Periplogenin (BioDeep_00000230119)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

化学式: C23H34O5 (390.2406)
中文名称: 杠柳苷元, 杠柳甙元
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 78.57%

分子结构信息

SMILES: CC12CCC(CC1(CCC3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)O)O
InChI: InChI=1S/C23H34O5/c1-20-7-3-15(24)12-22(20,26)9-5-18-17(20)4-8-21(2)16(6-10-23(18,21)27)14-11-19(25)28-13-14/h11,15-18,24,26-27H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,20+,21+,22-,23-/m0/s1

描述信息

Periplogenin is a natural product found in Rohdea japonica, Periploca sepium, and other organisms with data available.
Periplogenin is a naturally occurring furanocoumarin found in Angelica dahurica roots, with potent anti-psoriatic effects. Periplogenin induces adipocyte differentiation[1][2].
Periplogenin is a naturally occurring furanocoumarin found in Angelica dahurica roots, with potent anti-psoriatic effects. Periplogenin induces adipocyte differentiation[1][2].

同义名列表

19 个代谢物同义名

3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one; Card-20(22)-enolide, 3,5,14-trihydroxy-, (3.beta.,5.beta.)-; Card-20(22)-enolide, 3,5,14-trihydroxy-, (3-beta,5-beta)-; 3.beta.,5.beta.,14.beta.-Trihydroxy-20(22)-cardenolide; (3.BETA.,5.BETA.)-3,5,14-TRIHYDROXYCARD-20(22)-ENOLIDE; 5.beta.-Card-20(22)-enolide, 3.beta.,5,14-trihydroxy-; 5-beta-CARD-20(22)-ENOLIDE, 3-beta,5,14-TRIHYDROXY-; 3-beta,5,14-Trihydroxy-5-beta-card-20(22)-enolide; 3 beta,5,14-trihydroxy-5 beta-card-20(22)-enolide; 3,5,14-Trihydroxycard-20(22)-enolide #; 3,5,14-Trihydroxycard-20(22)-enolide; 5.beta.-Hydroxydigitoxigenin; QJPCKAJTLHDNCS-FBAXFMHRSA-N; 5-beta-Hydroxydigitoxigenin; 5 beta-hydroxydigitoxigenin; Desoxostrophanthidin; PERIPLOGENIN [MI]; Periplogenin; Card-20(22)-enolide,3,5,14-trihydroxy-, (3b,5b)-



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)

48 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

  • Xiaoqin Zhong, Wei Feng, Lianjie Liu, Qingping Liu, Qiang Xu, Minying Liu, Xiaobao Liu, Shudi Xu, Minzhen Deng, Changsong Lin. Periplogenin inhibits pathologic synovial proliferation and infiltration in rheumatoid arthritis by regulating the JAK2/3-STAT3 pathway. International immunopharmacology. 2024 Feb; 128(?):111487. doi: 10.1016/j.intimp.2024.111487. [PMID: 38183911]
  • Yang Li, Xinchi Feng, Feng Qiu. Determination of Two Wound Healing Components in Streptocaulon juventas (Lour.) Merr.: Periplogenin and Digitoxigenin. Chemistry & biodiversity. 2024 Jan; 21(1):e202301585. doi: 10.1002/cbdv.202301585. [PMID: 38061998]
  • Shuyao Wang, Xin Yu, Siyang Wu, Wei Yang, Yang Gao, Weihua Wang, Qiutao Wang, Mengmeng Wei, Mingying Zhu, Jiarui Wu, Zheng Yuan, Yingfei Li. Simultaneous determination of periplocin, periplocymarin, periplogenin, periplocoside M and periplocoside N of Cortex Periplocae in rat plasma and its application to a pharmacokinetic study. Biomedical chromatography : BMC. 2022 Mar; 36(3):e5283. doi: 10.1002/bmc.5283. [PMID: 34816469]
  • Yingjuan Yang, Yana Liu, Yanhua Zhang, Wei Ji, Lan Wang, Shao C Lee. Periplogenin Activates ROS-ER Stress Pathway to Trigger Apoptosis via BIP-eIF2α- CHOP and IRE1α-ASK1-JNK Signaling Routes. Anti-cancer agents in medicinal chemistry. 2021; 21(1):61-70. doi: 10.2174/1871520620666200708104559. [PMID: 32640963]
  • Birgit Lohberger, Susanne Wagner, Juliana Wohlmuther, Heike Kaltenegger, Nicole Stuendl, Andreas Leithner, Beate Rinner, Olaf Kunert, Rudolf Bauer, Nadine Kretschmer. Periplocin, the most anti-proliferative constituent of Periploca sepium, specifically kills liposarcoma cells by death receptor mediated apoptosis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Dec; 51(?):162-170. doi: 10.1016/j.phymed.2018.10.008. [PMID: 30466613]
  • Huaming Liu, Dandan Zhang, Zhidan Tang, Mengjie Sun, John Teye Azietaku, Huizi Ouyang, Yanxu Chang, Meng Wang, Jun He, Xiumei Gao. Tissue distribution study of periplocin and its two metabolites in rats by a validated LC-MS/MS method. Biomedical chromatography : BMC. 2018 Oct; 32(10):e4302. doi: 10.1002/bmc.4302. [PMID: 29809276]
  • Wen-Jing Zhang, Zhen-Bo Song, Yong-Li Bao, Wen-Liang Li, Xiao-Guang Yang, Qi Wang, Chun-Lei Yu, Lu-Guo Sun, Yan-Xin Huang, Yu-Xin Li. Periplogenin induces necroptotic cell death through oxidative stress in HaCaT cells and ameliorates skin lesions in the TPA- and IMQ-induced psoriasis-like mouse models. Biochemical pharmacology. 2016 Apr; 105(?):66-79. doi: 10.1016/j.bcp.2016.02.001. [PMID: 26850986]
  • Diana N Knittel, Peter Lorenz, Ursula Huber, Florian C Stintzing, Dietmar R Kammerer. Characterization of the cardiac glycoside and lipid profiles of Strophanthus kombé Oliv. seeds. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2016 Mar; 71(3-4):55-64. doi: 10.1515/znc-2015-0186. [PMID: 26974139]
  • Jun He, Fang Bo, Yaru Tu, John Teye Azietaku, Ting Dou, Huizi Ouyang, Yanxu Chang, Hong Liu, Xiumei Gao. A validated LC-MS/MS assay for the simultaneous determination of periplocin and its two metabolites, periplocymarin and periplogenin in rat plasma: Application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2015 Oct; 114(?):292-5. doi: 10.1016/j.jpba.2015.06.008. [PMID: 26093244]
  • Fang Bo, Ting Dou, Xingrui Wang, Paul Owusu Donkor, Huizi Ouyang, Yanxu Chang, Yaru Tu, Xiumei Gao, Jun He. A validated LC-MS/MS method for determination of periplogenin in rat plasma and its application in pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 May; 990(?):80-3. doi: 10.1016/j.jchromb.2015.03.017. [PMID: 25864008]
  • S Panda, A Kar. Periplogenin, isolated from Lagenaria siceraria, ameliorates L-T₄-induced hyperthyroidism and associated cardiovascular problems. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2011 Mar; 43(3):188-93. doi: 10.1055/s-0031-1271621. [PMID: 21287437]
  • Na Han, Jingyu Yang, Linwei Li, Bin Xiao, Sha Sha, Lequan Tran, Jun Yin, Chunfu Wu. Inhibitory activity of a phytochemically characterized fraction from Streptocaulon juventas on lung cancer in nude mice. Planta medica. 2010 Apr; 76(6):561-5. doi: 10.1055/s-0029-1240600. [PMID: 19918714]
  • Xiuhai Gan, Xin Zhou, Huaguo Chen, Xiaojian Gong, Chao Zhao. [Chemical constituents of Periploca forrestii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Dec; 34(24):3225-8. doi: . [PMID: 20353006]
  • Sunanda Panda, Anand Kar. Periplogenin-3-O- -D-glucopyranosyl -(1-->6)- -D-glucopyaranosyl- -(1-->4) -D-cymaropyranoside, isolated from Aegle marmelos protects doxorubicin induced cardiovascular problems and hepatotoxicity in rats. Cardiovascular therapeutics. 2009; 27(2):108-16. doi: 10.1111/j.1755-5922.2009.00078.x. [PMID: 19426248]
  • Jun-Ya Ueda, Yasuhiro Tezuka, Arjun H Banskota, Quan Le Tran, Qui Kim Tran, Ikuo Saiki, Shigetoshi Kadota. Constituents of the Vietnamese medicinal plant Streptocaulon juventas and their antiproliferative activity against the human HT-1080 fibrosarcoma cell line. Journal of natural products. 2003 Nov; 66(11):1427-33. doi: 10.1021/np030177h. [PMID: 14640513]
  • M Tamura, E J Landon, T Inagami. Na+,K+-ATPase inhibitors in rat urine: origins and physiological significance. Clinical and experimental hypertension (New York, N.Y. : 1993). 1998 Jul; 20(5-6):543-50. doi: 10.3109/10641969809053232. [PMID: 9682910]
  • M Tamura, T M Harris, D Phillips, I A Blair, Y F Wang, C G Hellerqvist, S K Lam, T Inagami. Identification of two cardiac glycosides as Na(+)-pump inhibitors in rat urine and diet. The Journal of biological chemistry. 1994 Apr; 269(16):11972-9. doi: 10.1016/s0021-9258(17)32669-8. [PMID: 8163500]