pCAME (BioDeep_00000230847)

 

Secondary id: BioDeep_00000226997, BioDeep_00000249186, BioDeep_00000860909

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester, (2E)-

化学式: C10H10O3 (178.062991)
中文名称: 艾司洛尔杂质16, 对羟基肉桂酸甲酯, 4-羟基肉桂酸甲酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 16.28%

分子结构信息

SMILES: COC(=O)/C=C/c1ccc(O)cc1
InChI: InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+

描述信息

4-coumaric acid methyl ester is a cinnamate ester that is the methyl ester of 4-coumaric acid. It has a role as a melanin synthesis inhibitor, a fungal metabolite, an anti-inflammatory agent, an antifungal agent and a plant metabolite. It is a cinnamate ester, a member of phenols and a methyl ester. It is functionally related to a 4-coumaric acid.
Methyl 4-hydroxycinnamate is a natural product found in Alpinia blepharocalyx, Grevillea robusta, and other organisms with data available.
(E)-Methyl 4-coumarate (Methyl 4-hydroxycinnamate), found in several plants, such as Allium cepa or Morinda citrifolia L. leaves. (E)-Methyl 4-coumarate cooperates with Carnosic Acid in inducing apoptosis and killing acute myeloid leukemia cells, but not normal peripheral blood mononuclear cells. Antioxidant and antimicrobial activity.
(E)-Methyl 4-coumarate (Methyl 4-hydroxycinnamate), found in several plants, such as Allium cepa or Morinda citrifolia L. leaves. (E)-Methyl 4-coumarate cooperates with Carnosic Acid in inducing apoptosis and killing acute myeloid leukemia cells, but not normal peripheral blood mononuclear cells. Antioxidant and antimicrobial activity.
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

54 个代谢物同义名

2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester, (2E)-; 2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester (9CI); 2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester, (E)-; (E)-3-(4-hydroxyphenyl)-2-propenoic acid methyl ester; (E)-3-(4-hydroxy-phenyl)-acrylic acid methylester; (E)-3-(4-hydroxyphenyl)-acrylic acid methyl ester; E-3-(4-hydroxy-phenyl)-acrylic acid methyl ester; E-3-(4-hydroxyphenyl)acrylic acid methyl ester; 3-(4-hydroxy-phenyl)-acrylic acid methyl ester; Cinnamic acid, p-hydroxy-, methyl ester (8CI); methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate; methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate; Methyl 3-(4-hydroxyphenyl)-2-propenoate #; trans-4-Hydroxycinnamic Acid Methyl Ester; 4-coumaric acid methyl ester, (E)-isomer; methyl (2E)-3-(4-hydroxyphenyl)acrylate; Cinnamic acid, p-hydroxy-, methyl ester; methyl 3-(4-hydroxyphenyl)prop-2-enoate; Methyl (2Z)-3-(4-hydroxyphenyl)acrylate; METHYL 3-(4-HYDROXYPHENYL)-2-PROPENOATE; Methyl (E)-3-(4-hydroxyphenyl)acrylate; Methyl ester of p-Hydroxycinnamic acid; (E)-Methyl 3-(4-hydroxyphenyl)acrylate; P-Hydroxy Cinnamic Acid Methyl Ester; p-Hydroxycinnamic acid methyl ester; 4-Hydroxycinnamic acid methyl ester; trans-p-Coumaric Acid Methyl Ester; methyl 3-(4-hydroxyphenyl)acrylate; (E)-4-coumaric acid methyl ester; Trans methyl 4-hydroxycinnamate; Methyl trans-4-Hydroxycinnamate; para-coumaric acid methyl ester; (E)-methyl 4-hydroxycinnamate; Methyl (E)-4-hydroxycinnamate; Methyl Trans-P-Coumaric Acid; 4-coumaric acid methyl ester; p-Coumaric acid methyl ester; coumaric acid methyl ester; methyl 4-hydroxy cinnamate; Methyl 4-hydroxycinnamate; Methyl p-hydroxycinnamate; Methyl trans-p-Coumarate; Methyl trans-p-Coumarat; p-coumaric methyl ester; (E)-Methyl 4-coumarate; Methyl 4-coumarate; Methyl p-coumarate; Methyl-p-coumarate; methyl coumarate; Methyl; pCAME; OMpCA; HF6; Methyl 4-hydroxycinnamate



数据库引用编号

13 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)

3 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

  • Thae Thae San, Yue-Hu Wang, Dong-Bao Hu, Jun Yang, Dong-Dong Zhang, Meng-Yuan Xia, Xue-Fei Yang, Yong-Ping Yang. A new sesquineolignan and four new neolignans isolated from the leaves of Piper betle, a traditional medicinal plant in Myanmar. Bioorganic & medicinal chemistry letters. 2021 01; 31(?):127682. doi: 10.1016/j.bmcl.2020.127682. [PMID: 33207281]
  • 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]
  • Mina Lee, Hyang Hwa Lee, Jin-Ku Lee, Sang-Kyu Ye, Seung Hyun Kim, Sang Hyun Sung. Anti-adipogenic activity of compounds isolated from Idesia polycarpa on 3T3-L1 cells. Bioorganic & medicinal chemistry letters. 2013 Jun; 23(11):3170-4. doi: 10.1016/j.bmcl.2013.04.011. [PMID: 23628332]
  • Erdenechimeg Selenge, Toshihiro Murata, Kyoko Kobayashi, Javzan Batkhuu, Fumihiko Yoshizaki. Flavone tetraglycosides and benzyl alcohol glycosides from the Mongolian medicinal plant Dracocephalum ruyschiana. Journal of natural products. 2013 Feb; 76(2):186-93. doi: 10.1021/np300609u. [PMID: 23356964]
  • 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]
  • I-Hsiao Chen, Fang-Rong Chang, Chin-Chung Wu, Shu-Li Chen, Pei-Wen Hsieh, Hsin-Fu Yen, Ying-Chi Du, Yang-Chang Wu. Cytotoxic triterpenoids from the leaves of Microtropis fokienensis. Journal of natural products. 2006 Nov; 69(11):1543-6. doi: 10.1021/np060369n. [PMID: 17125218]
  • M Takasaki, S Kuroki, M Kozuka, T Konoshima. New phenylpropanoid esters of sucrose from Polygonum lapathifolium. Journal of natural products. 2001 Oct; 64(10):1305-8. doi: 10.1021/np010222q. [PMID: 11678656]
  • M S Ali, Y Tezuka, S Awale, A H Banskota, S Kadota. Six new diarylheptanoids from the seeds of Alpinia blepharocalyx. Journal of natural products. 2001 Mar; 64(3):289-93. doi: 10.1021/np000496y. [PMID: 11277741]
  • S R Menon, V K Patel, L A Mitscher, P Shih, S P Pillai, D M Shankel. Structure-antimutagenic activity relationship study of plicatin B. Journal of natural products. 1999 Jan; 62(1):102-6. doi: 10.1021/np980304n. [PMID: 9917292]
  • S Tawata, S Taira, N Kobamoto, J Zhu, M Ishihara, S Toyama. Synthesis and antifungal activity of cinnamic acid esters. Bioscience, biotechnology, and biochemistry. 1996 May; 60(5):909-10. doi: 10.1271/bbb.60.909. [PMID: 8704323]