Fumigaclavine C (BioDeep_00000013446)

 

Secondary id: BioDeep_00001870042

natural product


代谢物信息卡片


[(6Ar,9R,10S,10aR)-7,9-dimethyl-5-(2-methylbut-3-en-2-yl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate

化学式: C23H30N2O2 (366.2307)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 21.73%

分子结构信息

SMILES: C=CC(C)(C)c1[nH]c2cccc3c2c1CC1C3C(OC(C)=O)C(C)CN1C
InChI: InChI=1S/C23H30N2O2/c1-7-23(4,5)22-16-11-18-20(15-9-8-10-17(24-22)19(15)16)21(27-14(3)26)13(2)12-25(18)6/h7-10,13,18,20-21,24H,1,11-12H2,2-6H3/t13-,18+,20+,21-/m0/s1

描述信息

An ergot alkaloid produced by the fungus Aspergillus fumigatus that is ergoline which is substituted by a 2-methylbut-3-en-2-yl group at position 2, methyl groups at the 6 and 8beta positions, and by an acetoxy group at the 9beta position.

同义名列表

2 个代谢物同义名

Fumigaclavine C; [(6Ar,9R,10S,10aR)-7,9-dimethyl-5-(2-methylbut-3-en-2-yl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate



数据库引用编号

11 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)

20 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。

亚细胞结构定位 关联基因列表


文献列表

  • Wanguo Yu, Yaxin Gao, Zaoya Zhao, Xiufeng Long, Yi Yi, Shuo Ai. Fumigaclavine C ameliorates liver steatosis by attenuating hepatic de novo lipogenesis via modulation of the RhoA/ROCK signaling pathway. BMC complementary medicine and therapies. 2023 Aug; 23(1):288. doi: 10.1186/s12906-023-04110-9. [PMID: 37587459]
  • Juan Zhang, Wen-Yu Zhao, Chao Wang, Jing Yi, Zhen-Long Yu, Sa Deng, Hou-Li Zhang, Xiao-Kui Huo, Cheng-Peng Sun, Xiao-Chi Ma. Identification, semisynthesis, and anti-inflammatory evaluation of 2,3-seco-clavine-type ergot alkaloids from human intestinal fungus Aspergillus fumigatus CY018. European journal of medicinal chemistry. 2021 Nov; 224(?):113731. doi: 10.1016/j.ejmech.2021.113731. [PMID: 34352712]
  • Rong Hui Du, Si Yuan Qin, Lu Sen Shi, Zi Qian Zhou, Xi Yu Zhu, Juan Liu, Ren Xiang Tan, Wangsen Cao. Fumigaclavine C activates PPARγ pathway and attenuates atherogenesis in ApoE-deficient mice. Atherosclerosis. 2014 May; 234(1):120-8. doi: 10.1016/j.atherosclerosis.2014.02.016. [PMID: 24637412]
  • Eduardo Antonio A Pinheiro, Josiwander Miranda Carvalho, Diellem Cristina P dos Santos, André de Oliveira Feitosa, Patrícia Santana B Marinho, Giselle Maria Skelding Pinheiro Guilhon, Afonso Duarte L de Souza, Felipe Moura A da Silva, Andrey Moacir do R Marinho. Antibacterial activity of alkaloids produced by endophytic fungus Aspergillus sp. EJC08 isolated from medical plant Bauhinia guianensis. Natural product research. 2013; 27(18):1633-8. doi: 10.1080/14786419.2012.750316. [PMID: 23234304]
  • Sarah L Robinson, Daniel G Panaccione. Chemotypic and genotypic diversity in the ergot alkaloid pathway of Aspergillus fumigatus. Mycologia. 2012 Jul; 104(4):804-12. doi: 10.3852/11-310. [PMID: 22453123]
  • Kerry E Goetz, Christine M Coyle, Johnathan Z Cheng, Sarah E O'Connor, Daniel G Panaccione. Ergot cluster-encoded catalase is required for synthesis of chanoclavine-I in Aspergillus fumigatus. Current genetics. 2011 Jun; 57(3):201-11. doi: 10.1007/s00294-011-0336-4. [PMID: 21409592]
  • Hsiao-Yen Ma, Yong-Chun Song, Ying-Ying Mao, Ji-Hong Jiang, Ren-Xiang Tan, Lan Luo. Endophytic fungal metabolite fumigaclavine C causes relaxation of isolated rat aortic rings. Planta medica. 2006 Apr; 72(5):387-92. doi: 10.1055/s-2005-916235. [PMID: 16557450]
  • Daniel G Panaccione, Christine M Coyle. Abundant respirable ergot alkaloids from the common airborne fungus Aspergillus fumigatus. Applied and environmental microbiology. 2005 Jun; 71(6):3106-11. doi: 10.1128/aem.71.6.3106-3111.2005. [PMID: 15933008]
  • J Y Liu, Y C Song, Z Zhang, L Wang, Z J Guo, W X Zou, R X Tan. Aspergillus fumigatus CY018, an endophytic fungus in Cynodon dactylon as a versatile producer of new and bioactive metabolites. Journal of biotechnology. 2004 Nov; 114(3):279-87. doi: 10.1016/j.jbiotec.2004.07.008. [PMID: 15522437]
  • Ying Zhao, Junyan Liu, Jun Wang, Lei Wang, Hao Yin, Renxiang Tan, Qiang Xu. Fumigaclavine C improves concanavalin A-induced liver injury in mice mainly via inhibiting TNF-alpha production and lymphocyte adhesion to extracellular matrices. The Journal of pharmacy and pharmacology. 2004 Jun; 56(6):775-82. doi: 10.1211/0022357023592. [PMID: 15231043]