Taccalonolide (BioDeep_00000000401)
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C36H46O14 (702.2887)
中文名称: 根薯酮内酯A, 根薯酮内酯 A
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 98.76%
分子结构信息
SMILES: CC(=O)OC1C(OC(C)=O)C2(C)C(C(OC(C)=O)C3C2C(C)C=C2OC(=O)C(C)(O)C23C)C2C(O)C(=O)C3CC4OC4C(OC(C)=O)C3(C)C12
InChI: InChI=1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(28(24)45-13(2)37)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(25(41)26(20)42)11-18-27(49-18)30(33)47-15(4)39/h10,12,17-18,20-24,26-31,42,44H,11H2,1-9H3/t12-,17-,18+,20+,21+,22-,23-,24+,26-,27+,28-,29+,30+,31+,33+,34-,35+,36-/m1/s1
描述信息
Taccalonolide A is a withanolide.
Taccalonolide A is a natural product found in Tacca plantaginea and Tacca chantrieri with data available.
Taccalonolide A is a microtubule stabilizer, which is a steroid isolated from Tacca chantrieri, with cytotoxic and antimalarial activities[1][2]. Taccalonolide A causes G2-M accumulation, Bcl-2 phosphorylation and initiation of apoptosis[1]. Taccalonolide A is effective in vitro against cell lines that overexpress P-glycoprotein (Pgp) and multidrug resistance protein 7 (MRP7), with an IC50 of 622 nM for SK-OV-3 cells[3].
同义名列表
11 个代谢物同义名
[(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14,25-triacetyloxy-3,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl] acetate; 5,7-Dihydroxy-1,5,5a,11a,13a-pentamethyl-4,8-dioxo-4,5,5a,5b,6,6a,6b,7,8,8a,9,9a,10a,11,11a,11b,12,13,13a,13b-icosahydro-1H-oxireno[6,7]naphtho[1,2:7,8]fluoreno[2,1-b]furan-6,11,12,13-tetrayl tetraacetate; (2R,3R,5S)-2-(1-hydroxy-1-methyl-ethyl)-5-[(3R,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]tetrahydropyran-3-ol; 16,24-Cycloergost-22-en-26-oicacid, 1,11,12,15-tetrakis(acetyloxy)-2,3-epoxy-7,23,25-trihydroxy-6-oxo-, g-lactone, (1a,2a,3a,5a,7b,11a,12a,15a,16b,24b,25S)-; PTTJLTMUKRRHAT-VJAKQJMOSA-N; Taccalonolide A; CHEMBL1821838; Taccalonolide; AC1L9BGV; FT-0775320; Taccalonolide A
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:9388
- KEGG: C08635
- PubChem: 441685
- PubChem: 494568
- Metlin: METLIN67087
- ChEMBL: CHEMBL1821838
- LipidMAPS: LMST01160016
- MeSH: taccalonolide A
- KNApSAcK: C00003756
- chemspider: 390298
- CAS: 108885-68-3
- medchemexpress: HY-N2416
- PMhub: MS000020071
- MetaboLights: MTBLC9388
- PubChem: 10828
- 3DMET: B02288
- NIKKAJI: J1.934.836I
- RefMet: Taccalonolide A
- KNApSAcK: 9388
- LOTUS: LTS0115343
- wikidata: Q27108373
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)
4 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
- Vivian T Dike, Burbwa Vihiior, Joel A Bosha, Tung Mei Yin, Godwin Unekwuojo Ebiloma, Harry P de Koning, John O Igoli, Alexander I Gray. Antitrypanosomal Activity of a Novel Taccalonolide from the Tubers of Tacca leontopetaloides.
Phytochemical analysis : PCA.
2016 May; 27(3-4):217-21. doi:
10.1002/pca.2619. [PMID: 27313159] - April L Risinger, Jiangnan Peng, Cristina C Rohena, Hector R Aguilar, Doug E Frantz, Susan L Mooberry. The bat flower: a source of microtubule-destabilizing and -stabilizing compounds with synergistic antiproliferative actions.
Journal of natural products.
2013 Oct; 76(10):1923-9. doi:
10.1021/np4005079. [PMID: 24087857] - Jing Li, Jiangnan Peng, April L Risinger, Susan L Mooberry. Hydrolysis reactions of the taccalonolides reveal structure-activity relationships.
Journal of natural products.
2013 Jul; 76(7):1369-75. doi:
10.1021/np400435t. [PMID: 23855953] - April L Risinger, Susan L Mooberry. Taccalonolides: Novel microtubule stabilizers with clinical potential.
Cancer letters.
2010 May; 291(1):14-9. doi:
10.1016/j.canlet.2009.09.020. [PMID: 19880245] - Tina L Tinley, Deborah A Randall-Hlubek, Rachel M Leal, Evelyn M Jackson, James W Cessac, James C Quada, Thomas K Hemscheidt, Susan L Mooberry. Taccalonolides E and A: Plant-derived steroids with microtubule-stabilizing activity.
Cancer research.
2003 Jun; 63(12):3211-20. doi:
. [PMID: 12810650]
