Jacobine (BioDeep_00000003654)
Main id: BioDeep_00000395590
natural product PANOMIX_OTCML-2023 Volatile Flavor Compounds
代谢物信息卡片
化学式: C18H25NO6 (351.168179)
中文名称: 夾可鹼
谱图信息:
最多检出来源 () 0%
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
INTERNAL_ID 2254; CONFIDENCE Reference Standard (Level 1)
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2254
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 115
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 145
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 175
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 155
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 125
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 165
INTERNAL_ID 135; CONFIDENCE Reference Standard (Level 1)
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 135
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 105
同义名列表
3 个代谢物同义名
数据库引用编号
72 个数据库交叉引用编号
- ChEBI: CHEBI:6080
- KEGG: C10339
- PubChem: 442741
- PubChem: 577603
- Metlin: METLIN68259
- KNApSAcK: C00002096
- CAS: 6870-67-3
- CAS: 471-14-7
- MoNA: PM014306
- MoNA: NA002274
- MoNA: NA000722
- MoNA: NA000759
- MoNA: NA000583
- MoNA: NA000635
- MoNA: NA000725
- MoNA: NA003418
- MoNA: NA000534
- MoNA: NA000532
- MoNA: NA000633
- MoNA: NA000724
- MoNA: NA000760
- MoNA: NA000435
- MoNA: NA000483
- MoNA: NA000679
- MoNA: NA000631
- MoNA: NA000432
- MoNA: NA000433
- MoNA: NA000484
- MoNA: NA003416
- MoNA: NA002273
- MoNA: NA003052
- MoNA: NA003417
- MoNA: NA002670
- MoNA: NA000632
- MoNA: NA000678
- MoNA: NA000582
- MoNA: NA003414
- MoNA: NA003050
- MoNA: NA002270
- MoNA: NA000723
- MoNA: NA000531
- MoNA: NA000535
- MoNA: NA000482
- MoNA: NA000434
- MoNA: NA003415
- MoNA: NA000431
- MoNA: NA000677
- MoNA: NA002671
- MoNA: NA000481
- MoNA: NA000681
- MoNA: NA000680
- MoNA: NA000533
- MoNA: NA003051
- MoNA: NA003049
- MoNA: NA002272
- MoNA: NA000485
- MoNA: NA002669
- MoNA: NA002271
- MoNA: NA000634
- MoNA: NA002667
- MoNA: NA003053
- MoNA: NA000581
- MoNA: NA002668
- MoNA: NA000584
- MoNA: NA000585
- PMhub: MS000010731
- PubChem: 12525
- 3DMET: B03754
- NIKKAJI: J9.259B
- LOTUS: LTS0241200
- KNApSAcK: 6080
- LOTUS: LTS0126233
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)
54 个相关的物种来源信息
- 4210 - Asteraceae: LTS0126233
- 4210 - Asteraceae: LTS0241200
- 189210 - Crassocephalum: LTS0126233
- 189211 - Crassocephalum crepidioides: 10.1055/S-2007-969597
- 189211 - Crassocephalum crepidioides: LTS0126233
- 3828 - Crotalaria: LTS0126233
- 1127386 - Crotalaria micans: 10.2307/4117899
- 1127386 - Crotalaria micans: LTS0126233
- 18795 - Delairea odorata: 10.1071/CH9590247
- 2759 - Eukaryota: LTS0126233
- 2759 - Eukaryota: LTS0241200
- 3803 - Fabaceae: LTS0126233
- 405757 - Jacobaea: LTS0126233
- 405757 - Jacobaea: LTS0241200
- 189228 - Jacobaea ambigua: 10.1016/J.PHYTOCHEM.2005.04.015
- 189228 - Jacobaea ambigua: LTS0126233
- 189230 - Jacobaea aquatica: 10.1016/S0367-326X(02)00012-6
- 189230 - Jacobaea aquatica: LTS0126233
- 189232 - Jacobaea cannabifolia: 10.1016/J.PHYTOCHEM.2005.04.015
- 189232 - Jacobaea cannabifolia: LTS0126233
- 214898 - Jacobaea gnaphalioides: 10.1016/J.PHYTOCHEM.2005.04.015
- 214898 - Jacobaea gnaphalioides: LTS0126233
- 189239 - Jacobaea incana: 10.1016/J.PHYTOCHEM.2005.04.015
- 189239 - Jacobaea incana: 10.1071/CH9590247
- 252537 - Jacobaea maritima: LTS0126233
- 252537 - Jacobaea maritima: LTS0241200
- 98722 - Jacobaea vulgaris: 10.1007/BF00571155
- 98722 - Jacobaea vulgaris: 10.1016/0031-9422(92)90038-R
- 98722 - Jacobaea vulgaris: 10.1016/0378-4274(78)90007-3
- 98722 - Jacobaea vulgaris: 10.1016/0378-4274(83)90163-7
- 98722 - Jacobaea vulgaris: 10.1016/J.PHYTOCHEM.2005.04.015
- 98722 - Jacobaea vulgaris: 10.1016/S0031-9422(00)95079-9
- 98722 - Jacobaea vulgaris: 10.1039/JR9370000584
- 98722 - Jacobaea vulgaris: 10.1071/CH9540378
- 98722 - Jacobaea vulgaris: 10.1071/CH9590247
- 98722 - Jacobaea vulgaris: LTS0126233
- 98722 - Jacobaea vulgaris: LTS0241200
- 3398 - Magnoliopsida: LTS0126233
- 3398 - Magnoliopsida: LTS0241200
- 18794 - Senecio: LTS0126233
- 18794 - Senecio: LTS0241200
- 183623 - Senecio brasiliensis: 10.1021/JA01601A044
- 183623 - Senecio brasiliensis: LTS0126233
- 183623 - Senecio brasiliensis: LTS0241200
- 344069 - Senecio integerrimus: LTS0126233
- 189247 - Senecio scandens: 10.1071/CH9590247
- 76276 - Senecio vulgaris: 10.1002/BMS.1200190102
- 76276 - Senecio vulgaris: LTS0126233
- 35493 - Streptophyta: LTS0126233
- 35493 - Streptophyta: LTS0241200
- 58023 - Tracheophyta: LTS0126233
- 58023 - Tracheophyta: LTS0241200
- 33090 - Viridiplantae: LTS0126233
- 33090 - Viridiplantae: LTS0241200
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] - Tri R Nuringtyas, Young H Choi, Robert Verpoorte, Peter G L Klinkhamer, Kirsten A Leiss. Differential tissue distribution of metabolites in Jacobaea vulgaris, Jacobaea aquatica and their crosses.
Phytochemistry.
2012 Jun; 78(?):89-97. doi:
10.1016/j.phytochem.2012.03.011
. [PMID: 22516740] - Dandan Cheng, Heather Kirk, Klaas Vrieling, Patrick P J Mulder, Peter G L Klinkhamer. The relationship between structurally different pyrrolizidine alkaloids and western flower thrips resistance in F(2) hybrids of Jacobaea vulgaris and Jacobaea aquatica.
Journal of chemical ecology.
2011 Oct; 37(10):1071-80. doi:
10.1007/s10886-011-0021-6
. [PMID: 21969251] - Lotte Joosten, Dandan Cheng, Patrick P J Mulder, Klaas Vrieling, Johannes A van Veen, Peter G L Klinkhamer. The genotype dependent presence of pyrrolizidine alkaloids as tertiary amine in Jacobaea vulgaris.
Phytochemistry.
2011 Feb; 72(2-3):214-22. doi:
10.1016/j.phytochem.2010.11.013
. [PMID: 21159354] - Heather Kirk, Klaas Vrieling, Eddy Van Der Meijden, Peter G L Klinkhamer. Species by environment interactions affect pyrrolizidine alkaloid expression in Senecio jacobaea, Senecio aquaticus, and their hybrids.
Journal of chemical ecology.
2010 Apr; 36(4):378-87. doi:
10.1007/s10886-010-9772-8
. [PMID: 20309618] - Faizullah Kakar, Zarif Akbarian, Toby Leslie, Mir Lais Mustafa, John Watson, Hans P van Egmond, Mohammad Fahim Omar, Jawad Mofleh. An outbreak of hepatic veno-occlusive disease in Western afghanistan associated with exposure to wheat flour contaminated with pyrrolizidine alkaloids.
Journal of toxicology.
2010; 2010(?):313280. doi:
10.1155/2010/313280
. [PMID: 20652038] - Kirsten A Leiss, Young H Choi, Ibrahim B Abdel-Farid, Robert Verpoorte, Peter G L Klinkhamer. NMR metabolomics of thrips (Frankliniella occidentalis) resistance in Senecio hybrids.
Journal of chemical ecology.
2009 Feb; 35(2):219-29. doi:
10.1007/s10886-008-9586-0
. [PMID: 19169751] - Rowan E Moore, Derek Knottenbelt, Jacqueline B Matthews, Robert J Beynon, Phillip D Whitfield. Biomarkers for ragwort poisoning in horses: identification of protein targets.
BMC veterinary research.
2008 Aug; 4(?):30. doi:
10.1186/1746-6148-4-30
. [PMID: 18691403] - Song-Lin Li, Ge Lin, Peter P Fu, Chi-Leung Chan, Mi Li, Zhi-Hong Jiang, Zhong-Zhen Zhao. Identification of five hepatotoxic pyrrolizidine alkaloids in a commonly used traditional Chinese medicinal herb, Herba Senecionis scandentis (Qianliguang).
Rapid communications in mass spectrometry : RCM.
2008; 22(4):591-602. doi:
10.1002/rcm.3398
. [PMID: 18220326] - Shu-Feng Zhou, Charlie Changli Xue, Xue-Qing Yu, Guangji Wang. Metabolic activation of herbal and dietary constituents and its clinical and toxicological implications: an update.
Current drug metabolism.
2007 Aug; 8(6):526-53. doi:
10.2174/138920007781368863
. [PMID: 17691916] - 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] - Jeannette T Hovermale, A Morrie Craig. Metabolism of pyrrolizidine alkaloids by Peptostreptococcus heliotrinreducens and a mixed culture derived from ovine ruminal fluid.
Biophysical chemistry.
2002 Dec; 101-102(?):387-99. doi:
10.1016/s0301-4622(02)00152-7
. [PMID: 12488016] - Veselin S Christov, Bozhanka P Mikhova, Luba N Evstatieva. Alkaloids from Senecio aquaticus.
Fitoterapia.
2002 Apr; 73(2):171-3. doi:
10.1016/s0367-326x(02)00012-6
. [PMID: 11978435] - 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]