Digin (BioDeep_00000000077)

   

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


(1R,2S,4S,5R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2-oxane]-15,16-diol

化学式: C27H44O4 (432.3239424)
中文名称: 支脱皂苷元
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.58%

分子结构信息

SMILES: C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@H]5[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O)[C@@H]1O)CC[C@@H](C)CO6)C
InChI: InChI=1S/C27H44O4/c1-15-7-10-27(30-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(28)22(29)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-29H,5-14H2,1-4H3

描述信息

Gitogenin is a triterpenoid.
Gitogenin is a natural product found in Yucca gloriosa, Allium rotundum, and other organisms with data available.
Gitogenin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Gitogenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gitogenin can be found in fenugreek, which makes gitogenin a potential biomarker for the consumption of this food product.
Gitogenin is a natural steroid isolated from the whole plant of Tribulus longipetalus. Gitogenin is a selective inhibitor of UDP-glucuronosyltransferase 1A4 (UGT1A4) and enzyme α-glucosidase with IC50 values of 0.69 μM (use trifluoperazine as a substrate) and 37.2 μM, respectively, and does not inhibit the activities of major human cytochrome P450 isoforms[1][2].
Gitogenin is a natural steroid isolated from the whole plant of Tribulus longipetalus. Gitogenin is a selective inhibitor of UDP-glucuronosyltransferase 1A4 (UGT1A4) and enzyme α-glucosidase with IC50 values of 0.69 μM (use trifluoperazine as a substrate) and 37.2 μM, respectively, and does not inhibit the activities of major human cytochrome P450 isoforms[1][2].

同义名列表

20 个代谢物同义名

(1R,2S,4S,5R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2-oxane]-15,16-diol; Spirostan-2,3-diol, (2alpha,3beta,5alpha,25R)-; 5.ALPHA.,25D-SPIROSTAN-2.ALPHA.,3.BETA.-DIOL; 5alpha,22alpha-Spirostane-2alpha,3beta-diol; (25r,s)-5alpha-spirostane-2alpha,3beta-diol; (2alpha,3|A,5alpha,25R)-Spirostan-2,3-diol; 5alpha-Spirostan-2alpha,3beta-diol, (25R)-; (25R)-5alpha-Spirostan-2alpha,3beta-diol; Spirostan-2,3-diol, (2a,3b,5a,25R)-; (2a,3b,5a,25R)-Spirostan-2,3-diol; 2.ALPHA.-HYDROXYTIGOGENIN; UNII-60ZMY8IH51; GITOGENIN [MI]; ST 27:2;O4; 60ZMY8IH51; Gitogenin; AI3-62266; Digine; Digin; Gitogenin



数据库引用编号

20 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)

30 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

  • Ting Liu, Yang Li, Jiaolin Sun, Gang Tian, Zhihong Shi. Gitogenin suppresses lung cancer progression by inducing apoptosis and autophagy initiation through the activation of AMPK signaling. International immunopharmacology. 2022 Oct; 111(?):108806. doi: 10.1016/j.intimp.2022.108806. [PMID: 35914447]
  • Sunanda Panda, Anand Kar. Role of a gitogenin-type steroidal saponin (3-O-β-d-glucopyranosyl (1→2)-β-d-glucopyranosyl (1→4)-β-d-galactopyranoside-25R,5α-spirostane-2α,3β-diol), isolated from the leaves of Malvastrum coromandelianum in regulating thyrotoxicosis in rats. Bioorganic & medicinal chemistry letters. 2016 10; 26(19):4804-4807. doi: 10.1016/j.bmcl.2016.08.025. [PMID: 27561715]
  • Muhammad Akram Naveed, Naheed Riaz, Muhammad Saleem, Bushra Jabeen, Muhammad Ashraf, Tayaba Ismail, Abdul Jabbar. Longipetalosides A-C, new steroidal saponins from Tribulus longipetalus. Steroids. 2014 May; 83(?):45-51. doi: 10.1016/j.steroids.2014.01.005. [PMID: 24530871]
  • Virginia Lanzotti, Elisa Barile, Vincenzo Antignani, Giuliano Bonanomi, Felice Scala. Antifungal saponins from bulbs of garlic, Allium sativum L. var. Voghiera. Phytochemistry. 2012 Jun; 78(?):126-34. doi: 10.1016/j.phytochem.2012.03.009. [PMID: 22513009]
  • Sunil Kumar Upadhyay, Clinton C Creech, Katharine L Bowdy, Edwin D Stevens, Branko S Jursic, Donna M Neumann. Synthesis and antifungal activity of functionalized 2,3-spirostane isomers. Bioorganic & medicinal chemistry letters. 2011 May; 21(10):2826-31. doi: 10.1016/j.bmcl.2011.03.092. [PMID: 21489791]
  • K T Lee, J H Choi, D H Kim, K H Son, W B Kim, S H Kwon, H J Park. Constituents and the antitumor principle of Allium victorialis var. platyphyllum. Archives of pharmacal research. 2001 Feb; 24(1):44-50. doi: 10.1007/bf02976492. [PMID: 11235811]
  • Y Sauvaire, G Ribes, J C Baccou, M M Loubatieères-Mariani. Implication of steroid saponins and sapogenins in the hypocholesterolemic effect of fenugreek. Lipids. 1991 Mar; 26(3):191-7. doi: 10.1007/bf02543970. [PMID: 2046485]
  • H K IWAMOTO, F K BELL. The baljet reaction and pharmacodynamic studies of diginin and gitogenin. Federation proceedings. 1948 Mar; 7(1 Pt 1):230. doi: . [PMID: 18859483]
  • H K IWAMOTO, F K BELL. Digitalis VI, pharmacodynamic studies of gitogenin. The Journal of pharmacology and experimental therapeutics. 1947 Oct; 91(2):130-2. doi: ". [PMID: 20270112]