Anisatin (BioDeep_00000397321)

Main id: BioDeep_00000007276

 

PANOMIX_OTCML-2023 Toxin natural product


代谢物信息卡片


Spiro(6H-4,9a-methanocyclopent(d)oxocin-6,3-oxetane)-2,2(1H)-dione, hexahydro-1,5,6a,7-tetrahydroxy-5,9-dimethyl-, (1R-(1alpha,4beta,5beta,6beta,6abeta,7beta,9alpha,9abeta))-

化学式: C15H20O8 (328.1158)
中文名称: 莽草毒素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CC(C2(C13CC(C(C24COC4=O)(C)O)OC(=O)C3O)O)O
InChI: InChI=1S/C15H20O8/c1-6-3-7(16)15(21)13(6)4-8(23-10(18)9(13)17)12(2,20)14(15)5-22-11(14)19/h6-9,16-17,20-21H,3-5H2,1-2H3/t6-,7-,8-,9+,12+,13+,14+,15-/m1/s1

描述信息

A sesquiterpene lactone with formula C15H20O8. It is a neurotoxic natural product found in plants of the family Illiciaceae.
Anisatin is a natural product found in Illicium henryi, Illicium simonsii, and other organisms with data available.
Anisatin is a plant toxin found in the Japanese star anise (Illicium anisatum). The Japanese star anise has been burned as incense in Japan, where it is known as shikimi, as well as used in topical folk remedies. (L1226)
Anisatin, a pure toxic substance isolated from the seeds of a Japanese plant (Illicium anisatum) acts as a picrotoxin-like, non-competitive GABA antagonist. Anisatin suppresses GABA-induced currents in a concentration-dependent manner with an EC50 of ~1.10?μM[1].
Anisatin, a pure toxic substance isolated from the seeds of a Japanese plant (Illicium anisatum) acts as a picrotoxin-like, non-competitive GABA antagonist. Anisatin suppresses GABA-induced currents in a concentration-dependent manner with an EC50 of ~1.10?μM[1].

同义名列表

13 个代谢物同义名

Anisatin; Spiro(6H-4,9a-methanocyclopent(d)oxocin-6,3-oxetane)-2,2(1H)-dione, hexahydro-1,5,6a,7-tetrahydroxy-5,9-dimethyl-, (1R-(1alpha,4beta,5beta,6beta,6abeta,7beta,9alpha,9abeta))-; 4A.BETA.,5,6A,7,8,9-HEXAHYDRO-1.ALPHA.,5.BETA.,6A.BETA.,7.BETA.-TETRAHYDROXY-5,9.ALPHA.-DIMETHYLSPIRO(6H-4,9A-METHANOCYCLOPENT(D)OXOCIN-6,3-OXETANE)-2,2(1H)-DIONE; Spiro(6H-4,9a-methanocyclopent(d)oxocin-6,3-oxetane)-2,2(1H)-dione, 4a-beta,5,6a,7,8,9-hexahydro-5,9a-dimethyl-1-alpha,5-beta,6a-beta,7-beta-tetrahydroxy-; Spiro(6H-4,9a-methanocyclopent(d)oxocin-6,3-oxetane)-2,2(1H)-dione, hexahydro-1,5,6a,7-tetrahydroxy-5,9-dimethyl-, (1R,3S,4R,5R,6aR,7R,9R,9aS)-; (1S,2R,4R,5R,6S,7R,8R,11R)-4,5,7,11-tetrahydroxy-2,7-dimethylspiro[9-oxatricyclo[6.3.1.01,5]dodecane-6,3-oxetane]-2,10-dione; anisatin, 1S-(1alpha,4beta,5beta,6beta,7beta,9alpha,9abeta)-isomer; UNII-W9K8802FZL; (-)-Anisatin; W9K8802FZL; aniasatin; shikimin; Anisatin



数据库引用编号

14 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)

43 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

  • R A Shenvi. Neurite outgrowth enhancement by jiadifenolide: possible targets. Natural product reports. 2016 Apr; 33(4):535-9. doi: 10.1039/c5np00160a. [PMID: 26891462]
  • Marijn Schrage, Yao Shen, Frank W Claassen, Han Zuilhof, Michel W F Nielen, Bo Chen, Teris A van Beek. Rapid and simple neurotoxin-based distinction of Chinese and Japanese star anise by direct plant spray mass spectrometry. Journal of chromatography. A. 2013 Nov; 1317(?):246-53. doi: 10.1016/j.chroma.2013.07.072. [PMID: 23932223]
  • Gregory Russell Madden, Kristine Held Schmitz, Katherine Fullerton. A case of infantile star anise toxicity. Pediatric emergency care. 2012 Mar; 28(3):284-5. doi: 10.1097/pec.0b013e3182495ba7. [PMID: 22391927]
  • C Perret, R Tabin, J-P Marcoz, J Llor, J-J Cheseaux. [Apparent life-threatening event in infants: think about star anise intoxication!]. Archives de pediatrie : organe officiel de la Societe francaise de pediatrie. 2011 Jul; 18(7):750-3. doi: 10.1016/j.arcped.2011.03.024. [PMID: 21652187]
  • Ji-Feng Liu, Zhi-Yong Jiang, Quan Zhang, Yao Shi, Yun-Bao Ma, Ming-Jin Xie, Xue-Mei Zhang, Ji-Jun Chen. Henrylactones A-E and anti-HBV constituents from Illicium henryi. Planta medica. 2010 Feb; 76(2):152-8. doi: 10.1055/s-0029-1186037. [PMID: 19670158]
  • Guang-Zhi Zeng, Ning-Hua Tan, Xiao-Jiang Hao, Quan-Zhang Mu, Rong-Tao Li. Natural inhibitors targeting osteoclast-mediated bone resorption. Bioorganic & medicinal chemistry letters. 2006 Dec; 16(24):6178-80. doi: 10.1016/j.bmcl.2006.09.042. [PMID: 17027271]
  • Ivonne M C M Rietjens, Martijn J Martena, Marelle G Boersma, Wim Spiegelenberg, Gerrit M Alink. Molecular mechanisms of toxicity of important food-borne phytotoxins. Molecular nutrition & food research. 2005 Feb; 49(2):131-58. doi: 10.1002/mnfr.200400078. [PMID: 15635687]
  • T Ikeda, Y Ozoe, E Okuyama, K Nagata, H Honda, T Shono, T Narahashi. Anisatin modulation of the gamma-aminobutyric acid receptor-channel in rat dorsal root ganglion neurons. British journal of pharmacology. 1999 Aug; 127(7):1567-76. doi: 10.1038/sj.bjp.0702700. [PMID: 10455311]
  • M Fujii. [Plant toxicity-coriamyrtin, anisatin, cicutoxin]. Ryoikibetsu shokogun shirizu. 1999; ?(27 Pt 2):682-4. doi: . [PMID: 10434749]
  • C S Yang, J L Wang, Z L Zhang, I Kouno. [Studies on the toxic constituents of Illicium simonsii Maxim]. Yao xue xue bao = Acta pharmaceutica Sinica. 1991; 26(2):128-31. doi: . [PMID: 1950568]
  • K Matsumoto, H Fukuda. Anisatin modulation of GABA- and pentobarbital-induced enhancement of diazepam binding in rat brain. Neuroscience letters. 1982 Oct; 32(2):175-9. doi: 10.1016/0304-3940(82)90270-1. [PMID: 6292798]