heliotridine (BioDeep_00000015112)
代谢物信息卡片
heliotridine
化学式: C8H13NO2 (155.0946238)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CN2CC=C(C2C1O)CO
InChI: InChI=1S/C8H13NO2/c10-5-6-1-3-9-4-2-7(11)8(6)9/h1,7-8,10-11H,2-5H2/t7-,8+/m0/s1
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)
2 个相关的物种来源信息
- 2291118 - Cynoglossum zeylanicum: 10.1002/CHIN.200422212
- 2171543 - Heliotropium ellipticum: 10.1248/CPB.35.3487
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
- Kyohei Takano, Hajime Ikeda, Kojiro Takanashi. Pyrrolizidine alkaloids are synthesized and accumulated in flower of Myosotis scorpioides.
Journal of plant research.
2024 May; 137(3):455-462. doi:
10.1007/s10265-024-01525-4. [PMID: 38368590] - Lea A Barny, Julia A Tasca, Hugo A Sanchez, Chelsea R Smith, Suzanne Koptur, Tatyana Livshultz, Kevin P C Minbiole. Chemotaxonomic investigation of Apocynaceae for retronecine-type pyrrolizidine alkaloids using HPLC-MS/MS.
Phytochemistry.
2021 May; 185(?):112662. doi:
10.1016/j.phytochem.2021.112662. [PMID: 33774572] - Fen Xiong, Kaiyuan Jiang, Yan Chen, Zhengcai Ju, Li Yang, Aizhen Xiong, Zhengtao Wang. Protein cross-linking in primary cultured mouse hepatocytes by dehydropyrrolizidine alkaloids: Structure-toxicity relationship.
Toxicon : official journal of the International Society on Toxinology.
2020 Oct; 186(?):4-11. doi:
10.1016/j.toxicon.2020.07.015. [PMID: 32687888] - Verena Schöning, Felix Hammann, Mark Peinl, Jürgen Drewe. Editor's Highlight: Identification of Any Structure-Specific Hepatotoxic Potential of Different Pyrrolizidine Alkaloids Using Random Forests and Artificial Neural Networks.
Toxicological sciences : an official journal of the Society of Toxicology.
2017 Dec; 160(2):361-370. doi:
10.1093/toxsci/kfx187. [PMID: 28973379] - Themístocles da Silva Negreiros Neto, Dale Gardner, Fernando Hallwass, Ana Jéssica Matias Leite, Camila Guimarães de Almeida, Laura Nunes Silva, Alan de Araújo Roque, Fernanda Gobbi de Bitencourt, Euzébio Guimarães Barbosa, Tiana Tasca, Alexandre José Macedo, Mauro Vieira de Almeida, Raquel Brandt Giordani. Activity of pyrrolizidine alkaloids against biofilm formation and Trichomonas vaginalis.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2016 Oct; 83(?):323-329. doi:
10.1016/j.biopha.2016.06.033. [PMID: 27399809] - Lin Zhu, Jian-Qing Ruan, Na Li, Peter P Fu, Yang Ye, Ge Lin. A novel ultra-performance liquid chromatography hyphenated with quadrupole time of flight mass spectrometry method for rapid estimation of total toxic retronecine-type of pyrrolizidine alkaloids in herbs without requiring corresponding standards.
Food chemistry.
2016 Mar; 194(?):1320-8. doi:
10.1016/j.foodchem.2014.11.093. [PMID: 26471688] - Michael Boppré, Steven M Colegate. Recognition of pyrrolizidine alkaloid esters in the invasive aquatic plant Gymnocoronis spilanthoides (Asteraceae).
Phytochemical analysis : PCA.
2015 May; 26(3):215-25. doi:
10.1002/pca.2555. [PMID: 25645745] - Boris M Mandić, Marina D Vlajić, Snežana S Trifunović, Milena R Simić, Ljubodrag V Vujisić, Ivan M VuČković, Miroslav M Novaković, Snežana D Nikolić-Mandić, Vele V Tešević, Vlatka V Vajs, Slobodan M Milosavljević. Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge.
Natural product research.
2015; 29(9):887-90. doi:
10.1080/14786419.2014.991929. [PMID: 25528897] - Carlos H Z Martins, Beatriz P Cunha, Vera N Solferini, José R Trigo. Feeding on Host Plants with Different Concentrations and Structures of Pyrrolizidine Alkaloids Impacts the Chemical-Defense Effectiveness of a Specialist Herbivore.
PloS one.
2015; 10(10):e0141480. doi:
10.1371/journal.pone.0141480. [PMID: 26517873] - Eva Castells, Patrick P J Mulder, Míriam Pérez-Trujillo. Diversity of pyrrolizidine alkaloids in native and invasive Senecio pterophorus (Asteraceae): implications for toxicity.
Phytochemistry.
2014 Dec; 108(?):137-46. doi:
10.1016/j.phytochem.2014.09.006. [PMID: 25269662] - Steven M Colegate, Dale R Gardner, T Zane Davis, Joseph M Betz, Kip E Panter. Dehydropyrrolizidine alkaloids in two Cryptantha species: including two new open chain diesters one of which is amphoteric.
Phytochemical analysis : PCA.
2013 May; 24(3):201-12. doi:
10.1002/pca.2400. [PMID: 23070903] - Yi-Cheng Yang, John Crowder, Nicholas J Wardle, Li Yang, Kenneth N White, Zheng-Tao Wang, S W Annie Bligh. ¹H NMR study of monocrotaline and its metabolites in human blood.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2011 Nov; 49(11):2793-9. doi:
10.1016/j.fct.2011.07.063. [PMID: 21843583] - Ai-Zhen Xiong, Li Yang, Fang Zhang, Xue-Jing Yang, Chang-Hong Wang, Zheng-Tao Wang. Determination of total retronecine esters-type hepatotoxic pyrrolizidine alkaloids in plant materials by pre-column derivatization high-performance liquid chromatography.
Biomedical chromatography : BMC.
2009 Jun; 23(6):665-71. doi:
10.1002/bmc.1172. [PMID: 19277972] - Fang Zhang, Chang-hong Wang, Ai-zhen Xiong, Wan Wang, Li Yang, Christopher J Branford-White, Zheng-tao Wang, S W Annie Bligh. Quantitative analysis of total retronecine esters-type pyrrolizidine alkaloids in plant by high performance liquid chromatography.
Analytica chimica acta.
2007 Dec; 605(1):94-101. doi:
10.1016/j.aca.2007.10.021. [PMID: 18022416] - Alex T Jordan, Tappey H Jones, William E Conner. Morphogenetic effects of alkaloidal metabolites on the development of the coremata in the salt marsh moth, Estigmene acrea (Dru.) (Lepidoptera: Arctiidae).
Archives of insect biochemistry and physiology.
2007 Dec; 66(4):183-9. doi:
10.1002/arch.20211. [PMID: 18000873] - John A Edgar, Michael Boppré, Eva Kaufmann. Insect-synthesised retronecine ester alkaloids: precursors of the common arctiine (Lepidoptera) pheromone hydroxydanaidal.
Journal of chemical ecology.
2007 Dec; 33(12):2266-80. doi:
10.1007/s10886-007-9378-y. [PMID: 18030534] - She-ban Pu, De-ran Xu, Mian Zhang, Hong-hua Zhou, Zheng-tao Wang, Guo-dian Yu. [Detection of hepatotoxic pyrrolizidine alkaloids in Ligularia Cass. with LC/MSn].
Yao xue xue bao = Acta pharmaceutica Sinica.
2004 Oct; 39(10):831-5. doi:
". [PMID: 15700826] - Lee Williams, Ming W Chou, Jian Yan, John F Young, Po C Chan, Daniel R Doerge. Toxicokinetics of riddelliine, a carcinogenic pyrrolizidine alkaloid, and metabolites in rats and mice.
Toxicology and applied pharmacology.
2002 Jul; 182(2):98-104. doi:
10.1006/taap.2002.9441. [PMID: 12140173] - T Hartmann, C Theuring, L Witte, J M Pasteels. Sequestration, metabolism and partial synthesis of tertiary pyrrolizidine alkaloids by the neotropical leaf-beetle Platyphora boucardi.
Insect biochemistry and molecular biology.
2001 Oct; 31(11):1041-56. doi:
10.1016/s0965-1748(01)00052-2. [PMID: 11520683] - G Lin, P Rose, K B Chatson, E M Hawes, X G Zhao, Z T Wang. Characterization of two structural forms of otonecine-type pyrrolizidine alkaloids from Ligularia hodgsonii by NMR spectroscopy.
Journal of natural products.
2000 Jun; 63(6):857-60. doi:
10.1021/np9906119. [PMID: 10869221] - M A Bober, L A Milco, R B Miller, M Mount, B Wicks, M J Kurth. A competitive enzyme-linked immunosorbent assay (ELISA) to detect retronecine and monocrotaline in vitro.
Toxicon : official journal of the International Society on Toxinology.
1989; 27(9):1059-64. doi:
10.1016/0041-0101(89)90158-x. [PMID: 2508272] - U Candrian, J Lüthy, C Schlatter. In vivo covalent binding of retronecine-labelled [3H]seneciphylline and [3H]senecionine to DNA of rat liver, lung and kidney.
Chemico-biological interactions.
1985 Jun; 54(1):57-69. doi:
10.1016/s0009-2797(85)80152-6. [PMID: 4017105] - U Zutshi, P G Rao, A Soni, C K Atal. Absorption, distribution and excretion of N-4-phenyl-phenacyl-heliotridanium bromide.
Arzneimittel-Forschung.
1981; 31(1):44-6. doi:
NULL. [PMID: 7194093] - A R Mattocks. Tissue distribution of radioactivity in rats given tritiated analogues of hepatotoxic pyrrolizidine alkaloids.
Xenobiotica; the fate of foreign compounds in biological systems.
1977 Nov; 7(11):665-70. doi:
10.3109/00498257709038696. [PMID: 930115]