(-)-cis-Rotenolone (BioDeep_00000003781)

 

Secondary id: BioDeep_00001868614, BioDeep_00001891367

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(1R,6R,13R)-13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

化学式: C23H22O7 (410.1365462)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 0.1%

分子结构信息

SMILES: c12ccc3c(c1C[C@@H](O2)C(=C)C)O[C@H]1[C@@](C3=O)(c2c(OC1)cc(c(c2)OC)OC)O
InChI: InChI=1S/C23H22O7/c1-11(2)16-7-13-15(29-16)6-5-12-21(13)30-20-10-28-17-9-19(27-4)18(26-3)8-14(17)23(20,25)22(12)24/h5-6,8-9,16,20,25H,1,7,10H2,2-4H3/t16-,20-,23-/m1/s1

描述信息

(-)-cis-Rotenolone is found in jicama. (-)-cis-Rotenolone is isolated from Pachyrrhizus erosus (yam bean).
Isolated from Pachyrrhizus erosus (yam bean). (-)-cis-Rotenolone is found in jicama and pulses.

同义名列表

17 个代谢物同义名

(1R,6R,13R)-13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one; 1,2,12,12a-tetrahydro-6a-Hydroxy-8,9-dimethoxy-2-(1-methylethenyl)-(2R,6ar,12ar)-[1]benzopyrano[3,4-b]furo[2,3-H][1]benzopyran-6(6ah)-one; Rotenolone, (2R-(2alpha,6aalpha,12aalpha))-isomer; Rotenolone, (2R-(2alpha,6aalpha,12abeta))-isomer; Rotenolone, (2R-(2alpha,6abeta,12aalpha))-isomer; 6 alpha(beta),12 alpha(beta)-Rotenolone; 6a-beta,12a-beta-Rotenolone; (-)-cis-12a-Hydroxyrotenone; 12alpha-Hydroxyrotenone; 12a-Hydroxyrotenone; 6Ab,12ab-rotenolone; (-)-cis-Rotenolone; 12-Hydroxyrotenone; Rotenolone I; Rotenolon I; Rotenolone; Rotenalone



数据库引用编号

16 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

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

55 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

  • Yanbei Tu, Chuanhai Wu, Yunyao Kang, Qin Li, Chao Zhu, Yanfang Li. Bioactivity-guided identification of flavonoids with cholinesterase and β-amyloid peptide aggregation inhibitory effects from the seeds of Millettia pachycarpa. Bioorganic & medicinal chemistry letters. 2019 05; 29(10):1194-1198. doi: 10.1016/j.bmcl.2019.03.024. [PMID: 30910460]
  • Siyu Wu, Lili Lei, Yang Song, Mengting Liu, Shibo Lu, Dan Lou, Yonghong Shi, Zhibin Wang, Defu He. Mutation of hop-1 and pink-1 attenuates vulnerability of neurotoxicity in C. elegans: the role of mitochondria-associated membrane proteins in Parkinsonism. Experimental neurology. 2018 11; 309(?):67-78. doi: 10.1016/j.expneurol.2018.07.018. [PMID: 30076829]
  • Cheng Jiang, Ben-qiang Xiong, Xi-min Qiu, Sheng-zi Liu, Si Zhang, Hao Yin. [Isolation and identification of brine shrimp lethal activities from Derris trifoliata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 May; 35(5):719-23. doi: . [PMID: 23213734]
  • Song Gao, Ya-ming Xu, Frederick A Valeriote, A A Leslie Gunatilaka. Pierreiones A-D, solid tumor selective pyranoisoflavones and other cytotoxic constituents from Antheroporum pierrei. Journal of natural products. 2011 Apr; 74(4):852-6. doi: 10.1021/np100763p. [PMID: 21452840]
  • Liva Harinantenaina, Peggy J Brodie, Carla Slebodnick, Martin W Callmander, Etienne Rakotobe, Sennen Randrianasolo, Richard Randrianaivo, Vincent E Rasamison, Karen Tendyke, Yongchun Shen, Edward M Suh, David G I Kingston. Antiproliferative compounds from Pongamiopsis pervilleana from the Madagascar Dry Forest. Journal of natural products. 2010 Sep; 73(9):1559-62. doi: 10.1021/np100430r. [PMID: 20804165]
  • Hisashi Matsuda, Kazutoshi Yoshida, Katsutoshi Miyagawa, Yasunobu Asao, Saya Takayama, Souichi Nakashima, Fengming Xu, Masayuki Yoshikawa. Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa. Bioorganic & medicinal chemistry. 2007 Feb; 15(3):1539-46. doi: 10.1016/j.bmc.2006.09.024. [PMID: 17158054]
  • María Francisca Molina-Jiménez, María Isabel Sánchez-Reus, David Andres, María Cascales, Juana Benedi. Neuroprotective effect of fraxetin and myricetin against rotenone-induced apoptosis in neuroblastoma cells. Brain research. 2004 May; 1009(1-2):9-16. doi: 10.1016/j.brainres.2004.02.065. [PMID: 15120578]
  • Maddalena Cabizza, Alberto Angioni, Marinella Melis, Marco Cabras, Carlo V Tuberoso, Paolo Cabras. Rotenone and rotenoids in cubè resins, formulations, and residues on olives. Journal of agricultural and food chemistry. 2004 Jan; 52(2):288-93. doi: 10.1021/jf034987a. [PMID: 14733510]
  • Junko Takashima, Noriko Chiba, Kaisuke Yoneda, Ayumi Ohsaki. Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents. Journal of natural products. 2002 Apr; 65(4):611-3. doi: 10.1021/np010126p. [PMID: 11975515]
  • N Fang, J E Casida. Cubé resin insecticide: identification and biological activity of 29 rotenoid constituents. Journal of agricultural and food chemistry. 1999 May; 47(5):2130-6. doi: 10.1021/jf981188x. [PMID: 10552508]
  • G T Tan, J M Pezzuto, A D Kinghorn, S H Hughes. Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. Journal of natural products. 1991 Jan; 54(1):143-54. doi: 10.1021/np50073a012. [PMID: 1710653]