Jacobine (BioDeep_00000395590)

 

Secondary id: BioDeep_00000003654

PANOMIX_OTCML-2023 natural product Volatile Flavor Compounds


代谢物信息卡片


SPIRO((1,6)DIOXACYCLODODECINO(2,3,4-GH)PYRROLIZINE-3(2H),2-OXIRANE)-2,7(4H)-DIONE, 5,6,9,11,13,14,14A,14B-OCTAHYDRO-6-HYDROXY-3,5,6-TRIMETHYL-, (2S,3S,5R,6R,14AR,14BR)-

化学式: C18H25NO6 (351.168179)
中文名称: 夾可鹼
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 16.36%

分子结构信息

SMILES: CC1CC2(C(O2)C)C(=O)OC3CCN4C3C(=CC4)COC(=O)C1(C)O
InChI: InChI=1S/C18H25NO6/c1-10-8-18(11(2)25-18)16(21)24-13-5-7-19-6-4-12(14(13)19)9-23-15(20)17(10,3)22/h4,10-11,13-14,22H,5-9H2,1-3H3/t10-,11+,13-,14-,17-,18+/m1/s1

描述信息

Jacobine is a pyrrolizine alkaloid.
Jacobine is a natural product found in Crotalaria micans, Senecio brasiliensis, and other organisms with data available.

同义名列表

18 个代谢物同义名

SPIRO((1,6)DIOXACYCLODODECINO(2,3,4-GH)PYRROLIZINE-3(2H),2-OXIRANE)-2,7(4H)-DIONE, 5,6,9,11,13,14,14A,14B-OCTAHYDRO-6-HYDROXY-3,5,6-TRIMETHYL-, (2S,3S,5R,6R,14AR,14BR)-; (2S,3S,5R,6R,9a1R,14aR)-6-hydroxy-3,5,6-trimethyl-5,6,9,9a1,11,13,14,14a-octahydro-2H-spiro[oxirane-2,3-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine]-2,7(4H)-dione; 12beta-Hydroxy-12alpha,13beta-dimethylsenec-1-enine-15S-spiro-2-(3R-methyloxiran); SENECIONAN-11,16-DIONE, 15,20-EPOXY-15,20-DIHYDRO-12-HYDROXY-, (15.ALPHA.,20S)-; Senecionan-11,16-dione, 15,20-epoxy-15,20-dihydro-12-hydroxy-, (15-alpha,20S)-; Senecionan-11,16-dione, 15,20-epoxy-15,20-dihydro-12-hydroxy-, (15alpha,20R)-; (15alpha,20R)15,20-Epoxy-15,20-dihydro-12-hydroxy-senecionan-11,16-dione; (15alpha,20R)15,20-Epoxy-15,20-dihydro-12-hydroxysenecionan-11,16-dione; 15,20-Epoxy-15,20-dihydro-12-hydroxysenecionan-11,16-dione; 4-27-00-06827 (Beilstein Handbook Reference); UNII-GM32U80H1R; JACOBINE [IARC]; GM32U80H1R; Jacobine.; 1ST14167; Jacobine; Jacobine; CID 6712947



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

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)

50 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

  • Dirk Selmar, Carina Wittke, Iris Beck-von Wolffersdorff, Bernhard Klier, Laura Lewerenz, Maik Kleinwächter, Melanie Nowak. Transfer of pyrrolizidine alkaloids between living plants: A disregarded source of contaminations. Environmental pollution (Barking, Essex : 1987). 2019 May; 248(?):456-461. doi: 10.1016/j.envpol.2019.02.026. [PMID: 30826608]
  • Wilfried Rozhon, Lukas Kammermeier, Sebastian Schramm, Nayeem Towfique, N Adebimpe Adedeji, S Adesola Ajayi, Brigitte Poppenberger. Quantification of the Pyrrolizidine Alkaloid Jacobine in Crassocephalum crepidioides by Cation Exchange High-Performance Liquid Chromatography. Phytochemical analysis : PCA. 2018 Jan; 29(1):48-58. doi: 10.1002/pca.2713. [PMID: 28836707]
  • 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]
  • Toine F H Bovee, Richard J R Helsdingen, Ron L A P Hoogenboom, Monique W C M de Nijs, Xiaojie Liu, Klaas Vrieling, Peter G L Klinkhamer, Ad A C M Peijnenburg, Patrick P J Mulder. Are effects of common ragwort in the Ames test caused by pyrrolizidine alkaloids?. Mutation research. 2015 Aug; 778(?):1-10. doi: 10.1016/j.mrfmmm.2015.05.006. [PMID: 26021695]
  • Tri R Nuringtyas, Robert Verpoorte, Peter G L Klinkhamer, Monique M van Oers, Kirsten A Leiss. Toxicity of pyrrolizidine alkaloids to Spodoptera exigua using insect cell lines and injection bioassays. Journal of chemical ecology. 2014 Jun; 40(6):609-16. doi: 10.1007/s10886-014-0459-4. [PMID: 24981118]
  • Mirka Macel, Klaas Vrieling, Peter G L Klinkhamer. Variation in pyrrolizidine alkaloid patterns of Senecio jacobaea. Phytochemistry. 2004 Apr; 65(7):865-73. doi: 10.1016/j.phytochem.2004.02.009. [PMID: 15081286]
  • D E Wachenheim, L L Blythe, A M Craig. Effects of antibacterial agents on in vitro ovine ruminal biotransformation of the hepatotoxic pyrrolizidine alkaloid jacobine. Applied and environmental microbiology. 1992 Aug; 58(8):2559-64. doi: 10.1128/aem.58.8.2559-2564.1992. [PMID: 1514802]
  • R A Swick, P R Cheeke, D E Goeger, D R Buhler. Effect of dietary Senecio jacobaea and injected Senecio alkaloids and monocrotaline on guinea pigs. Journal of animal science. 1982 Dec; 55(6):1411-6. doi: 10.2527/jas1982.5561411x. [PMID: 6819283]