in B16 mouse melanoma cells. Methyl p-coumarate also has strong in vitro inhibitory effect on A. alternata and other pathogens[1][2].
Methyl p-coumarate (Methyl 4-hydroxycinnamate), an esterified derivative of p-Coumaric acid (pCA), is isolated from the flower of Trixis michuacana var longifolia. Methyl p-coumarate could inhibit the melanin formation in B16 mouse melanoma cells. Methyl p-coumarate also has strong in vitro inhibitory effect on A. alternata and other pathogens[1][2].

同义名列表

25 个代谢物同义名

4-coumaric acid methyl ester, (E)-isomer; methyl 3-(4-hydroxyphenyl)prop-2-enoate; Methyl ester of p-Hydroxycinnamic acid; p-Hydroxycinnamic acid methyl ester; 4-Hydroxycinnamic acid methyl ester; Methyl ester OF p-hydroxycinnamate; p-Hydroxycinnamate methyl ester; 4-Hydroxycinnamate methyl ester; para-coumaric acid methyl ester; Methyl 4-hydroxycinnamic acid; Methyl p-hydroxycinnamic acid; 4-coumaric acid methyl ester; p-Coumaric acid methyl ester; methyl 4-hydroxy cinnamate; Methyl 4-hydroxycinnamate; Methyl p-hydroxycinnamate; 4-Coumarate methyl ester; p-Coumarate methyl ester; Methyl-p-coumaric acid; Methyl 4-coumaric acid; Methyl p-coumaric acid; Methyl 4-coumarate; Methyl p-coumarate; Methyl-p-coumarate; Methyl 4-hydroxycinnamate

数据库引用编号

7 个数据库交叉引用编号

PubChem: 92203
HMDB: HMDB0302074
KNApSAcK: C00032012
foodb: FDB001825
chemspider: 83243
CAS: 3943-97-3
medchemexpress: HY-N1434

分类词条

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)

56 个相关的物种来源信息

4679 - Allium cepa: 10.1016/J.PHYTOCHEM.2007.01.021
105668 - Alpinia blepharocalyx: 10.1021/NP000496Y
1335102 - Alpinia roxburghii: 10.1021/NP000496Y
516069 - Anisomeles indica: 10.1021/NP800147Z
49314 - Annona cherimola:
137934 - Aralia bipinnata: 10.1016/0031-9422(94)00943-N
158550 - Aristolochia kaempferi: 10.1248/BPB.23.1216
171878 - Aristolochia zollingeriana: 10.1002/JCCS.199800016
265783 - Artemisia capillaris: 10.1016/S0968-0896(00)00225-X
72342 - Artemisia fragrans: 10.1016/0031-9422(90)87105-4
1338417 - Artemisia oliveriana: 10.1016/0031-9422(90)87105-4
1128102 - Balanophora japonica: 10.1248/CPB.30.1525
452763 - Boenninghausenia albiflora: 10.1016/0031-9422(75)83061-5
48555 - Boschniakia rossica:
54798 - Calocedrus formosana: 10.1002/JCCS.200300022
1222053 - Cinnamomum reticulatum:
76959 - Clausena excavata: 10.1016/0031-9422(96)00212-9
29742 - Comptonia peregrina: 10.1016/S0031-9422(00)84992-4
3659 - Cucumis sativus: 10.1021/NP030150Y
73625 - Diphasiastrum alpinum: 10.1016/S0031-9422(00)86462-6
53751 - Echinacea purpurea:
568251 - Fagraea gracilipes: 10.1248/CPB.38.1857
1486856 - Gmelina asiatica: 10.1016/0031-9422(75)83052-4
306961 - Goniothalamus laoticus: 10.1016/J.FITOTE.2010.05.019
105748 - Grevillea robusta: 10.1071/CH9732257
38724 - Haplopteris anguste-elongata: 10.1021/NP050060O
884417 - Harpullia pendula: 10.1071/CH9761351
1898877 - Hibiscus taiwanensis: 10.1248/CPB.53.56
9606 - Homo sapiens: -
215659 - Hornstedtia reticulata:
498914 - Hydrangea chinensis: 10.1021/NP010091T
77057 - Idesia polycarpa: 10.1016/J.BMCL.2013.04.011
128741 - Marshallia obovata: 10.1016/S0031-9422(00)83819-4
697038 - Melicope semecarpifolia: 10.1055/S-2002-34412
1089417 - Microtropis fokienensis: 10.1021/NP060369N
45164 - Muntingia calabura: 10.1055/S-2007-967196
4530 - Oryza sativa: 10.3390/MOLECULES16031917
53809 - Oxalis pes-caprae: 10.1021/NP0702786
382035 - Parastrephia lepidophylla: 10.1016/0031-9422(79)83037-X
382038 - Parastrephia quadrangularis: 10.1016/0031-9422(79)83037-X
430754 - Persicaria lapathifolia: 10.1021/NP010222Q
282629 - Phebalium clavatum: 10.1021/NP0104469
697203 - Phellodendron amurense var. wilsonii:
354509 - Phellodendron chinense var. glabriusculum:
38705 - Phyllostachys edulis: 10.1016/S0031-9422(03)00422-9
33090 - Plants: -
85246 - Plumeria obtusa:
3893 - Pueraria montana var. lobata: 10.1248/CPB.30.1496
1542374 - Richterago polymorpha: 10.1016/S0031-9422(00)98545-5
2708984 - Stereospermum acuminatissimum: 10.1080/10286020.2011.619182
354522 - Tetradium glabrifolium: 10.1016/0031-9422(95)00248-6
237933 - Viburnum dilatatum: 10.1016/0031-9422(95)00790-3
224084 - Wikstroemia canescens: 10.1248/CPB.60.554
159071 - Zanthoxylum ailanthoides: 10.1021/NP800689B
354530 - Zanthoxylum schinifolium: 10.1055/S-2000-8648
569774 - 金线莲: -

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

He-Zhong Zhang, Chong-Yong Li, Jia-Qi Wu, Rui-Xue Wang, Ping Wei, Mei-Hui Liu, Ming-Fang He. Anti-angiogenic activity of para-coumaric acid methyl ester on HUVECs in vitro and zebrafish in vivo. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Sep; 48(?):10-20. doi: 10.1016/j.phymed.2018.04.056. [PMID: 30195867]
Min-Ji Kim, Woo-Seok Jang, In-Kyoung Lee, Jong-Keun Kim, Ki-Seung Seong, Cho-Rong Seo, No-Joon Song, Min-Hyuk Bang, Young Min Lee, Haeng Ran Kim, Ki-Moon Park, Kye Won Park. Reciprocal regulation of adipocyte and osteoblast differentiation of mesenchymal stem cells by Eupatorium japonicum prevents bone loss and adiposity increase in osteoporotic rats. Journal of medicinal food. 2014 Jul; 17(7):772-81. doi: 10.1089/jmf.2013.3056. [PMID: 24927400]
Evelien Gebruers, María Lorena Cordero-Maldonado, Alexander I Gray, Carol Clements, Alan L Harvey, Ruangelie Edrada-Ebel, Peter A M de Witte, Alexander D Crawford, Camila V Esguerra. A phenotypic screen in zebrafish identifies a novel small-molecule inducer of ectopic tail formation suggestive of alterations in non-canonical Wnt/PCP signaling. PloS one. 2013; 8(12):e83293. doi: 10.1371/journal.pone.0083293. [PMID: 24349481]
Wen Chen, Sheng'an Tang, Nan Qin, Huiyuan Zhai, Hongquan Duan. [Antioxidant constituents from Smilax riparia]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(6):806-10. doi: . [PMID: 22715727]
Hari Prasad Devkota, Masato Watanabe, Takashi Watanabe, Shoji Yahara. Phenolic compounds from the aerial parts of Diplomorpha canescens. Chemical & pharmaceutical bulletin. 2012; 60(4):554-6. doi: 10.1248/cpb.60.554. [PMID: 22466741]
Santi Tip-pyang, Yawistha Limpipatwattana, Suttira Khumkratok, Pongpan Siripong, Jirapast Sichaem. A new cytotoxic 1-azaanthraquinone from the stems of Goniothalamus laoticus. Fitoterapia. 2010 Oct; 81(7):894-6. doi: 10.1016/j.fitote.2010.05.019. [PMID: 20554005]
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]
Kofi Abokitse, Meiqun Wu, Hélène Bergeron, Stephan Grosse, Peter C K Lau. Thermostable feruloyl esterase for the bioproduction of ferulic acid from triticale bran. Applied microbiology and biotechnology. 2010 Jun; 87(1):195-203. doi: 10.1007/s00253-010-2441-6. [PMID: 20127235]
Ronald Hatfield, John Ralph, John H Grabber. A potential role for sinapyl p-coumarate as a radical transfer mechanism in grass lignin formation. Planta. 2008 Nov; 228(6):919-28. doi: 10.1007/s00425-008-0791-4. [PMID: 18654797]
Oliver D Cunningham, Robert Edwards. Modifying the acylation of flavonols in Petunia hybrida. Phytochemistry. 2008 Jul; 69(10):2016-21. doi: 10.1016/j.phytochem.2008.04.014. [PMID: 18534638]
Virginia Claudia da Silva, Mário Geraldo de Carvalho, Aline Nogueira Alves. Chemical constituents from leaves of Palicourea coriacea (Rubiaceae). Journal of natural medicines. 2008 Jul; 62(3):356-7. doi: 10.1007/s11418-008-0227-2. [PMID: 18404310]
Krystyna Skalicka-Woźniak, Eleni Melliou, Olga Gortzi, Kazimierz Glowniak, Ioanna B Chinou. Chemical constituents of Lavatera trimestris L.--antioxidant and antimicrobial activities. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2007 Nov; 62(11-12):797-800. doi: 10.1515/znc-2007-11-1204. [PMID: 18274280]
Hang Xiao, Kirk L Parkin. Isolation and identification of potential cancer chemopreventive agents from methanolic extracts of green onion (Allium cepa). Phytochemistry. 2007 Apr; 68(7):1059-67. doi: 10.1016/j.phytochem.2007.01.021. [PMID: 17350659]
Sandra M Kern, Richard N Bennett, Paul W Needs, Fred A Mellon, Paul A Kroon, Maria-Teresa Garcia-Conesa. Characterization of metabolites of hydroxycinnamates in the in vitro model of human small intestinal epithelium caco-2 cells. Journal of agricultural and food chemistry. 2003 Dec; 51(27):7884-91. doi: 10.1021/jf030470n. [PMID: 14690369]
Ding-Yong Wang, Qi Ye, Bo-Gang Li, Guo-Lin Zhang. A new anthraquinone from Gladiolus gandavensis. Natural product research. 2003 Oct; 17(5):365-8. doi: 10.1080/14786410310001605940. [PMID: 14526918]
Yong Soo Kwon, Chang Min Kim. Antioxidant constituents from the stem of Sorghum bicolor. Archives of pharmacal research. 2003 Jul; 26(7):535-9. doi: 10.1007/bf02976877. [PMID: 12934645]