Ethyl trans-p-methoxycinnamate (BioDeep_00000229800)

 

Secondary id: BioDeep_00000008110, BioDeep_00000230965, BioDeep_00000861097

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


2-Propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester, (2E)-

化学式: C12H14O3 (206.0942894)
中文名称: 对甲氧基肉桂酸乙酯, 甲氧基肉桂酸乙酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.27%

分子结构信息

SMILES: c1c(ccc(c1)/C=C/C(=O)OCC)OC
InChI: InChI=1S/C12H14O3/c1-3-15-12(13)9-6-10-4-7-11(14-2)8-5-10/h4-9H,3H2,1-2H3/b9-6+

描述信息

Ethyl trans-p-methoxycinnamate is found in fats and oils. Ethyl trans-p-methoxycinnamate is a major constituent of oil of Kaempferia galanga (galangal
Ethyl p-methoxycinnamate is a natural product found in Hedychium spicatum and Kaempferia galanga with data available.
(E)-Ethyl p-methoxycinnamate is a natural product found in Kaempferia galangal with anti-inflammatory, anti-neoplastic and anti-microbial effects. (E)-Ethyl p-methoxycinnamate inhibits COX-1 and COX-2 in vitro with IC50s of 1.12 and 0.83 μM, respectively[1].
(E)-Ethyl p-methoxycinnamate is a natural product found in Kaempferia galangal with anti-inflammatory, anti-neoplastic and anti-microbial effects. (E)-Ethyl p-methoxycinnamate inhibits COX-1 and COX-2 in vitro with IC50s of 1.12 and 0.83 μM, respectively[1].

同义名列表

48 个代谢物同义名

2-Propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester, (2E)-; 2-Propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester, (E)-; (2E)-3-(4-Methoxyphenyl)-2-propenoic acid ethyl ester; (E)-3-(4-Methoxyphenyl)-2-propenoic acid ethyl ester; 2-Propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester; Ethyl trans-4-methoxycinnamate, analytical standard; 3-(4-Methoxyphenyl)-2-propenoic acid, ethyl ester; 3-(Methoxyphenyl)-2-propenoic acid, ethyl ester; 3-(4-methoxy-phenyl)-acrylic acid ethyl ester; Ethyl (2E)-3-(4-methoxyphenyl)-2-propenoate; 3-(4-Methoxyphenyl)acrylic Acid Ethyl Ester; ethyl (2E)-3-(4-methoxyphenyl)prop-2-enoate; Ethyl (E)-3-(p-methoxyphenyl)-2-propenoate; ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate; Ethyl (E)-3-(4-methoxyphenyl)-2-propenoate; trans-4-Methoxycinnamic acid ethyl ester; Ethyl 3-(4-methoxyphenyl)-2-propenoate; (E)-4-Methoxycinnamic acid ethyl ester; ethyl (E)-3-(4-methoxyphenyl)acrylate; (E)-Ethyl 3-(4-methoxyphenyl)acrylate; Methyl-p-coumaric acid, ethyl ester; Ethyl trans-p-methoxycinnamic acid; 4-Methoxycinnamic Acid Ethyl Ester; p-Methoxycinnamic acid ethyl ester; Ethyl 3-(4-methoxyphenyl)acrylate; Ethyl3-(4-methoxyphenyl)acrylate; p-Methoxycinnamate ethyl ester; ethyl trans-4-methoxycinnamate; Ethyl trans-p-methoxycinnamate; ETHYL METHOXYCINNAMATE [INCI]; Ethyl (E)-p-methoxycinnamate; (e)-ethyl-p-methoxycinnamate; Ethyl (E)-4-methoxycinnamate; Ethyl p-methoxycinnamic acid; (E)-Ethyl p-methoxycinnamate; p-Methoxyl methyl cinnamate; ethyl para-methoxycinnamate; 4-Methoxy Ethyl Cinnamate; Ethyl p-methoxycinnamate; ethyl 4-methoxycinnamate; Ethyl4-methoxycinnamate; Ethyl methoxycinnamate; Solaboost SPF; Octinoxate; AI3-05527; 6Z-0282; Uvsob B; EPMC



数据库引用编号

17 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)

5 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

  • Kanmanee Sukkasem, Arunporn Itharat, Krittiya Thisayakorn, Nattapol Tangsuphoom, Sumalee Panthong, Sunita Makchuchit, Janjira Inprasit, Nuntika Prommee, Wicheian Khoenok, Kanjana Sriyam, Darunee Pahusee, Adis Tasanarong, Buncha Ooraikul, Neal M Davies. Exploring in vitro and in vivo anti-inflammatory activities of the Thai traditional remedy Kheaw-Hom and its bioactive compound, ethyl p-methoxycinnamate, and ethnopharmacological analysis. Journal of ethnopharmacology. 2023 Sep; ?(?):117131. doi: 10.1016/j.jep.2023.117131. [PMID: 37689327]
  • Hyun-Ju Ko, Hae Jong Kim, Su Yeon Kim, Hye-Young Yun, Kwang Jin Baek, Nyoun Soo Kwon, Wan Kyun Whang, Hye-Ryung Choi, Kyoung-Chan Park, Dong-Seok Kim. Hypopigmentary effects of ethyl P-methoxycinnamate isolated from Kaempferia galanga. Phytotherapy research : PTR. 2014 Feb; 28(2):274-9. doi: 10.1002/ptr.4995. [PMID: 23610003]
  • Muhammad Ihtisham Umar, Mohd Zaini Asmawi, Amirin Sadikun, Amin Malik Shah Abdul Majid, Fouad Saleih R Al-Suede, Loiy Elsir Ahmed Hassan, Rabia Altaf, Mohamed B Khadeer Ahamed. Ethyl-p-methoxycinnamate isolated from Kaempferia galanga inhibits inflammation by suppressing interleukin-1, tumor necrosis factor-α, and angiogenesis by blocking endothelial functions. Clinics (Sao Paulo, Brazil). 2014 Feb; 69(2):134-44. doi: 10.6061/clinics/2014(02)10. [PMID: 24519205]
  • Wanna Sirisangtragul, Bungorn Sripanidkulchai. Moduratory effect of Thai traditional medicine (Yahom Tultavai) on hepatic cytochrome P450 enzymes and pentobarbital-induced sleeping in mice. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2013; 10(4):128-36. doi: 10.4314/ajtcam.v10i4.21. [PMID: 24146513]
  • Zhi-Heng He, Grace Gar-Lee Yue, Clara Bik-San Lau, Wei Ge, Paul Pui-Hay But. Antiangiogenic effects and mechanisms of trans-ethyl p-methoxycinnamate from Kaempferia galanga L. Journal of agricultural and food chemistry. 2012 Nov; 60(45):11309-17. doi: 10.1021/jf304169j. [PMID: 23106130]
  • Divya Lakshmanan, Jim Werngren, Leny Jose, K P Suja, Mangalam S Nair, R Luxmi Varma, Sathish Mundayoor, Sven Hoffner, R Ajay Kumar. Ethyl p-methoxycinnamate isolated from a traditional anti-tuberculosis medicinal herb inhibits drug resistant strains of Mycobacterium tuberculosis in vitro. Fitoterapia. 2011 Jul; 82(5):757-61. doi: 10.1016/j.fitote.2011.03.006. [PMID: 21459133]
  • Benguo Liu, Feng Liu, Chungang Chen, Han Gao. Supercritical carbon dioxide extraction of ethyl p-methoxycinnamate from Kaempferia galanga L. rhizome and its apoptotic induction in human HepG2 cells. Natural product research. 2010 Dec; 24(20):1927-32. doi: 10.1080/14786419.2010.490913. [PMID: 21108119]
  • P Prabhakar Reddy, R Ranga Rao, J Shashidhar, B S Sastry, J Madhusudana Rao, K Suresh Babu. Phytochemical investigation of labdane diterpenes from the rhizomes of Hedychium spicatum and their cytotoxic activity. Bioorganic & medicinal chemistry letters. 2009 Nov; 19(21):6078-81. doi: 10.1016/j.bmcl.2009.09.032. [PMID: 19782567]
  • Linfang Huang, Toru Yagura, Shilin Chen. Sedative activity of hexane extract of Keampferia galanga L. and its active compounds. Journal of ethnopharmacology. 2008 Oct; 120(1):123-5. doi: 10.1016/j.jep.2008.07.045. [PMID: 18761077]