Hirsutine (BioDeep_00000000169)

   

PANOMIX_OTCML-2023 natural product Volatile Flavor Compounds


代谢物信息卡片


INDOLO(2,3-A)QUINOLIZINE-2-ACETIC ACID, 3-ETHYL-1,2,3,4,6,7,12,12B-OCTAHYDRO-.ALPHA.-(METHOXYMETHYLENE)-, METHYL ESTER, (.ALPHA.E,2S,3R,12BR)-

化学式: C22H28N2O3 (368.20998180000004)
中文名称: 毛钩藤碱, 二氢柯楠因碱, 毛帽柱木碱, 陆地棉苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.42%

分子结构信息

SMILES: CCC1CN2CCC3=C(C2CC1C(=COC)C(=O)OC)NC4=CC=CC=C34
InChI: InChI=1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3

描述信息

Annotation level-1
Hirsutine is a natural product found in Uncaria tomentosa, Mitragyna hirsuta, and other organisms with data available.
See also: Cats Claw (part of).

同义名列表

19 个代谢物同义名

Hirsutine; INDOLO(2,3-A)QUINOLIZINE-2-ACETIC ACID, 3-ETHYL-1,2,3,4,6,7,12,12B-OCTAHYDRO-.ALPHA.-(METHOXYMETHYLENE)-, METHYL ESTER, (.ALPHA.E,2S,3R,12BR)-; INDOLO(2,3-A)QUINOLIZINE-2-ACETIC ACID, 3-ETHYL-1,2,3,4,6,7,12,12B-OCTAHYDRO-alpha-(METHOXYMETHYLENE)-, METHYL ESTER, (alphaE,2S,3R,12BR)-; methyl (E)-2-[(2S,3R,12bR)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate; 17,18-Seco-3.beta.-yohimban-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (E)-; 17,18-Seco-3-beta-yohimban-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (E)-; 17,18-SECO-3beta-YOHIMBAN-16-CARBOXYLIC ACID, 16,17-DIDEHYDRO-17-METHOXY-, METHYL ESTER, (E)-; (E)-16,17-Didehydro-17-methoxy-17,18-seco-3-beta-yohimban-16-carboxylic acid methyl ester; Corynan-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (3.beta.,16E)-; Corynan-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (3-beta,16E)-; CORYNAN-16-CARBOXYLIC ACID, 16,17-DIDEHYDRO-17-METHOXY-, METHYL ESTER, (3beta,16E)-; hirsutine, (16E,20beta)-isomer; hirsutine, (3beta,16E)-isomer; DIHYDROTESTOSTERONEBENZOATE; 18,19-dihydrocorynantheine; hirsutine, (16E)-isomer; dihydrocorynantheine; corynantheidine; Hirsutine



数据库引用编号

31 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)

41 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

  • Yiqing Guo, Huanhuan Lv, Jing Lv, Zenghong Jiang. Metabolite profiling and identification of enzymes responsible for the metabolism of hirsutine, a major alkaloid from Uncaria rhynchophylla. Xenobiotica; the fate of foreign compounds in biological systems. 2023 Oct; ?(?):1-12. doi: 10.1080/00498254.2023.2269417. [PMID: 37819730]
  • Yaqi Kang, Jing Lin, Long Wang, Xin Shen, Jingyan Li, Anguo Wu, Liang Yue, Liuping Wei, Yun Ye, Jing Yang, Jianming Wu. Hirsutine, a novel megakaryopoiesis inducer, promotes thrombopoiesis via MEK/ERK/FOG1/TAL1 signaling. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Jul; 102(?):154150. doi: 10.1016/j.phymed.2022.154150. [PMID: 35569185]
  • Shyam H Kamble, Erin C Berthold, Tamara I King, Siva Rama Raju Kanumuri, Raluca Popa, Julius R Herting, Francisco León, Abhisheak Sharma, Lance R McMahon, Bonnie A Avery, Christopher R McCurdy. Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats. Journal of natural products. 2021 04; 84(4):1104-1112. doi: 10.1021/acs.jnatprod.0c01163. [PMID: 33620222]
  • Tamara I King, Abhisheak Sharma, Shyam H Kamble, Francisco León, Erin C Berthold, Raluca Popa, Orélia Cerlati, Boone M Prentice, Lance R McMahon, Christopher R McCurdy, Bonnie A Avery. Bioanalytical method development and validation of corynantheidine, a kratom alkaloid, using UPLC-MS/MS, and its application to preclinical pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis. 2020 Feb; 180(?):113019. doi: 10.1016/j.jpba.2019.113019. [PMID: 31838282]
  • Jianwei Wang, Peng Qi, Jinjun Hou, Yao Shen, Min Yang, Qirui Bi, Yanping Deng, Xiaojian Shi, Ruihong Feng, Zijin Feng, Wanying Wu, Dean Guo. The profiling of the metabolites of hirsutine in rat by ultra-high performance liquid chromatography coupled with linear ion trap Orbitrap mass spectrometry: An improved strategy for the systematic screening and identification of metabolites in multi-samples in vivo. Journal of pharmaceutical and biomedical analysis. 2017 Feb; 134(?):149-157. doi: 10.1016/j.jpba.2016.11.034. [PMID: 27915192]
  • Chiaki Murayama, Shimpei Watanabe, Motokazu Nakamura, Hisayoshi Norimoto. Inhibitory Activity of Yokukansankachimpihange against Nerve Growth Factor-Induced Neurite Growth in Cultured Rat Dorsal Root Ganglion Neurons. Molecules (Basel, Switzerland). 2015 Aug; 20(8):14959-69. doi: 10.3390/molecules200814959. [PMID: 26287150]
  • Yu-Tse Wu, Lie-Chwen Lin, Tung-Hu Tsai. Determination of rhynchophylline and hirsutine in rat plasma by UPLC-MS/MS after oral administration of Uncaria rhynchophylla extract. Biomedical chromatography : BMC. 2014 Mar; 28(3):439-45. doi: 10.1002/bmc.3052. [PMID: 24122787]
  • Wen Qi, Si-Jia Yue, Jia-Hong Sun, James W Simpkins, Lin Zhang, Dan Yuan. Alkaloids from the hook-bearing branch of Uncariarhynchophylla and their neuroprotective effects against glutamate-induced HT22 cell death. Journal of Asian natural products research. 2014; 16(8):876-83. doi: 10.1080/10286020.2014.918109. [PMID: 24899363]
  • Kou Wang, Xiao-Yu Zhou, Yuan-Yuan Wang, Ming-Ming Li, Yin-Shan Li, Li-Yan Peng, Xiao Cheng, Yan Li, Yi-Ping Wang, Qin-Shi Zhao. Macrophyllionium and macrophyllines A and B, oxindole alkaloids from Uncaria macrophylla. Journal of natural products. 2011 Jan; 74(1):12-5. doi: 10.1021/np1004938. [PMID: 21070010]
  • Li Xin Wu, Xian Feng Gu, Yi Chun Zhu, Yi Zhun Zhu. Protective effects of novel single compound, Hirsutine on hypoxic neonatal rat cardiomyocytes. European journal of pharmacology. 2011 Jan; 650(1):290-7. doi: 10.1016/j.ejphar.2010.09.057. [PMID: 20940014]
  • Takahiro Nakazawa, Koh-ichi Banba, Kazumasa Hata, Yutaka Nihei, Ayumi Hoshikawa, Keisuke Ohsawa. Metabolites of hirsuteine and hirsutine, the major indole alkaloids of Uncaria rhynchophylla, in rats. Biological & pharmaceutical bulletin. 2006 Aug; 29(8):1671-7. doi: 10.1248/bpb.29.1671. [PMID: 16880624]
  • Jifen Guo, Yimin Zhao, Ling Zhao, Weiqiang Zhang, Aijun Zhang, Bin Xu. Simultaneous quantification of CTN986 and its deglycosylation products in rat serum using liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2006; 20(11):1701-8. doi: 10.1002/rcm.2491. [PMID: 16676299]
  • Sheng-jun Dai, Ruo-yun Chen, De-quan Yu. [Studies on the flavonoid compounds of Rhododendron anthopogonoides]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2004 Jan; 29(1):44-7. doi: . [PMID: 15709380]
  • J Cheng, Y Y Zhao, Y X Cui, T M Cheng. [Studies on flavonoids from leave of Eucommia ulmoides Oliv]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2000 May; 25(5):284-6. doi: . [PMID: 12512449]
  • Y Ozaki. [Vasodilative effects of indole alkaloids obtained from domestic plants, Uncaria rhynchophylla Miq. and Amsonia elliptica Roem. et Schult]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 1990 Feb; 95(2):47-54. doi: 10.1254/fpj.95.2_47. [PMID: 2328929]