Moschamine (BioDeep_00000017421)

 

Secondary id: BioDeep_00000617904

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


2-Propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (2E)-

化学式: C20H20N2O4 (352.14230000000003)
中文名称: N-阿魏羟色胺
谱图信息: 最多检出来源 Viridiplantae(plant) 0.04%

分子结构信息

SMILES: COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CNC3=C2C=C(C=C3)O)O
InChI: InChI=1S/C20H20N2O4/c1-26-19-10-13(2-6-18(19)24)3-7-20(25)21-9-8-14-12-22-17-5-4-15(23)11-16(14)17/h2-7,10-12,22-24H,8-9H2,1H3,(H,21,25)/b7-3+

描述信息

N-feruloylserotonin is a member of the class of hydroxyindoles that is the N-feruloyl derivative of serotonin. It has a role as a plant metabolite. It is a member of hydroxyindoles, a member of cinnamamides, a member of phenols, an aromatic ether and a secondary carboxamide. It is functionally related to a ferulic acid.
Moschamine is a natural product found in Centaurea arenaria, Phyllostachys reticulata, and other organisms with data available.
Alkaloid from Carthamus tinctorius (safflower). Nb-trans-Feruloylserotonin is found in fats and oils and herbs and spices.
Moschamine is found in fats and oils. Moschamine is an alkaloid from Carthamus tinctorius (safflower).
A member of the class of hydroxyindoles that is the N-feruloyl derivative of serotonin.
N-Feruloylserotonin, an antioxidative component and bioactive serotonin derivative, from the Seed of Carthamus tinctorius L., ameliorates atherosclerosis and distensibility of the aortic wall in Kurosawa and Kusanagi-hypercholesterolemic (KHC) rabbits[1].
N-Feruloylserotonin, an antioxidative component and bioactive serotonin derivative, from the Seed of Carthamus tinctorius L., ameliorates atherosclerosis and distensibility of the aortic wall in Kurosawa and Kusanagi-hypercholesterolemic (KHC) rabbits[1].

同义名列表

24 个代谢物同义名

2-Propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (2E)-; 2-Propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (E)-; (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide; (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide; N-[2-(5-HYDROXY-1H-INDOL-3-YL)ETHYL]-3-(4-HYDROXY-3-METHOXY-PHENYL)PROP-2-ENAMIDE; N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-2-propenamide; (E)-N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide; N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide; (e)-N-(3-methoxy-4-hydroxycinnamoyl)-5-hydroxytryptamine; ferulic acid serotonin amide; SEROTONIN (I), N-(FERULOYL)-; N-FERULOYL SEROTONIN [INCI]; Nb-trans-Feruloylserotonin; N-(Feruloyl)-Serotonin (I); Nb-(E)-Feruloylserotonin; TRYPTAMINE, N-FERULOYL; Feruloylserotonin 98; N-Feruloyl Serotonin; N-Feruloylserotonin; feruloylserotonin; (E/Z)-Moschamine; UNII-2PP8322487; 2PP8322487; Moschamine



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

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(3)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

12 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

  • Qing-Ru Liu, Juan Li, Xiao-Fang Zhao, Bo Xu, Xing-Hua Xiao, Jie Ren, Shun-Xiang Li. Alkaloids and phenylpropanoid from Rhizomes of Arundo donax L. Natural product research. 2021 Feb; 35(3):465-470. doi: 10.1080/14786419.2019.1638378. [PMID: 31328554]
  • Christophe Carola, Andrew Salazar, Christin Rakers, Franck Himbert, Quoc-Tuan Do, Philippe Bernard, Joerg von Hagen. A Cornflower Extract Containing N-Feruloylserotonin Reduces Inflammation in Human Skin by Neutralizing CCL17 and CCL22 and Inhibiting COX-2 and 5-LOX. Mediators of inflammation. 2021; 2021(?):6652791. doi: 10.1155/2021/6652791. [PMID: 34557056]
  • Chan Hum Park, Ah Young Lee, Ji Hyun Kim, Su Hui Seong, Eun Ju Cho, Jae Sue Choi, Min Jo Kim, Siyoung Yang, Takako Yokozawa, Yu Su Shin. Protective Effects of Serotonin and its Derivatives, N-Feruloylserotonin and N-(p-Coumaroyl) Serotonin, Against Cisplatin-Induced Renal Damage in Mice. The American journal of Chinese medicine. 2019; 47(2):369-383. doi: 10.1142/s0192415x19500186. [PMID: 30827154]
  • Ľudmila Pašková, Viera Kuncírová, Silvester Poništ, Danica Mihálová, Radomír Nosáľ, Juraj Harmatha, Iveta Hrádková, Tomáš Čavojský, František Bilka, Katarína Šišková, Ingrid Paulíková, Lýdia Bezáková, Katarína Bauerová. Effect of N-Feruloylserotonin and Methotrexate on Severity of Experimental Arthritis and on Messenger RNA Expression of Key Proinflammatory Markers in Liver. Journal of immunology research. 2016; 2016(?):7509653. doi: 10.1155/2016/7509653. [PMID: 27556049]
  • Le-Le Zhang, Ke Tian, Zheng-Hai Tang, Xiao-Jia Chen, Zhao-Xiang Bian, Yi-Tao Wang, Jin-Jian Lu. Phytochemistry and Pharmacology of Carthamus tinctorius L. The American journal of Chinese medicine. 2016; 44(2):197-226. doi: 10.1142/s0192415x16500130. [PMID: 27080938]
  • Toshiyuki Takahashi, Mitsuo Miyazawa. Potent α-glucosidase inhibitors from safflower (Carthamus tinctorius L.) seed. Phytotherapy research : PTR. 2012 May; 26(5):722-6. doi: 10.1002/ptr.3622. [PMID: 22021176]
  • Sung-Hee Cho, Eun-Jung Park, Eun-Ok Kim, Sang-Won Choi. Study on the hypochlolesterolemic and antioxidative effects of tyramine derivatives from the root bark of Lycium chenese Miller. Nutrition research and practice. 2011 Oct; 5(5):412-20. doi: 10.4162/nrp.2011.5.5.412. [PMID: 22125678]
  • Kiyoon Kang, Sangkyu Park, Young Soon Kim, Kyoungwhan Back. Methanol elicits the biosynthesis of 4-coumaroylserotonin and feruloylserotonin in rice seedlings. Plant signaling & behavior. 2011 Jun; 6(6):881-3. doi: 10.4161/psb.6.6.15280. [PMID: 21546791]
  • Sung-Hee Cho, Jeong-Hee Jang, Ji Young Yoon, Chi-Dong Han, Youngsun Choi, Sang-Won Choi. Effects of a safflower tea supplement on antioxidative status and bone markers in postmenopausal women. Nutrition research and practice. 2011 Feb; 5(1):20-7. doi: 10.4162/nrp.2011.5.1.20. [PMID: 21487492]
  • Sajida Abdureyim, Nurmuhammat Amat, Anwar Umar, Halmurat Upur, Benedicte Berke, Nicholas Moore. Anti-inflammatory, immunomodulatory, and heme oxygenase-1 inhibitory activities of ravan napas, a formulation of uighur traditional medicine, in a rat model of allergic asthma. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):. doi: 10.1155/2011/725926. [PMID: 20953388]
  • Jang-Yeol Choi, Hyeri Kim, Yeo-Jin Choi, Atsushi Ishihara, Kyoungwhan Back, Seong-Gene Lee. Cytoprotective activities of hydroxycinnamic acid amides of serotonin against oxidative stress-induced damage in HepG2 and HaCaT cells. Fitoterapia. 2010 Dec; 81(8):1134-41. doi: 10.1016/j.fitote.2010.07.015. [PMID: 20655990]
  • Katsuya Suzuki, Shigekazu Tsubaki, Masami Fujita, Naoto Koyama, Michio Takahashi, Kenji Takazawa. Effects of safflower seed extract on arterial stiffness. Vascular health and risk management. 2010 Nov; 6(?):1007-14. doi: 10.2147/vhrm.s13998. [PMID: 21127697]
  • Radomir Nosal, Tomas Perecko, Viera Jancinova, Katarina Drabikova, Juraj Harmatha, Klara Svitekova. Suppression of oxidative burst in human neutrophils with the naturally occurring serotonin derivative isomer from Leuzea carthamoides. Neuro endocrinology letters. 2010; 31 Suppl 2(?):69-72. doi: . [PMID: 21187819]
  • Shin-ichiro Katsuda, Katsuya Suzuki, Naoto Koyama, Michio Takahashi, Masao Miyake, Akihiro Hazama, Kenji Takazawa. Safflower seed polyphenols (N-(p-coumaroyl)serotonin and N-feruloylserotonin) ameliorate atherosclerosis and distensibility of the aortic wall in Kurosawa and Kusanagi-hypercholesterolemic (KHC) rabbits. Hypertension research : official journal of the Japanese Society of Hypertension. 2009 Nov; 32(11):944-9. doi: 10.1038/hr.2009.144. [PMID: 19763138]
  • Kiyoon Kang, Sangkyu Park, Young Soon Kim, Sungbeom Lee, Kyoungwhan Back. Biosynthesis and biotechnological production of serotonin derivatives. Applied microbiology and biotechnology. 2009 May; 83(1):27-34. doi: 10.1007/s00253-009-1956-1. [PMID: 19308403]
  • Munyoung Park, Kiyoon Kang, Sangkyu Park, Young Soon Kim, Sun-Hwa Ha, Shin Woo Lee, Mi-Jeong Ahn, Jung-Myung Bae, Kyoungwhan Back. Expression of serotonin derivative synthetic genes on a single self-processing polypeptide and the production of serotonin derivatives in microbes. Applied microbiology and biotechnology. 2008 Nov; 81(1):43-9. doi: 10.1007/s00253-008-1634-8. [PMID: 18709368]
  • Kyungjin Lee, Kiyoon Kang, Munyoung Park, Young-Min Woo, Kyoungwhan Back. Endosperm-specific expression of serotonin N-hydroxycinnamoyltransferase in rice. Plant foods for human nutrition (Dordrecht, Netherlands). 2008 Jun; 63(2):53-7. doi: 10.1007/s11130-007-0069-1. [PMID: 18213519]
  • Sei Kang, Kiyoon Kang, Kyungjin Lee, Kyoungwhan Back. Characterization of rice tryptophan decarboxylases and their direct involvement in serotonin biosynthesis in transgenic rice. Planta. 2007 Dec; 227(1):263-72. doi: 10.1007/s00425-007-0614-z. [PMID: 17763868]
  • Naoto Koyama, Kanna Kuribayashi, Tetsuya Seki, Katsunori Kobayashi, Yasufumi Furuhata, Katsuya Suzuki, Harumi Arisaka, Takashi Nakano, Yusuke Amino, Koichi Ishii. Serotonin derivatives, major safflower (Carthamus tinctorius L.) seed antioxidants, inhibit low-density lipoprotein (LDL) oxidation and atherosclerosis in apolipoprotein E-deficient mice. Journal of agricultural and food chemistry. 2006 Jul; 54(14):4970-6. doi: 10.1021/jf060254p. [PMID: 16819904]
  • Sei Kang, Kiyoon Kang, Gap Chae Chung, Doil Choi, Atsushi Ishihara, Dong-Sun Lee, Kyoungwhan Back. Functional analysis of the amine substrate specificity domain of pepper tyramine and serotonin N-hydroxycinnamoyltransferases. Plant physiology. 2006 Feb; 140(2):704-15. doi: 10.1104/pp.105.071514. [PMID: 16384907]
  • Sun-Mi Jang, Atsushi Ishihara, Kyoungwhan Back. Production of coumaroylserotonin and feruloylserotonin in transgenic rice expressing pepper hydroxycinnamoyl-coenzyme A:serotonin N-(hydroxycinnamoyl)transferase. Plant physiology. 2004 May; 135(1):346-56. doi: 10.1104/pp.103.038372. [PMID: 15122017]
  • Eiji Tanaka, Chihiro Tanaka, Naoki Mori, Yasumasa Kuwahara, Mitsuya Tsuda. Phenylpropanoid amides of serotonin accumulate in witches' broom diseased bamboo. Phytochemistry. 2003 Nov; 64(5):965-9. doi: 10.1016/s0031-9422(03)00429-1. [PMID: 14561512]
  • Y Kumarasamy, M Middleton, R G Reid, L Nahar, S D Sarker. Biological activity of serotonin conjugates from the seeds of Centaurea nigra. Fitoterapia. 2003 Sep; 74(6):609-12. doi: 10.1016/s0367-326x(03)00144-8. [PMID: 12946728]
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