I1exo1ic acid (BioDeep_00000396410)

Main id: BioDeep_00000230339

 

PANOMIX_OTCML-2023


代谢物信息卡片


(1R,2R,4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid

化学式: C30H48O5 (488.3501558)
中文名称: 铁冬青酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C2C1(C)O)C)C(=O)O
InChI: InChI=1S/C30H48O5/c1-18-9-14-30(24(33)34)16-15-27(4)19(23(30)29(18,6)35)7-8-21-25(2)12-11-22(32)26(3,17-31)20(25)10-13-28(21,27)5/h7,18,20-23,31-32,35H,8-17H2,1-6H3,(H,33,34)/t18-,20-,21-,22+,23-,25+,26+,27-,28-,29-,30+/m1/s1

描述信息

Rotundic acid is a triterpenoid. It has a role as a metabolite.
Rotundic acid is a natural product found in Ilex chinensis, Ilex excelsa, and other organisms with data available.
Rotundic acid, a triterpenoid obtained from Ilex rotunda Thunb., induces DNA damage and cell apoptosis in hepatocellular carcinoma through AKT/mTOR and MAPK Pathways. Rotundic acid possesses anti-inflammatory and cardio-protective abilities[1].
Rotundic acid, a triterpenoid obtained from Ilex rotunda Thunb., induces DNA damage and cell apoptosis in hepatocellular carcinoma through AKT/mTOR and MAPK Pathways. Rotundic acid possesses anti-inflammatory and cardio-protective abilities[1].
Rotundic acid, a triterpenoid obtained from Ilex rotunda Thunb., induces DNA damage and cell apoptosis in hepatocellular carcinoma through AKT/mTOR and MAPK Pathways. Rotundic acid possesses anti-inflammatory and cardio-protective abilities[1].

同义名列表

9 个代谢物同义名

(1R,2R,4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid; (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid; Urs-12-en-28-oic acid, 3,19,23-trihydroxy-, (3beta,4alpha)-; (3beta,4alpha)-3,19,23-Trihydroxyurs-12-en-28-oic acid; 3ss,19a,23-Trihydroxyurs-12-en-28-oic acid; 22-Deoxyilexolic acid A; I1exo1ic acid; Rutundic acid; Rotundic acid



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)

19 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

  • Xing-Yang Shi, Xiao-Min Zheng, Hui-Jie Liu, Xue Han, Lei Zhang, Bei Hu, Shan Li. Rotundic acid improves nonalcoholic steatohepatitis in mice by regulating glycolysis and the TLR4/AP1 signaling pathway. Lipids in health and disease. 2023 Dec; 22(1):214. doi: 10.1186/s12944-023-01976-z. [PMID: 38049817]
  • Wei Zeng, Bao Yang, Yuanyuan Wang, Mengjia Sun, Weiqun Yang, Hui Cui, Jing Jin, Zhongxiang Zhao. Rotundic acid alleviates hyperlipidemia in rats by regulating lipid metabolism and gut microbiota. Phytotherapy research : PTR. 2023 Dec; 37(12):5958-5973. doi: 10.1002/ptr.8008. [PMID: 37776121]
  • Weiqun Yang, Xiaoyun Zheng, Jingyan Bai, Pinfei Zhong, Shaoli Tan, Wei Zeng, Jie Chen, Zhanghua Sun, Zhongqiu Liu, Jing Jin, Zhongxiang Zhao. Triterpenoids from the genus Ilex attenuate free fatty acid-induced lipid accumulation in HepG2 cells by regulating lipid metabolism disorder and the AMPK signalling pathway. Journal of ethnopharmacology. 2023 Feb; 302(Pt A):115845. doi: 10.1016/j.jep.2022.115845. [PMID: 36265675]
  • Haihua Shang, Yinghui Sun, Ze Wang, Ying Zhou, Huajiao Yang, Xiaoyan Ci, Tao Cui, Yuanyuan Xia, Yuan Gu, Maoliang Liao, Quansheng Li, Duanyun Si, Changxiao Liu. Intestinal absorption mechanism of rotundic acid: Involvement of P-gp and OATP2B1. Journal of ethnopharmacology. 2022 May; 289(?):115006. doi: 10.1016/j.jep.2022.115006. [PMID: 35051604]
  • Haihua Shang, Ze Wang, Hong Ma, Yinghui Sun, Xiaoyan Ci, Yuan Gu, Changxiao Liu, Duanyun Si. Influence of verapamil on the pharmacokinetics of rotundic acid in rats and its potential mechanism. Pharmaceutical biology. 2021 Dec; 59(1):200-208. doi: 10.1080/13880209.2021.1871634. [PMID: 33595422]
  • Hui-Jie Liu, Sheng-Tian Cao, Bao-Ying Wen, Xue Han, Yong Li, Shan Li, Jing Li, Lei Zhang. Rotundic acid ameliorates non-alcoholic steatohepatitis via SREBP-1c/ SCD1 signaling pathway and modulating gut microbiota. International immunopharmacology. 2021 Oct; 99(?):108065. doi: 10.1016/j.intimp.2021.108065. [PMID: 34426119]
  • Xin-Xing Li, Renyikun Yuan, Qin-Qin Wang, Shan Han, Zhenjie Liu, Qiongming Xu, Shilin Yang, Hongwei Gao. Rotundic acid reduces LPS-induced acute lung injury in vitro and in vivo through regulating TLR4 dimer. Phytotherapy research : PTR. 2021 Aug; 35(8):4485-4498. doi: 10.1002/ptr.7152. [PMID: 33977594]
  • Zenghao Yan, Hao Wu, Hongliang Yao, Wenjun Pan, Minmin Su, Taobin Chen, Weiwei Su, Yonggang Wang. Rotundic Acid Protects against Metabolic Disturbance and Improves Gut Microbiota in Type 2 Diabetes Rats. Nutrients. 2019 Dec; 12(1):. doi: 10.3390/nu12010067. [PMID: 31887996]
  • Bao Yang, Hui Li, Qingfeng Ruan, Shenxin Xuan, Xiaojing Chen, Hui Cui, Zhongqiu Liu, Jing Jin, Zhongxiang Zhao. Effects of Gut Microbiota and Ingredient-Ingredient Interaction on the Pharmacokinetic Properties of Rotundic Acid and Pedunculoside. Planta medica. 2019 Jul; 85(9-10):729-737. doi: 10.1055/a-0902-5300. [PMID: 31167298]
  • Abimbola O Aro, Jean P Dzoyem, Maurice D Awouafack, Mamoalosi A Selepe, Jacobus N Eloff, Lyndy J McGaw. Fractions and isolated compounds from Oxyanthus speciosus subsp. stenocarpus (Rubiaceae) have promising antimycobacterial and intracellular activity. BMC complementary and alternative medicine. 2019 May; 19(1):108. doi: 10.1186/s12906-019-2520-x. [PMID: 31117999]
  • Zhong-Feng Wang, Wen-Yi Sun, De-Hai Yu, Yan Zhao, Hong-Mei Xu, Yu-Fang He, Hai-Jun Li. Rotundic acid enhances the impact of radiological toxicity on MCF-7 cells through the ATM/p53 pathway. International journal of oncology. 2018 Nov; 53(5):2269-2277. doi: 10.3892/ijo.2018.4544. [PMID: 30226600]
  • Bao Yang, Hui Li, Qingfeng Ruan, Yi Tong, Zhongqiu Liu, Shenxin Xuan, Jing Jin, Zhongxiang Zhao. Rapid profiling and pharmacokinetic studies of multiple potential bioactive triterpenoids in rat plasma using UPLC/Q-TOF-MS/MS after oral administration of Ilicis Rotundae Cortex extract. Fitoterapia. 2018 Sep; 129(?):210-219. doi: 10.1016/j.fitote.2018.07.005. [PMID: 29981874]
  • Hui Li, Bao Yang, Di Cao, Lian Zhou, Qing Wang, Li Rong, Xinghong Zhou, Jing Jin, Zhongxiang Zhao. Identification of rotundic acid metabolites after oral administration to rats and comparison with the biotransformation by Syncephalastrum racemosum AS 3.264. Journal of pharmaceutical and biomedical analysis. 2018 Feb; 150(?):406-412. doi: 10.1016/j.jpba.2017.12.026. [PMID: 29288966]
  • Quan Wen, Yan Lu, Zhi Chao, Dao-Feng Chen. Anticomplement triterpenoids from the roots of Ilex asprella. Bioorganic & medicinal chemistry letters. 2017 02; 27(4):880-886. doi: 10.1016/j.bmcl.2017.01.007. [PMID: 28094185]
  • Yuan-Man Hsu, Yi-chih Hung, Lihong Hu, Yi-ju Lee, Mei-chin Yin. Anti-Diabetic Effects of Madecassic Acid and Rotundic Acid. Nutrients. 2015 Dec; 7(12):10065-75. doi: 10.3390/nu7125512. [PMID: 26633490]
  • Xing-Fen Cao, Jun-Song Wang, Peng-Ran Wang, Ling-Yi Kong. Triterpenes from the stem bark of Mitragyna diversifolia and their cytotoxic activity. Chinese journal of natural medicines. 2014 Aug; 12(8):628-31. doi: 10.1016/s1875-5364(14)60096-0. [PMID: 25156290]
  • Yeon Ho Choi, Wei Zhou, Joonseok Oh, Sanggil Choe, Dong Woo Kim, Seung Ho Lee, Minkyun Na. Rhododendric acid A, a new ursane-type PTP1B inhibitor from the endangered plant Rhododendron brachycarpum G. Don. Bioorganic & medicinal chemistry letters. 2012 Oct; 22(19):6116-9. doi: 10.1016/j.bmcl.2012.08.029. [PMID: 22940448]