1ST14176 (BioDeep_00000230024)

Main id: BioDeep_00000003672

 

PANOMIX_OTCML-2023


代谢物信息卡片


(5R,6R,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-5,6-dimethyl-2,7-dioxo-2,3,4,5,6,7,9,9a1,11,13,14,14a-dodecahydro-12H-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide

化学式: C18H25NO6 (351.168179)
中文名称: 千里光碱氮氧化物, 千里光宁氧化物
谱图信息: 最多检出来源 Viridiplantae(plant) 66.67%

分子结构信息

SMILES: CC=C1CC(C(C(=O)OCC2=CC[N+]3(C2C(CC3)OC1=O)[O-])(C)O)C
InChI: InChI=1S/C18H25NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-,19?/m1/s1

描述信息

Senecionine N-oxide is a tertiary amine oxide. It is functionally related to a senecionine.
Senecionine N-oxide is a natural product found in Dorobaea pimpinellifolia, Senecio gallicus, and other organisms with data available.
Senecionine n-oxide is the primary product of pyrrolizidine alkaloid biosynthesis in root cultures of Senecio vulgaris. Senecionine N-oxide has anti-cancer activity[1][2].

同义名列表

10 个代谢物同义名

(5R,6R,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-5,6-dimethyl-2,7-dioxo-2,3,4,5,6,7,9,9a1,11,13,14,14a-dodecahydro-12H-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide; (1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-3,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-5,6-dimethyl-, 12-oxide, (3Z,5R,6R,14aR,14bR)-; (1R,4Z,6R,7R,17R)-4-ethylidene-7-hydroxy-6,7-dimethyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione; Senecionan-11,16-dione, 12-hydroxy-, 4-oxide; 12-Hydroxysenecionan-11,16-dione 4-oxide; Senecionine, N-oxide; Senecionine N-oxide; Senecionine oxide; senecionin-N-oxid; 1ST14176



数据库引用编号

10 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)

13 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

  • Yan Chen, Yingying Tang, Pei Liu, Jinyuan Wang, Weiqian Wang, Changhong Wang, Lili Ding, Li Yang, Aizhen Xiong, Zhengtao Wang. Species difference in toxicokinetics and safety assessment of senecionine N-oxide in a UDP-glucuronosyltransferase 1A4 humanized mouse model. Chemico-biological interactions. 2023 Apr; ?(?):110505. doi: 10.1016/j.cbi.2023.110505. [PMID: 37080376]
  • Mengbi Yang, Jianqing Ruan, Hong Gao, Na Li, Jiang Ma, Junyi Xue, Yang Ye, Peter Pi-Cheng Fu, Jiyao Wang, Ge Lin. First evidence of pyrrolizidine alkaloid N-oxide-induced hepatic sinusoidal obstruction syndrome in humans. Archives of toxicology. 2017 Dec; 91(12):3913-3925. doi: 10.1007/s00204-017-2013-y. [PMID: 28620673]
  • Xiaojie Liu, Peter G L Klinkhamer, Klaas Vrieling. The effect of structurally related metabolites on insect herbivores: A case study on pyrrolizidine alkaloids and western flower thrips. Phytochemistry. 2017 Jun; 138(?):93-103. doi: 10.1016/j.phytochem.2017.02.027. [PMID: 28267991]
  • Elizabeth M Mudge, A Maxwell P Jones, Paula N Brown. Quantification of pyrrolizidine alkaloids in North American plants and honey by LC-MS: single laboratory validation. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2015; 32(12):2068-74. doi: 10.1080/19440049.2015.1099743. [PMID: 26482059]
  • Tim C Thoden, Michael Boppré, Johannes Hallmann. Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes. Pest management science. 2009 Jul; 65(7):823-30. doi: 10.1002/ps.1764. [PMID: 19378265]
  • I Narberhaus, C Theuring, T Hartmann, S Dobler. Uptake and metabolism of pyrrolizidine alkaloids in Longitarsus flea beetles (Coleoptera: Chrysomelidae) adapted and non-adapted to alkaloid-containing host plants. Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology. 2003 Aug; 173(6):483-91. doi: 10.1007/s00360-003-0356-6. [PMID: 12802610]
  • M Peterka, S Sarin, E Roeder, H Wiedenfeld, M Halasková. Differing embryotoxic effects of senecionine and senecionine-N-oxide on the chick embryo. Functional and developmental morphology. 1994; 4(2):89-92. doi: . [PMID: 7873804]