Cucurbitacin IIb (BioDeep_00000230392)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

化学式: C30H48O7 (520.3399858)
中文名称: 葫芦素 IIb, 雪胆素乙, 雪胆乙素, 葫芦素 IIB
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)(O)CCC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(O)C4(C)C)C3(C)C(=O)CC12C
InChI: InChI=1S/C30H48O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,17-20,23-24,31-32,35-37H,10-15H2,1-8H3/t17-,18+,19-,20+,23+,24-,27+,28-,29+,30+/m1/s1

描述信息

Cucurbitacin IIb is a natural product found in Physocarpus capitatus, Begonia heracleifolia, and other organisms with data available.
Cucurbitacin IIb is an active component isolated from Hemsleya amabilis, induces apoptosis with anti-inflammatory activity. Cucurbitacin IIb inhibits phosphorylation of STAT3, JNK and Erk1/2, enhances the phosphorylation of IκB and NF-κB (p65), blocks nuclear translocation of NF-κB (p65) and decreases mRNA levels of IκBα and TNF-α[1].
Cucurbitacin IIb is an active component isolated from Hemsleya amabilis, induces apoptosis with anti-inflammatory activity. Cucurbitacin IIb inhibits phosphorylation of STAT3, JNK and Erk1/2, enhances the phosphorylation of IκB and NF-κB (p65), blocks nuclear translocation of NF-κB (p65) and decreases mRNA levels of IκBα and TNF-α[1].

同义名列表

9 个代谢物同义名

(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one; 23,24-Dihydrocucurbitacin F; 25-Deacetyl Hemslecin A; Dihydrocucurbitacin F; Cucurbitacin centob; Curcurbitacin-Iib; Cucurbitacin IIb; Dihydrocucurbitacin; (1S,2S,4R,9β,16α,17ξ)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione



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)

12 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

  • Nan Chen, Peng Li, Litao Liu, Jun Zhang, Zepeng Cao, Ziwen Chen, Xudong Xu, Guoxu Ma, Xiaowei Huo. Cucurbitacin IIb Extracted from Hemsleya penxianensis Induces Cell Cycle Arrest and Apoptosis in Bladder Cancer Cells by Regulating Cell Cycle Checkpoints and Mitochondrial Apoptotic Pathway. Plant foods for human nutrition (Dordrecht, Netherlands). 2023 Jun; 78(2):483-492. doi: 10.1007/s11130-023-01058-6. [PMID: 37086373]
  • Yaxian Wang, Xipeng Sun, Quanjun Yang, Cheng Guo. Cucurbitacin IIb attenuates cancer cachexia induced skeletal muscle atrophy by regulating the IL-6/STAT3/FoxO signaling pathway. Phytotherapy research : PTR. 2023 Apr; ?(?):. doi: 10.1002/ptr.7811. [PMID: 37073890]
  • Max Vidal-Gutiérrez, Heriberto Torres-Moreno, Víctor Arenas-Luna, María Lilia Loredo-Mendoza, Farid Tejeda-Dominguez, Carlos Velazquez, Wagner Vilegas, Salomón Hernández-Gutiérrez, Ramón E Robles-Zepeda. Standardized phytopreparations and cucurbitacin IIb from Ibervillea sonorae (S. Watson) greene induce apoptosis in cervical cancer cells by Nrf2 inhibition. Journal of ethnopharmacology. 2022 Nov; 298(?):115606. doi: 10.1016/j.jep.2022.115606. [PMID: 35944738]
  • Max Vidal-Gutiérrez, Heriberto Torres-Moreno, Salomón Hernández-Gutiérrez, Carlos Velazquez, Ramón E Robles-Zepeda, Wagner Vilegas. Antiproliferative activity of standardized phytopreparations from Ibervillea sonorae (S. Watson) Greene. Steroids. 2021 05; 169(?):108824. doi: 10.1016/j.steroids.2021.108824. [PMID: 33727120]
  • Dongke Wu, Dasheng Dong, Xiongjie Bi, Yuping Liu, Yunqing Ma. Cucurbitacin IIb improved active chromatin-induced systemic lupus erythematosus via balancing the percentage of Th17 and Treg cells. Clinical and experimental pharmacology & physiology. 2021 03; 48(3):329-336. doi: 10.1111/1440-1681.13434. [PMID: 33128285]
  • Heriberto Torres-Moreno, Maria Carla Marcotullio, Carlos Velázquez, Federica Ianni, Adriana Garibay-Escobar, Ramón Enrique Robles-Zepeda. Cucurbitacin IIb, a steroidal triterpene from Ibervillea sonorae induces antiproliferative and apoptotic effects on cervical and lung cancer cells. Steroids. 2020 05; 157(?):108597. doi: 10.1016/j.steroids.2020.108597. [PMID: 32068079]
  • 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]
  • 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]
  • X Fang, C H Phoebe, J M Pezzuto, H H Fong, N R Farnsworth, B Yellin, S M Hecht. Plant anticancer agents, XXXIV. Cucurbitacins from Elaeocarpus dolichostylus. Journal of natural products. 1984 Nov; 47(6):988-93. doi: 10.1021/np50036a013. [PMID: 6549470]