&beta (BioDeep_00000618711)

Main id: BioDeep_00000017727

 

PANOMIX_OTCML-2023


代谢物信息卡片


(2E)-3-(2-methoxyphenyl)acrylaldehyde

化学式: C10H10O2 (162.06807600000002)
中文名称: 3-(2-甲氧基苯基)-2-丙烯醛, 邻甲氧基肉桂醛
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC=CC=C1C=CC=O
InChI: InChI=1S/C10H10O2/c1-12-10-7-3-2-5-9(10)6-4-8-11/h2-8H,1H3/b6-4+

描述信息

2-Methoxycinnamaldehyde (o-Methoxycinnamaldehyde) is a natural compound of Cinnamomum cassia, with antitumor activity[1][2][3]. 2-Methoxycinnamaldehyde inhibits proliferation and induces apoptosis by mitochondrial membrane potential (ΔΨm) loss, activation of both caspase-3 and caspase-9[2]. 2-Methoxycinnamaldehyde effectively inhibits platelet-derived growth factor (PDGF)-induced HASMC migration[3].
2-Methoxycinnamaldehyde (o-Methoxycinnamaldehyde) is a natural compound of Cinnamomum cassia, with antitumor activity[1][2][3]. 2-Methoxycinnamaldehyde inhibits proliferation and induces apoptosis by mitochondrial membrane potential (ΔΨm) loss, activation of both caspase-3 and caspase-9[2]. 2-Methoxycinnamaldehyde effectively inhibits platelet-derived growth factor (PDGF)-induced HASMC migration[3].

同义名列表

23 个代谢物同义名

(2E)-3-(2-methoxyphenyl)acrylaldehyde; 3-(2-Methoxyphenyl)-(2E)-2-propenal; (2E)-3-(2-Methoxyphenyl)-2-propenal; (2E)-3-(2-Methoxyphenyl)Prop-2-Enal; o-Methoxycinnamicaldehyde crystals; Ortho methoxy cinnamic aldehyde; 3-(2-Methoxyphenyl)-2-propenal; beta-(o-Methoxyphenyl)acrolein; O-Methoxycinnamaldehyde, (E)-; beta-O-Methoxyphenyl acrolein; 3-O-Methoxyphenyl-2-propenal; 2'-Methoxycinnamaldehyde; β-(o-Methoxyphenyl)acrolein; -(O-methoxyphenyl)acrolein; 2-Methoxycinnamic aldehyde; o-Methoxycinnamic aldehyde; o-Methoxy cinnamaldehyde; O-Methoxy-Cinnamaldehyde; 2-Methoxycinnamaldehyde; o-methoxycinnamaldehyde; Cassiastearoptene; FEMA 3181; &beta



数据库引用编号

7 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)

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

  • Wei Jia, Xiwen He, Wenhui Jin, Jinping Gu, Siyu Yu, Jianlin He, Zhiwei Yi, Bing Cai, Huiyuan Gao, Longhe Yang. Ramulus Cinnamomi essential oil exerts an anti-inflammatory effect on RAW264.7 cells through N-acylethanolamine acid amidase inhibition. Journal of ethnopharmacology. 2023 Jun; ?(?):116747. doi: 10.1016/j.jep.2023.116747. [PMID: 37311500]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Hui Jiang, Jian Liu, Yanling Wang, Leijing Chen, Hui Liu, Zhen Wang, Bin Wang. Screening the Q-markers of TCMs from RA rat plasma using UHPLC-QTOF/MS technique for the comprehensive evaluation of Wu-Wei-Wen-Tong Capsule. Journal of mass spectrometry : JMS. 2021 May; 56(5):e4711. doi: 10.1002/jms.4711. [PMID: 33764633]
  • Xiang-Li, Bo-Xing, Xin-Liu, Xiao-Wen Jiang, Hong-Yuan Lu, Zi-Hua Xu, Yue-Yang, Qiong-Wu, Dong-Yao, Ying-Shi Zhang, Qing-Chun Zhao. Network pharmacology-based research uncovers cold resistance and thermogenesis mechanism of Cinnamomum cassia. Fitoterapia. 2021 Mar; 149(?):104824. doi: 10.1016/j.fitote.2020.104824. [PMID: 33388379]
  • Jianwei Chen, Yaojia Lu, Xinyi Ye, Mahmoud Emam, Huawei Zhang, Hong Wang. Current advances in Vibrio harveyi quorum sensing as drug discovery targets. European journal of medicinal chemistry. 2020 Dec; 207(?):112741. doi: 10.1016/j.ejmech.2020.112741. [PMID: 32871343]
  • Yi-Heng Liu, Kuen-Daw Tsai, Shu-Mei Yang, Ho-Yiu Wong, Ta-Wei Chen, Jonathan Cherng, Jaw-Ming Cherng. Cinnamomum verum ingredient 2-methoxycinnamaldehyde: a new antiproliferative drug targeting topoisomerase I and II in human lung squamous cell carcinoma NCI-H520 cells. European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP). 2017 07; 26(4):314-323. doi: 10.1097/cej.0000000000000265. [PMID: 27192048]
  • Daw-Shyong Perng, Yu-Hsin Tsai, Jonathan Cherng, Chih-Wei Kuo, Chih-Chung Shiao, Jaw-Ming Cherng. Discovery of a novel anti-cancer agent targeting both topoisomerase I and II in hepatocellular carcinoma Hep 3B cells in vitro and in vivo: Cinnamomum verum component 2-methoxycinnamaldehyde. Journal of drug targeting. 2016 08; 24(7):624-34. doi: 10.3109/1061186x.2015.1132221. [PMID: 26707867]
  • Ho-Yiu Wong, Kuen-daw Tsai, Yi-Heng Liu, Shu-mei Yang, Ta-Wei Chen, Jonathan Cherng, Kuo-Shen Chou, Chen-Mei Chang, Belen T Yao, Jaw-Ming Cherng. Cinnamomum verum Component 2-Methoxycinnamaldehyde: A Novel Anticancer Agent with Both Anti-Topoisomerase I and II Activities in Human Lung Adenocarcinoma A549 Cells In Vitro and In Vivo. Phytotherapy research : PTR. 2016 Feb; 30(2):331-40. doi: 10.1002/ptr.5536. [PMID: 26676220]
  • Daw-Shyong Perng, Yu-Hsin Tsai, Jonathan Cherng, Jeng-Shing Wang, Kuo-Shen Chou, Chia-Wen Shih, Jaw-Ming Cherng. Discovery of a novel anticancer agent with both anti-topoisomerase I and II activities in hepatocellular carcinoma SK-Hep-1 cells in vitro and in vivo: Cinnamomum verum component 2-methoxycinnamaldehyde. Drug design, development and therapy. 2016; 10(?):141-53. doi: 10.2147/dddt.s93599. [PMID: 26792981]
  • Dhanushka Gunawardena, Niloo Karunaweera, Samiuela Lee, Frank van Der Kooy, David G Harman, Ritesh Raju, Louise Bennett, Erika Gyengesi, Nikolaus J Sucher, Gerald Münch. Anti-inflammatory activity of cinnamon (C. zeylanicum and C. cassia) extracts - identification of E-cinnamaldehyde and o-methoxy cinnamaldehyde as the most potent bioactive compounds. Food & function. 2015 Mar; 6(3):910-9. doi: 10.1039/c4fo00680a. [PMID: 25629927]
  • Min Ai Lee, Hyen Joo Park, Hwa-Jin Chung, Won Kyung Kim, Sang Kook Lee. Antitumor activity of 2-hydroxycinnamaldehyde for human colon cancer cells through suppression of β-catenin signaling. Journal of natural products. 2013 Jul; 76(7):1278-84. doi: 10.1021/np400216m. [PMID: 23855266]
  • Jeong Seok Hwa, Yong Chun Jin, Young Soo Lee, Young Shin Ko, Young Min Kim, Lian Yu Shi, Hye Jung Kim, Jae Heun Lee, Tran Minh Ngoc, Ki Hwan Bae, Yeong Shik Kim, Ki Churl Chang. 2-methoxycinnamaldehyde from Cinnamomum cassia reduces rat myocardial ischemia and reperfusion injury in vivo due to HO-1 induction. Journal of ethnopharmacology. 2012 Jan; 139(2):605-15. doi: 10.1016/j.jep.2011.12.001. [PMID: 22179023]
  • Tran Minh Ngoc, IkSoo Lee, Do Thi Ha, Hongjin Kim, ByungSun Min, KiHwan Bae. Tyrosinase-inhibitory constituents from the twigs of Cinnamomum cassia. Journal of natural products. 2009 Jun; 72(6):1205-8. doi: 10.1021/np900031q. [PMID: 19555125]
  • Kentaro Tsuji-Naito. Aldehydic components of cinnamon bark extract suppresses RANKL-induced osteoclastogenesis through NFATc1 downregulation. Bioorganic & medicinal chemistry. 2008 Oct; 16(20):9176-83. doi: 10.1016/j.bmc.2008.09.036. [PMID: 18823786]
  • Jian-You Guo, Hai-Ru Huo, Yuan-Xiao Yang, Cang-Hai Li, Hong-Bin Liu, Bao-Sheng Zhao, Lan-Fang Li, Yue-Ying Ma, Shu-Ying Guo, Ting-Liang Jiang. 2-methoxycinnamaldehyde reduces IL-1beta-induced prostaglandin production in rat cerebral endothelial cells. Biological & pharmaceutical bulletin. 2006 Nov; 29(11):2214-21. doi: 10.1248/bpb.29.2214. [PMID: 17077517]
  • R Giordani, P Regli, J Kaloustian, H Portugal. Potentiation of antifungal activity of amphotericin B by essential oil from Cinnamomum cassia. Phytotherapy research : PTR. 2006 Jan; 20(1):58-61. doi: 10.1002/ptr.1803. [PMID: 16397923]
  • Alavala Matta Reddy, Jee Hee Seo, Shi Yong Ryu, Yeong Shik Kim, Young Sup Kim, Kyung Rak Min, Youngsoo Kim. Cinnamaldehyde and 2-methoxycinnamaldehyde as NF-kappaB inhibitors from Cinnamomum cassia. Planta medica. 2004 Sep; 70(9):823-7. doi: 10.1055/s-2004-827230. [PMID: 15503352]
  • Ludger Wennemann, Hans E Hummel. Distribution of MCA-coated grits in maize fields after high wheel tractor application for disrupting orientation of Diabrotica virgifera virgifera LeConte. Mededelingen (Rijksuniversiteit te Gent. Fakulteit van de Landbouwkundige en Toegepaste Biologische Wetenschappen). 2002; 67(3):499-509. doi: ". [PMID: 12696417]
  • R Montes-Belmont, M Carvajal. Control of Aspergillus flavus in maize with plant essential oils and their components. Journal of food protection. 1998 May; 61(5):616-9. doi: 10.4315/0362-028x-61.5.616. [PMID: 9709236]