24-Methylene-24-dihydrolanosterol (BioDeep_00000227456)

   

human metabolite


代谢物信息卡片


(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

化学式: C31H52O (440.4017942)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1[C@@H](C([C@H]2[C@](C1)(C1=C(CC2)[C@]2([C@@](CC1)(C)[C@H](CC2)[C@H](C)CCC(=C)C(C)C)C)C)(C)C)O
InChI: InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26-27,32H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,27+,29-,30-,31+/m1/s1

描述信息

24-methylene-24-dihydrolanosterol, also known as 24-methylenelanost-8-en-3beta-ol or ebericol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. 24-methylene-24-dihydrolanosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-methylene-24-dihydrolanosterol can be found in cucumber, which makes 24-methylene-24-dihydrolanosterol a potential biomarker for the consumption of this food product.

同义名列表

17 个代谢物同义名

(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol; (3beta)-24-Methylidenelanost-8-en-3-ol; 24-Methylene-24,25-dihydrolanosterol; (3b)-24-Methylidenelanost-8-en-3-ol; (3Β)-24-methylidenelanost-8-en-3-ol; 24-methylene-24-dihydrolanosterol; 24-Methylenelanost-8-en-3 beta-ol; 24-Methylenelanost-8-en-3beta-ol; 24-Methylene dihydrolanosterol; 24-Methylenelanost-8-en-3β-ol; 24-Methylenelanost-8-en-3b-ol; 24-methylene lanostenol; Ebericol, (14)C-labeled; Obtusifoldienol; euphorbol; Ebericol; Eburicol



数据库引用编号

7 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)

1 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

  • Jieru Fan, Martin Urban, Josie E Parker, Helen C Brewer, Steven L Kelly, Kim E Hammond-Kosack, Bart A Fraaije, Xili Liu, Hans J Cools. Characterization of the sterol 14α-demethylases of Fusarium graminearum identifies a novel genus-specific CYP51 function. The New phytologist. 2013 May; 198(3):821-835. doi: 10.1111/nph.12193. [PMID: 23442154]
  • Josie E Parker, Andrew G S Warrilow, Hans J Cools, Claire M Martel, W David Nes, Bart A Fraaije, John A Lucas, Diane E Kelly, Steven L Kelly. Mechanism of binding of prothioconazole to Mycosphaerella graminicola CYP51 differs from that of other azole antifungals. Applied and environmental microbiology. 2011 Feb; 77(4):1460-5. doi: 10.1128/aem.01332-10. [PMID: 21169436]
  • Tim P Bean, Hans J Cools, John A Lucas, Nathaniel D Hawkins, Jane L Ward, Michael W Shaw, Bart A Fraaije. Sterol content analysis suggests altered eburicol 14alpha-demethylase (CYP51) activity in isolates of Mycosphaerella graminicola adapted to azole fungicides. FEMS microbiology letters. 2009 Jun; 296(2):266-73. doi: 10.1111/j.1574-6968.2009.01645.x. [PMID: 19459949]
  • P Bouvier-Navé, T Husselstein, P Benveniste. Two families of sterol methyltransferases are involved in the first and the second methylation steps of plant sterol biosynthesis. European journal of biochemistry. 1998 Aug; 256(1):88-96. doi: 10.1046/j.1432-1327.1998.2560088.x. [PMID: 9746350]
  • D C Lamb, D E Kelly, S L Kelly. Molecular diversity of sterol 14alpha-demethylase substrates in plants, fungi and humans. FEBS letters. 1998 Mar; 425(2):263-5. doi: 10.1016/s0014-5793(98)00247-6. [PMID: 9559662]
  • J G van Nistelrooy, J M van den Brink, J A van Kan, R F van Gorcom, M A de Waard. Isolation and molecular characterisation of the gene encoding eburicol 14 alpha-demethylase (cYP51) from Penicillium italicum. Molecular & general genetics : MGG. 1996 Apr; 250(6):725-33. doi: 10.1007/bf02172984. [PMID: 8628233]
  • N Harmouch, J Coulon, R Bonaly. Identification of 24-methylene-24,25-dihydrolanosterol as a precursor of ergosterol in the yeasts Schizosaccharomyces pombe and Schizosaccharomyces octosporus. FEMS microbiology letters. 1995 Dec; 134(2-3):147-52. doi: 10.1111/j.1574-6968.1995.tb07929.x. [PMID: 8586261]
  • D H Beach, L J Goad, G G Holz. Effects of ketoconazole on sterol biosynthesis by Trypanosoma cruzi epimastigotes. Biochemical and biophysical research communications. 1986 May; 136(3):851-6. doi: 10.1016/0006-291x(86)90410-9. [PMID: 3521598]