Cuc IIa (BioDeep_00000230437)

   

PANOMIX_OTCML-2023


代谢物信息卡片


[(6R)-6-hydroxy-2-methyl-5-oxo-6-[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptan-2-yl] acetate

化学式: C32H50O8 (562.35055)
中文名称: 葫芦素 IIA, 雪胆素A, 雪胆素甲
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)OC(C)(C)CCC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(C4(C)C)O)O)C)C)C)O)O
InChI: InChI=1S/C32H50O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,19-22,25-26,34-35,38-39H,11-16H2,1-9H3/t19-,20+,21-,22+,25+,26-,29+,30-,31+,32+/m1/s1

描述信息

Cucurbitacin IIa is a natural product found in Hemsleya pengxianensis with data available.
Cucurbitacin IIa is a triterpene isolated from Hemsleya amalils Diels, induces apoptosis of cancer cells, reduces expression of survivin, reduces phospho-Histone H3 and increases cleaved PARP in cancer cells[1].
Cucurbitacin IIa is a triterpene isolated from Hemsleya amalils Diels, induces apoptosis of cancer cells, reduces expression of survivin, reduces phospho-Histone H3 and increases cleaved PARP in cancer cells[1].

同义名列表

17 个代谢物同义名

[(6R)-6-hydroxy-2-methyl-5-oxo-6-[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptan-2-yl] acetate; [(5R)-5-hydroxy-1,1-dimethyl-4-oxo-5-[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hexyl] acetate; 19-Norlanost-5-ene-11,22-dione, 25-(acetyloxy)-2,3,16,20-tetrahydroxy-9-methyl-, (2beta,3alpha,9beta,10alpha,16alpha)-; 19-Norlanost-5-ene-11,22-dione,25-(acetyloxy)-2,3,16,20-tetrahydroxy-9-methyl-, (2b,3a,9b,10a,16a)-; 1,2,16,20-Tetrahydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-en-25-yl acetate; 23,24-Dihydrocucurbitacin F-25-O-acetate; 25-O-Acetyl-23,24-dihydrocucurbitacin F; Dihydrocucurbitacin F 25-O-acetate; Hemslecin A ;Cucurbitacin IIa; Dihydrocucurbitacin Q1; Curcurbitacin IIa; Cucurbitacin IIa; Hemslecin A; HemslecinA; Cuc IIa; Curcurbitacin; Cucurbitacin A



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)

2 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

  • Sujuan Li, Sen Wang, Anping Zhang, Lixia Luo, Jie Song, Guoli Wei, Zhijun Fang. Cucurbitacin IIa promotes the immunogenic cell death‑inducing effect of doxorubicin and modulates immune microenvironment in liver cancer. International journal of oncology. 2024 04; 64(4):. doi: 10.3892/ijo.2024.5625. [PMID: 38391053]
  • Yingchun Zhang, Yue Zeng, Zhilong An, Dingyue Lian, Hongyu Xiao, Ruikang Wang, Ruizhi Zhang, Fuqiang Zhai, Hanru Liu. Comparative transcriptome analysis and identification of candidate genes involved in cucurbitacin IIa biosynthesis in Hemsleya macrosperma. Plant physiology and biochemistry : PPB. 2022 Aug; 185(?):314-324. doi: 10.1016/j.plaphy.2022.06.014. [PMID: 35738187]
  • Yijia Zeng, Jin Wang, Qinwan Huang, Yuanyuan Ren, Tingna Li, Xiaorui Zhang, Renchuan Yao, Jilin Sun. Cucurbitacin IIa: A review of phytochemistry and pharmacology. Phytotherapy research : PTR. 2021 Aug; 35(8):4155-4170. doi: 10.1002/ptr.7077. [PMID: 33724593]
  • Shougang Wang, Xiaohui Guan, Xiuhong Zhong, Zhiping Yang, Weili Huang, Baoyang Jia, Tao Cui. Simultaneous determination of cucurbitacin IIa and cucurbitacin IIb of Hemsleya amabilis by HPLC-MS/MS and their pharmacokinetic study in normal and indomethacin-induced rats. Biomedical chromatography : BMC. 2016 Oct; 30(10):1632-40. doi: 10.1002/bmc.3733. [PMID: 27061415]
  • Xiaoting Xu, Hong Bai, Ling Zhou, Zhipeng Deng, Hao Zhong, Zhongyu Wu, Qingqiang Yao. Three new cucurbitane triterpenoids from Hemsleya penxianensis and their cytotoxic activities. Bioorganic & medicinal chemistry letters. 2014 May; 24(9):2159-62. doi: 10.1016/j.bmcl.2014.03.027. [PMID: 24717151]
  • Xu-Bing Chen, Guang-Yong Chen, Jun-Hua Liu, Min Lei, Yu-Hui Meng, De-An Guo, Xuan Liu, Li-Hong Hu. Cytotoxic cucurbitane triterpenoids isolated from the rhizomes of Hemsleya amabilis. Fitoterapia. 2014 Apr; 94(?):88-93. doi: 10.1016/j.fitote.2014.01.014. [PMID: 24462673]
  • Rui-Hua Guo, Chang-An Geng, Xiao-Yan Huang, Yun-Bao Ma, Quan Zhang, Li-Jun Wang, Xue-Mei Zhang, Rong-Ping Zhang, Ji-Jun Chen. Synthesis of hemslecin A derivatives: a new class of hepatitis B virus inhibitors. Bioorganic & medicinal chemistry letters. 2013 Mar; 23(5):1201-5. doi: 10.1016/j.bmcl.2013.01.024. [PMID: 23385212]
  • C Boykin, G Zhang, Y-H Chen, R-W Zhang, X-E Fan, W-M Yang, Q Lu. Cucurbitacin IIa: a novel class of anti-cancer drug inducing non-reversible actin aggregation and inhibiting survivin independent of JAK2/STAT3 phosphorylation. British journal of cancer. 2011 Mar; 104(5):781-9. doi: 10.1038/bjc.2011.10. [PMID: 21304528]
  • H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor. The Biochemical journal. 1975 Dec; 152(3):601-7. doi: 10.1042/bj1520601. [PMID: 5997]