Taraxasterol (BioDeep_00000230191)

Main id: BioDeep_00000006891

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(3S,4aR,6aR,6aR,6bR,8aR,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol

化学式: C30H50O (426.3861)
中文名称: 蒲公英甾醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=C1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@@H]1C
InChI: InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21-,22+,23-,24+,25-,27-,28+,29-,30-/m1/s1

描述信息

Taraxasterol is a pentacyclic triterpenoid that is taraxastane with a beta-hydroxy group at position 3. It has a role as a metabolite and an anti-inflammatory agent. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of a taraxastane.
Taraxasterol is a natural product found in Eupatorium altissimum, Eupatorium perfoliatum, and other organisms with data available.
See also: Calendula Officinalis Flower (part of).
A pentacyclic triterpenoid that is taraxastane with a beta-hydroxy group at position 3.
Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1].
Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1].

同义名列表

22 个代谢物同义名

(3S,4aR,6aR,6aR,6bR,8aR,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol; Urs-20(30)-en-3-ol, (3.beta.,18.alpha.,19.alpha.)-; (3.BETA.,18.ALPHA.,19.ALPHA.)-URS-20(30)-EN-3-OL; Urs-20(30)-en-3-ol, (3beta,18alpha,19alpha)-; 2-METHYL-5-(MORPHOLINOSULFONYL)-3-FUROICACID; (3beta,18alpha,19alpha)-urs-20(30)-en-3-ol; 18alpha,19betaH-Urs-20(30)-en-3beta-ol; 18alpha,19alpha-urs-20(30)-en-3beta-ol; TARAXAST-20(30)-EN-3.BETA.-OL; taraxast-20(30)-en-3beta-ol; .ALPHA.-LACTUCEROL; TARAXASTEROL [MI]; alpha-lactucerol; UNII-64SK2ERN9P; Isolactucerol; Taraxasterol; taraxasterin; anthesterin; 64SK2ERN9P; Lactucerol; Saussurol; Taraxasterol



数据库引用编号

14 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)

650 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

  • Yasemin Yücel Yücel, Hüseyin Servi, Kaan Polatoğlu, Ayşe Nalbantsoy. Anthemis tricolor Containing Unusual Totarol with Cytotoxic and Acetylcholinesterase-Inhibitory Activity. Chemistry & biodiversity. 2024 Feb; 21(2):e202300913. doi: 10.1002/cbdv.202300913. [PMID: 38116908]
  • Quanxin Wang, Ruiqi Zhang, Yijun He, Guangmin Mao, Zhaolu Kong. Taraxasterol enhanced bladder cancer cells radiosensitivity via inhibiting the COX-2/PGE2/JAK2/STAT3/MMP pathway. International journal of radiation biology. 2024; 100(5):791-801. doi: 10.1080/09553002.2024.2324475. [PMID: 38442139]
  • Ming Li, Yuxin He, Wei Zhang, Yufeng Yin, Qianming Jiang, Juan J Loor, Jingjing Wang, Jianan Wen, Wei Yang, Chuang Xu, Bingbing Zhang. Taraxasterol alleviates fatty acid-induced lipid deposition in calf hepatocytes by decreasing ROS production and endoplasmic reticulum stress. Journal of animal science. 2023 Jan; ?(?):. doi: 10.1093/jas/skad015. [PMID: 36638067]
  • Tingyao Liu, Jingjing Liao, Min Shi, Li Li, Qun Liu, Xin Cui, Wei Ning, Guoyin Kai. A jasmonate-responsive bHLH transcription factor TaMYC2 positively regulates triterpenes biosynthesis in Taraxacum antungense Kitag. Plant science : an international journal of experimental plant biology. 2023 Jan; 326(?):111506. doi: 10.1016/j.plantsci.2022.111506. [PMID: 36283577]
  • Zikang Xie, Bin Wang, Chong Zheng, Yuxing Qu, Jianda Xu, Bin Wang, Yi Gao, Pengfei Shen. Taraxasterol inhibits inflammation in osteoarthritis rat model by regulating miRNAs and NF-κB signaling pathway. Acta biochimica Polonica. 2022 Nov; 69(4):811-818. doi: 10.18388/abp.2020_6147. [PMID: 36440749]
  • Guangzhi Li, Dongmei Zhang, Shizhen Wang, Ni Jie, Yongting Qin. Protective Role of Taraxasterol against Cardiovascular Aging and Aging-Induced Desensitization of Insulin Signaling. Frontiers in bioscience (Landmark edition). 2022 11; 27(11):311. doi: 10.31083/j.fbl2711311. [PMID: 36472100]
  • Chen Li, Meng Wang, Xiqi Chen, Wei Chen. Taraxasterol ameliorates dextran sodium sulfate-induced murine colitis via improving intestinal barrier and modulating gut microbiota dysbiosis. Acta biochimica et biophysica Sinica. 2022 Mar; 54(3):340-349. doi: 10.3724/abbs.2022019. [PMID: 35538040]
  • Junxiong Wang, Kexin Zheng, Yongcheng Jin, Yurong Fu, Rui Wang, Jing Zhang. Protective Effects of Taraxasterol against Deoxynivalenol-Induced Damage to Bovine Mammary Epithelial Cells. Toxins. 2022 03; 14(3):. doi: 10.3390/toxins14030211. [PMID: 35324708]
  • Wenfang Liu, Qianying Yu, Fei Wang, Yunxia Li, Guohua Zhang, Sirui Tao. Taraxasterol attenuates melanoma progression via inactivation of reactive oxygen species-mediated PI3K/Akt signaling pathway. Human & experimental toxicology. 2022 Jan; 41(?):9603271211069034. doi: 10.1177/09603271211069034. [PMID: 35128947]
  • Gopalakrishnan Saroja Seethapathy, Christian Winther Wold, Kaliamoorthy Ravikumar, Hugo J de Boer, Helle Wangensteen. Ethnopharmacology, biological activities and chemical compounds of Canarium strictum: An important resin-yielding medicinal tree in India. Fitoterapia. 2021 Jul; 152(?):104920. doi: 10.1016/j.fitote.2021.104920. [PMID: 33984435]
  • Fan Yang, Xun-Jia Ye, Ming-Ye Chen, Hong-Chun Li, Yao-Feng Wang, Mei-Yan Zhong, Chun-Su Zhong, Bo Zeng, Li-Hui Xu, Xian-Hui He, Dong-Yun Ouyang. Inhibition of NLRP3 Inflammasome Activation and Pyroptosis in Macrophages by Taraxasterol Is Associated With Its Regulation on mTOR Signaling. Frontiers in immunology. 2021; 12(?):632606. doi: 10.3389/fimmu.2021.632606. [PMID: 33679781]
  • Zimeng Li, Yuanyu Lian, Riming Wei, Ling Jin, Houkang Cao, Tanglian Zhao, Xiaohui Ma, Mingli Zhong, Ya Gao, Kefeng Zhang. Effects of taraxasterol against ethanol and high-fat diet-induced liver injury by regulating TLR4/MyD88/NF-κB and Nrf2/HO-1 signaling pathways. Life sciences. 2020 Dec; 262(?):118546. doi: 10.1016/j.lfs.2020.118546. [PMID: 33035580]
  • Chuanlei Li, Zhihuang Zheng, Yun Xie, Nan Zhu, Jinfang Bao, Qing Yu, Zhigang Zhou, Jun Liu. Protective effect of taraxasterol on ischemia/reperfusion-induced acute kidney injury via inhibition of oxidative stress, inflammation, and apoptosis. International immunopharmacology. 2020 Dec; 89(Pt A):107169. doi: 10.1016/j.intimp.2020.107169. [PMID: 33183976]
  • Kerry Yang, Yanjie Zhang. Reversal of heavy metal-induced antibiotic resistance by dandelion root extracts and taraxasterol. Journal of medical microbiology. 2020 Aug; 69(8):1049-1061. doi: 10.1099/jmm.0.001226. [PMID: 32602832]
  • Wei Chen, Jingwei Li, Chen Li, Hui-Ning Fan, Jing Zhang, Jin-Shui Zhu. Network pharmacology-based identification of the antitumor effects of taraxasterol in gastric cancer. International journal of immunopathology and pharmacology. 2020 Jan; 34(?):2058738420933107. doi: 10.1177/2058738420933107. [PMID: 32701378]
  • Ueveton Pimentel da Silva, Gabriela Milane Furlani, Antônio Jacinto Demuner, Otávio Luis Marques da Silva, Eduardo Vinícius Vieira Varejão. Allelopathic activity and chemical constituents of extracts from roots of Euphorbia heterophylla L. Natural product research. 2019 Sep; 33(18):2681-2684. doi: 10.1080/14786419.2018.1460829. [PMID: 29629832]
  • Jung Yeon Han, Hye-Jeong Jo, Eun Kyung Kwon, Yong Eui Choi. Cloning and Characterization of Oxidosqualene Cyclases Involved in Taraxasterol, Taraxerol and Bauerenol Triterpene Biosynthesis in Taraxacum coreanum. Plant & cell physiology. 2019 Jul; 60(7):1595-1603. doi: 10.1093/pcp/pcz062. [PMID: 31020326]
  • Wei Chen, Wei Da, Chen Li, Huining Fan, Rui Liang, Junqing Yuan, Xiaoqing Huang, Renzhi Yang, Jing Zhang, Jinshui Zhu. Network pharmacology-based identification of the protective mechanisms of taraxasterol in experimental colitis. International immunopharmacology. 2019 Jun; 71(?):259-266. doi: 10.1016/j.intimp.2019.03.042. [PMID: 30927736]
  • Mahboubeh Yousefi Ghale-Salimi, Maryam Eidi, Nasser Ghaemi, Ramezan Ali Khavari-Nejad. Inhibitory effects of taraxasterol and aqueous extract of Taraxacum officinale on calcium oxalate crystallization: in vitro study. Renal failure. 2018 Nov; 40(1):298-305. doi: 10.1080/0886022x.2018.1455595. [PMID: 29619876]
  • Mahboubeh Yousefi Ghale-Salimi, Maryam Eidi, Nasser Ghaemi, Ramezan Ali Khavari-Nejad. Antiurolithiatic effect of the taraxasterol on ethylene glycol induced kidney calculi in male rats. Urolithiasis. 2018 Oct; 46(5):419-428. doi: 10.1007/s00240-017-1023-9. [PMID: 29189886]
  • Tianhao Bao, Yang Ke, Yifan Wang, Weiwei Wang, Yuehua Li, Yan Wang, Xiang Kui, Qixin Zhou, Han Zhou, Cheng Zhang, Dongming Zhou, Lin Wang, Chunjie Xiao. Taraxasterol suppresses the growth of human liver cancer by upregulating Hint1 expression. Journal of molecular medicine (Berlin, Germany). 2018 07; 96(7):661-672. doi: 10.1007/s00109-018-1652-7. [PMID: 29806073]
  • Lu Xu, Yifan Yu, Rui Sang, Jinxia Li, Bingjie Ge, Xuemei Zhang. Protective Effects of Taraxasterol against Ethanol-Induced Liver Injury by Regulating CYP2E1/Nrf2/HO-1 and NF-κB Signaling Pathways in Mice. Oxidative medicine and cellular longevity. 2018; 2018(?):8284107. doi: 10.1155/2018/8284107. [PMID: 30344887]
  • Minli Yang, Kun Lin. Isolation of insecticidal components in Inula salsoloides Ostenf. and characterisation of their activities. Natural product research. 2017 Sep; 31(17):2049-2052. doi: 10.1080/14786419.2016.1269092. [PMID: 28004584]
  • C R R Araújo, R R Silva, T M Silva, J A Takahashi, P A Sales-Junior, N A V Dessimoni-Pinto, E M Souza-Fagundes, A J Romanha, S M F Murta, A F C Alcântara. Constituents from stem barks of Luehea ochrophylla Mart and evaluation of their antiparasitic, antimicrobial, and antioxidant activities. Natural product research. 2017 Aug; 31(16):1948-1953. doi: 10.1080/14786419.2016.1266346. [PMID: 27966397]
  • Ying Wang, Guan-Hao Li, Xin-Yu Liu, Lu Xu, Sha-Sha Wang, Xue-Mei Zhang. IN VIVO ANTI-INFLAMMATORY EFFECTS OF TARAXASTEROL AGAINST ANIMAL MODELS. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2017; 14(1):43-51. doi: 10.21010/ajtcam.v14i1.6. [PMID: 28480383]
  • Liu Xueshibojie, Yu Duo, Wang Tiejun. Taraxasterol inhibits cigarette smoke-induced lung inflammation by inhibiting reactive oxygen species-induced TLR4 trafficking to lipid rafts. European journal of pharmacology. 2016 Oct; 789(?):301-307. doi: 10.1016/j.ejphar.2016.07.047. [PMID: 27477353]
  • Shasha Wang, Ying Wang, Xinyu Liu, Lizeng Guan, Longzheng Yu, Xuemei Zhang. Anti-inflammatory and anti-arthritic effects of taraxasterol on adjuvant-induced arthritis in rats. Journal of ethnopharmacology. 2016 Jul; 187(?):42-8. doi: 10.1016/j.jep.2016.04.031. [PMID: 27109342]
  • Kiran Sharma, Rasheeduz Zafar. Optimization of methyl jasmonate and β-cyclodextrin for enhanced production of taraxerol and taraxasterol in (Taraxacum officinale Weber) cultures. Plant physiology and biochemistry : PPB. 2016 Jun; 103(?):24-30. doi: 10.1016/j.plaphy.2016.02.029. [PMID: 26950922]
  • Nan Zhang, Li Pang, Ning Dong, Dahai Xu, Hong Xu. Quantification of taraxasterol in rat plasma by LC/MS/MS: application to a pharmacokinetic study. Biomedical chromatography : BMC. 2015 Nov; 29(11):1643-9. doi: 10.1002/bmc.3473. [PMID: 25873241]
  • Pooja Srivastava, P V Ajayakumar, Karuna Shanker. Box-Behnken design for optimum extraction of biogenetic chemicals from P. lanceolata with an energy audit (thermal × microwave × acoustic): a case study of HPTLC determination with additional specificity using on-line/off-line coupling with DAD/NIR/ESI-MS. Phytochemical analysis : PCA. 2014 Nov; 25(6):551-60. doi: 10.1002/pca.2529. [PMID: 25043206]
  • Huanzhang Xiong, Yao Cheng, Xian Zhang, Xuemei Zhang. Effects of taraxasterol on iNOS and COX-2 expression in LPS-induced RAW 264.7 macrophages. Journal of ethnopharmacology. 2014 Aug; 155(1):753-7. doi: 10.1016/j.jep.2014.06.023. [PMID: 24945401]
  • Pooja Srivastava, Shilpa Mohanti, Dnyaneshwar Umrao Bawankule, Feroz Khan, Karuna Shanker. Effect of Pluchea lanceolata bioactives in LPS-induced neuroinflammation in C6 rat glial cells. Naunyn-Schmiedeberg's archives of pharmacology. 2014 Feb; 387(2):119-27. doi: 10.1007/s00210-013-0924-6. [PMID: 24101125]
  • Zuleika Briceño, Lorena Almagro, Ana B Sabater-Jara, Antonio A Calderón, María Angeles Pedreño, María Angeles Ferrer. Enhancement of phytosterols, taraxasterol and induction of extracellular pathogenesis-related proteins in cell cultures of Solanum lycopersicum cv Micro-Tom elicited with cyclodextrins and methyl jasmonate. Journal of plant physiology. 2012 Jul; 169(11):1050-8. doi: 10.1016/j.jplph.2012.03.008. [PMID: 22608078]
  • Anna Szakiel, Cezary Pączkowski, Heini Koivuniemi, Satu Huttunen. Comparison of the triterpenoid content of berries and leaves of lingonberry Vaccinium vitis-idaea from Finland and Poland. Journal of agricultural and food chemistry. 2012 May; 60(19):4994-5002. doi: 10.1021/jf300375b. [PMID: 22490120]
  • Naïm Stiti, Marie-Andrée Hartmann. Nonsterol Triterpenoids as Major Constituents of Olea europaea. Journal of lipids. 2012; 2012(?):476595. doi: 10.1155/2012/476595. [PMID: 22523691]
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