Taraxerol (BioDeep_00000000540)

 

Secondary id: BioDeep_00000323695

human metabolite PANOMIX_OTCML-2023 Endogenous natural product Volatile Flavor Compounds


代谢物信息卡片


(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol

化学式: C30H50O (426.386145)
中文名称: 蒲公英赛醇, 蒲公英萜醇
谱图信息: 最多检出来源 Macaca mulatta(otcml) 11.43%

分子结构信息

SMILES: CC1(C)CCC2(C)CC=C3C(C)(CCC4C3(C)CCC3C(C)(C)C(O)CCC43C)C2C1
InChI: InChI=1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3

描述信息

Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol.
Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available.
See also: Myrica cerifera root bark (part of).
Constituent of Taraxacum officinale (dandelion). Taraxerol is found in many foods, some of which are kiwi, scarlet bean, prairie turnip, and grapefruit/pummelo hybrid.
Taraxerol is found in alcoholic beverages. Taraxerol is a constituent of Taraxacum officinale (dandelion)

同义名列表

24 个代谢物同义名

(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol; (3S,4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-ol; 4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol; 27-NOROLEAN-14-EN-3-OL, 13-METHYL-, (3.BETA.,13.ALPHA.)-; 27-Norolean-14-en-3-ol, 13-methyl-, (3beta,13alpha)-; 27-Norolean-14-en-3-ol,13-methyl-, (3b,13a)-; 3beta-Taraxerol, analytical standard; (3.BETA.)-D-FRIEDOOLEAN-14-EN-3-OL; D-Friedoolean-14-en-3-ol, (3beta)-; (3beta)-D-friedoolean-14-en-3-ol; D-friedoolean-14-en-3 beta-ol; D-Friedoolean-14-en-3beta-ol; (+)-14-taraxeren-3beta-ol; ISOOLEAN-14-EN-3.BETA.-OL; ISOOLEAN-14-EN-3beta-OL; 3beta-taraxerol; TARAXEROL [MI]; (+)-Taraxerol; Taraxerol; Skimmiol?; skimmiol; tiliadin; alnulin; Taraxerol



数据库引用编号

24 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

9 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(7)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

786 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

  • Elek Ferencz, Gabriella Spengler, István Zupkó, Martin Vollár, Zoltán Péter Zomborszki, Norbert Kúsz, Judit Hohmann, Balázs Kovács, Dezső Csupor, Eszter Laczkó-Zöld, Boglárka Csupor-Löffler. Isolation of compounds from the roots of Ambrosia artemisiifolia and their effects on human cancer cell lines. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2023 Apr; ?(?):. doi: 10.1515/znc-2022-0239. [PMID: 37029666]
  • Han-Bin Choi, Sangrea Shim, Myeong-Hyeon Wang, Yong-Eui Choi. De Novo Transcriptome Sequencing of Codonopsis lanceolata for Identification of Triterpene Synthase and Triterpene Acetyltransferase. International journal of molecular sciences. 2023 Mar; 24(6):. doi: 10.3390/ijms24065769. [PMID: 36982844]
  • Yu-Ting Xia, Yu-Qin Zhang, Lu Chen, Liangliang Min, Da Huang, Yulu Zhang, Cong Li, Zhi-Hua Li. Suppression of migration and invasion by taraxerol in the triple-negative breast cancer cell line MDA-MB-231 via the ERK/Slug axis. PloS one. 2023; 18(9):e0291693. doi: 10.1371/journal.pone.0291693. [PMID: 37751436]
  • 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]
  • Mariachiara Spennato, Ottavia Maria Roggero, Simona Varriale, Fioretta Asaro, Angelo Cortesi, Jan Kašpar, Enrico Tongiorgi, Cinzia Pezzella, Lucia Gardossi. Neuroprotective Properties of Cardoon Leaves Extracts against Neurodevelopmental Deficits in an In Vitro Model of Rett Syndrome Depend on the Extraction Method and Harvest Time. Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27248772. [PMID: 36557905]
  • Jinxiu Tan, Chuanbo Zhang, Huihui Pai, Wenyu Lu. Heterologous biosynthesis of taraxerol by engineered Saccharomyces cerevisiae. FEMS microbiology letters. 2022 08; 369(1):. doi: 10.1093/femsle/fnac070. [PMID: 35896500]
  • Bingjie Huo, Yanru Song, Bibo Tan, Jianbo Li, Jie Zhang, Fengbin Zhang, Liang Chang. Research on the mechanisms of taraxerol for the treatment of gastric cancer effect based on network pharmacology. International journal of immunopathology and pharmacology. 2022 Jan; 36(?):20587384211063962. doi: 10.1177/20587384211063962. [PMID: 34986036]
  • Thanh-Nha Tran, Jirapast Sichaem, Van-Kieu Nguyen, Warinthorn Chavasiri, Nakorn Niamnont, Jongkolnee Jongaramruong, Thuc-Huy Duong. A new ent-atisane diterpenoid from the aerial parts of Euphorbia antiquorum L. Natural product research. 2021 Jan; 35(2):312-317. doi: 10.1080/14786419.2019.1629917. [PMID: 31204498]
  • Dao Duc Thien, Tran Duc Dai, Nguyen Hoang Sa, NguyenThi Lieu, Trinh Thi Thuy, Nguyen Thi Hoang Anh, Tran Duc Quan, Le Quoc Thang, Domenico V Delfino, Nguyen Thanh Tam. A new oleanane triterpene from the leaves of Ficus hirta. Natural product research. 2019 Nov; 33(21):3065-3069. doi: 10.1080/14786419.2018.1517122. [PMID: 30398364]
  • 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]
  • Talita Elisa Berté, Ana Paula Dalmagro, Priscila Laiz Zimath, Ana Elisa Gonçalves, Christiane Meyre-Silva, Cristiani Bürger, Carla J Weber, Diogo Adolfo Dos Santos, Valdir Cechinel-Filho, Márcia M de Souza. Taraxerol as a possible therapeutic agent on memory impairments and Alzheimer's disease: Effects against scopolamine and streptozotocin-induced cognitive dysfunctions. Steroids. 2018 04; 132(?):5-11. doi: 10.1016/j.steroids.2018.01.002. [PMID: 29355563]
  • Ritu Khanra, Niloy Bhattacharjee, Tarun K Dua, Ashis Nandy, Achintya Saha, Jatin Kalita, Prasenjit Manna, Saikat Dewanjee. Taraxerol, a pentacyclic triterpenoid, from Abroma augusta leaf attenuates diabetic nephropathy in type 2 diabetic rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Oct; 94(?):726-741. doi: 10.1016/j.biopha.2017.07.112. [PMID: 28802226]
  • Ritu Khanra, Saikat Dewanjee, Tarun K Dua, Niloy Bhattacharjee. Taraxerol, a pentacyclic triterpene from Abroma augusta leaf, attenuates acute inflammation via inhibition of NF-κB signaling. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Apr; 88(?):918-923. doi: 10.1016/j.biopha.2017.01.132. [PMID: 28178622]
  • 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]
  • Patrick Y Ango, Deccaux W F G Kapche, Ghislain W Fotso, Christian D Fozing, Elizabeth M O Yeboah, Renameditswe Mapitse, Ibrahim Demirtas, Bonaventure T Ngadjui, Samuel O Yeboah. Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae). Zeitschrift fur Naturforschung. C, Journal of biosciences. 2016 Mar; 71(3-4):65-71. doi: 10.1515/znc-2015-0147. [PMID: 26959540]
  • Hai-jun Hu, Qing Liu, Ying-bo Yang, Li Yang, Zheng-tao Wang. [Chemical constituents of Clerodendrum trichotomum Leaves]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Sep; 37(9):1590-3. doi: . [PMID: 25857158]
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  • Sutin Kaennakam, Jirapast Sichaem, Suttira Khumkratok, Pongpun Siripong, Santi Tip-pyang. A new taraxerol derivative from the roots of Microcos tomentosa. Natural product communications. 2013 Oct; 8(10):1371-2. doi: . [PMID: 24354177]
  • K N Sangeetha, K Shilpa, P Jyothi Kumari, B S Lakshmi. Reversal of dexamethasone induced insulin resistance in 3T3L1 adipocytes by 3β-taraxerol of Mangifera indica. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Feb; 20(3-4):213-20. doi: 10.1016/j.phymed.2012.10.011. [PMID: 23219340]
  • Yan-Min Liu, Di Tian, He Bao, Gui-Lan Zhao, Jun-Xian Wang. [Study on chemical constituents of root bark of Discocleidion rufescens]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Nov; 35(11):1795-8. doi: . [PMID: 23627092]
  • Swasti S Swain, Kedar K Rout, Pradeep K Chand. Production of triterpenoid anti-cancer compound taraxerol in Agrobacterium-transformed root cultures of butterfly pea (Clitoria ternatea L.). Applied biochemistry and biotechnology. 2012 Oct; 168(3):487-503. doi: 10.1007/s12010-012-9791-8. [PMID: 22843061]
  • Cesar A Silva, Luiz A S Madureira. Source correlation of biomarkers in a mangrove ecosystem on Santa Catarina Island in southern Brazil. Anais da Academia Brasileira de Ciencias. 2012 Sep; 84(3):589-604. doi: 10.1590/s0001-37652012005000042. [PMID: 22782538]
  • Niladri Maity, Neelesh K Nema, Birendra K Sarkar, Pulok K Mukherjee. Standardized Clitoria ternatea leaf extract as hyaluronidase, elastase and matrix-metalloproteinase-1 inhibitor. Indian journal of pharmacology. 2012 Sep; 44(5):584-7. doi: 10.4103/0253-7613.100381. [PMID: 23112418]
  • 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]
  • Jaya Shahi, Ajay Singh. Effect of bioactive compounds extracted from euphorbious plants on hematological and biochemical parameters of Channa punctatus. Revista do Instituto de Medicina Tropical de Sao Paulo. 2011 Sep; 53(5):259-63. doi: 10.1590/s0036-46652011000500004. [PMID: 22012451]
  • Saroj Chauhan, Ajay Singh. Impact of Taraxerol in combination with extract of Euphorbia tirucalli plant on biological parameters of Lymnaea acuminata. Revista do Instituto de Medicina Tropical de Sao Paulo. 2011 Sep; 53(5):265-70. doi: 10.1590/s0036-46652011000500005. [PMID: 22012452]
  • Boglárka Csupor-Löffler, Zsuzsanna Hajdú, István Zupkó, Judit Molnár, Peter Forgo, Andrea Vasas, Zoltán Kele, Judit Hohmann. Antiproliferative constituents of the roots of Conyza canadensis. Planta medica. 2011 Jul; 77(11):1183-8. doi: 10.1055/s-0030-1270714. [PMID: 21294076]
  • Bao Tan, Hai-lian Shi, Guang Ji, Jian-qun Xie. [Effects of taraxerol and taraxerol acetate on cell cycle and apoptosis of human gastric epithelial cell line AGS]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine. 2011 Jun; 9(6):638-42. doi: 10.3736/jcim20110610. [PMID: 21669168]
  • Zhonghua Wang, Ortwin Guhling, Ruonan Yao, Fengling Li, Trevor H Yeats, Jocelyn K C Rose, Reinhard Jetter. Two oxidosqualene cyclases responsible for biosynthesis of tomato fruit cuticular triterpenoids. Plant physiology. 2011 Jan; 155(1):540-52. doi: 10.1104/pp.110.162883. [PMID: 21059824]
  • Ripu M Kunwar, Keshab P Shrestha, Rainer W Bussmann. Traditional herbal medicine in far-west Nepal: a pharmacological appraisal. Journal of ethnobiology and ethnomedicine. 2010 Dec; 6(?):35. doi: 10.1186/1746-4269-6-35. [PMID: 21144003]
  • Moulisha Biswas, Pallab Kanti Haldar, Ashoke Kumar Ghosh. Antioxidant and free-radical-scavenging effects of fruits of Dregea volubilis. Journal of natural science, biology, and medicine. 2010 Jul; 1(1):29-34. doi: 10.4103/0976-9668.71670. [PMID: 22096333]
  • Yong-Sheng Chen, Jie-Ming Xie, Hong Yao, Xiao-Yan Lin, Yong-Hong Zhang. [Studies on the triterpenoids of Vitex trifolia]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Jun; 33(6):908-10. doi: ". [PMID: 21049612]
  • Junxian Wang, Yuanyuan Zhang, Sheng Chen, Min Zhao, Lu Zhang. [Chemical constituents of Discocleidion rufescens]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Jun; 35(11):1435-8. doi: . [PMID: 20822016]
  • Kadapakkam Nandabalan Sangeetha, Sundaresan Sujatha, Velusamy Shanmuganathan Muthusamy, Singaravel Anand, Nirmal Nithya, Devadasan Velmurugan, Arun Balakrishnan, Baddireddi Subhadra Lakshmi. 3beta-taraxerol of Mangifera indica, a PI3K dependent dual activator of glucose transport and glycogen synthesis in 3T3-L1 adipocytes. Biochimica et biophysica acta. 2010 Mar; 1800(3):359-66. doi: 10.1016/j.bbagen.2009.12.002. [PMID: 20026188]
  • Orok E Oyo-Ita, Bassey O Ekpo, Daniel R Oros, Bernd R T Simoneit. Occurrence and sources of triterpenoid methyl ethers and acetates in sediments of the cross-river system, southeast Nigeria. International journal of analytical chemistry. 2010; 2010(?):502076. doi: 10.1155/2010/502076. [PMID: 20414350]
  • Thiago B Correia Da Silva, Vivian Karoline T Souza, Ana Paula F Da Silva, Rosangela P Lyra Lemos, Lucia M Conserva. Determination of the phenolic content and antioxidant potential of crude extracts and isolated compounds from leaves of Cordia multispicata and Tournefortia bicolor. Pharmaceutical biology. 2010 Jan; 48(1):63-9. doi: 10.3109/13880200903046146. [PMID: 20645757]
  • Yu Chen, Xue-Jun Tian, Yun-Fang Li, Guang-Zhong Yang. [Terpenoids from Euphorbia antiquorum L.]. Yao xue xue bao = Acta pharmaceutica Sinica. 2009 Oct; 44(10):1118-22. doi: ". [PMID: 20055134]
  • Chun-yong Jiang, Shu-zhen Mu, Bin Deng, Yong-hui Ge, Jian-xin Zhang, Xiao-jiang Hao. [Studies on the chemical constituents from Euphorbia chrysocoma]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Sep; 32(9):1390-2. doi: . [PMID: 20034213]
  • Karina E Machado, Valdir Cechinel Filho, Rosana C B Cruz, Christiane Meyre-Silva, Alexandre Bella Cruz. Antifungal activity of Eugenia umbelliflora against dermatophytes. Natural product communications. 2009 Sep; 4(9):1181-4. doi: . [PMID: 19831024]
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  • Christiane Meyre-Silva, Cristiane Maes Petry, Talita Elisa Berté, Renan Gandolfi Becker, Francielle Zanatta, Franco Delle-Monache, Valdir Cechinel-Filho, Sérgio Faloni Andrade. Phytochemical analyses and gastroprotective effects of Eugenia umbelliflora (Myrtaceae) on experimental gastric ulcers. Natural product communications. 2009 Jul; 4(7):911-6. doi: . [PMID: 19731591]
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  • Bernd R T Simoneit, Yunping Xu, Renato R Neto, Joshua B Cloutier, Rudolf Jaffé. Photochemical alteration of 3-oxygenated triterpenoids: implications for the origin of 3,4-seco-triterpenoids in sediments. Chemosphere. 2009 Jan; 74(4):543-50. doi: 10.1016/j.chemosphere.2008.09.080. [PMID: 19022472]
  • Chuan-Chung Tsao, Yuh-Chiang Shen, Chung-Ren Su, Chia-Ying Li, Meei-Jen Liou, Nguyen-Xuan Dung, Tian-Shung Wu. New diterpenoids and the bioactivity of Erythrophleum fordii. Bioorganic & medicinal chemistry. 2008 Nov; 16(22):9867-70. doi: 10.1016/j.bmc.2008.09.021. [PMID: 18926710]
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