1,9-Dideoxyforskolin (BioDeep_00000398757)

   

natural product


代谢物信息卡片


(3R,4aS,5S,6S,6aS,10aS,10bR)-5-(acetyloxy)-3-ethenyldodecahydro-6-hydroxy-3,4a,7,7,10a-pentamethyl-1H-naphtho(2,1-b)pyran-1-one;(3R-(3alpha,4abeta,5beta,6beta,6aalpha,10abeta,10balpha))-5-(acetyloxy)-3-ethenyldodecahydro-6-hydroxy-3,4a,7,7,10a-pentamethyl-1H-naphtho(2,1-b)pyran-1-one

化学式: C22H34O5 (378.2406)
中文名称: 1,9-双脱氧佛司可林, 1,9-二脱氧福斯高林
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C([C@]2([C@]([C@@]3([H])C(=O)C[C@@](C)(O[C@]3(C)[C@H]([C@H]2O)OC(C)=O)C=C)(C)CC1)[H])(C)C
InChI: InChI=1S/C22H34O5/c1-8-20(5)12-14(24)16-21(6)11-9-10-19(3,4)17(21)15(25)18(26-13(2)23)22(16,7)27-20/h8,15-18,25H,1,9-12H2,2-7H3/t15-,16+,17-,18-,20-,21+,22-/m0/s1

描述信息

A labdane diterpenoid that is the 1,9-dideoxy derivative of forskolin.
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.372
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.313
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.234

同义名列表

5 个代谢物同义名

1,9-Dideoxyforskolin; (3R,4aS,5S,6S,6aS,10aS,10bR)-5-(acetyloxy)-3-ethenyldodecahydro-6-hydroxy-3,4a,7,7,10a-pentamethyl-1H-naphtho(2,1-b)pyran-1-one;(3R-(3alpha,4abeta,5beta,6beta,6aalpha,10abeta,10balpha))-5-(acetyloxy)-3-ethenyldodecahydro-6-hydroxy-3,4a,7,7,10a-pentamethyl-1H-naphtho(2,1-b)pyran-1-one; (3R,4aS,5S,6S,6aS,10aS,10bR)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1H-benzo[f]chromen-5-yl acetate; 7beta-acetoxy-8,13-epoxy-6beta-hydroxylabd-14-en-11-one; 1,9-Dideoxyforskolin



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

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12 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

  • Hardik S Bodiwala, Sudeep Sabde, Debashis Mitra, Kamlesh Kumar Bhutani, Inder Pal Singh. Anti-HIV diterpenes from Coleus forskohlii. Natural product communications. 2009 Sep; 4(9):1173-5. doi: ". [PMID: 19831022]
  • Xu-Feng Qi, Dong-Heui Kim, Yang-Suk Yoon, Jian-Hong Li, Soon-Bong Song, Dan Jin, Xue-Zhu Huang, Yung-Chien Teng, Kyu-Jae Lee. The adenylyl cyclase-cAMP system suppresses TARC/CCL17 and MDC/CCL22 production through p38 MAPK and NF-kappaB in HaCaT keratinocytes. Molecular immunology. 2009 Jun; 46(10):1925-34. doi: 10.1016/j.molimm.2009.03.018. [PMID: 19371952]
  • Daniela Terracciano, Angela Mariano, Vincenzo Macchia, Angelina Di Carlo. Analysis of glycoproteins in human colon cancers, normal tissues and in human colon carcinoma cells reactive with monoclonal antibody NCL-19-9. Oncology reports. 2005 Sep; 14(3):719-22. doi: 10.3892/or.14.3.719. [PMID: 16077981]
  • Xunshan Ding, Jeff L Staudinger. Induction of drug metabolism by forskolin: the role of the pregnane X receptor and the protein kinase a signal transduction pathway. The Journal of pharmacology and experimental therapeutics. 2005 Feb; 312(2):849-56. doi: 10.1124/jpet.104.076331. [PMID: 15459237]
  • S Schmieder, O Soriani, E Brochiero, C Raschi, S Bogliolo, S Lindenthal, J Ehrenfeld. Characterization of the taurine transport pathway in A6 kidney cells. The Journal of membrane biology. 2002 Nov; 190(2):145-58. doi: 10.1007/s00232-002-1028-2. [PMID: 12474079]
  • B Rachelle Merriman-Smith, Miriam A Young, Marc D Jacobs, Joerg Kistler, Paul J Donaldson. Molecular identification of P-glycoprotein: a role in lens circulation?. Investigative ophthalmology & visual science. 2002 Sep; 43(9):3008-15. doi: NULL. [PMID: 12202523]
  • M Morales-Mulia, H Pasantes-Morales, J Morán. Volume sensitive efflux of taurine in HEK293 cells overexpressing phospholemman. Biochimica et biophysica acta. 2000 Apr; 1496(2-3):252-60. doi: 10.1016/s0167-4889(00)00023-9. [PMID: 10771093]
  • L J Shi, L A Liu, C A Wang. Effect of forskolin on acetylcholine-induced current in rat pheochromocytoma cells. Acta pharmacologica Sinica. 2000 Mar; 21(3):281-5. doi: . [PMID: 11324432]
  • K Pahan, M Khan, I Singh. Therapy for X-adrenoleukodystrophy: normalization of very long chain fatty acids and inhibition of induction of cytokines by cAMP. Journal of lipid research. 1998 May; 39(5):1091-100. doi: . [PMID: 9610777]
  • T Oda, N Komatsu, T Muramatsu. Inhibitory effect of dideoxyforskolin on cell death induced by ricin, modeccin, diphtheria toxin, and Pseudomonas toxin in MDCK cells. Cell structure and function. 1997 Oct; 22(5):545-54. doi: 10.1247/csf.22.545. [PMID: 9431460]
  • L F Wang, P Dhir, A Bhatnagar, S K Srivastava. Contribution of osmotic changes to disintegrative globulization of single cortical fibers isolated from rat lens. Experimental eye research. 1997 Aug; 65(2):267-75. doi: 10.1006/exer.1997.0330. [PMID: 9268595]
  • O G Björnsson, J D Sparks, C E Sparks, G F Gibbons. Regulation of VLDL secretion in primary culture of rat hepatocytes: involvement of cAMP and cAMP-dependent protein kinases. European journal of clinical investigation. 1994 Feb; 24(2):137-48. doi: 10.1111/j.1365-2362.1994.tb00979.x. [PMID: 8206083]
  • J Hunter, B H Hirst, N L Simmons. Transepithelial vinblastine secretion mediated by P-glycoprotein is inhibited by forskolin derivatives. Biochemical and biophysical research communications. 1991 Dec; 181(2):671-6. doi: 10.1016/0006-291x(91)91243-6. [PMID: 1684494]
  • S Wadler, C P Yang. Reversal of doxorubicin resistance by hydrophobic, but not hydrophilic, forskolins. Molecular pharmacology. 1991 Dec; 40(6):960-4. doi: ". [PMID: 1684637]
  • M Boutjdir, P F Méry, R Hanf, A Shrier, R Fischmeister. High affinity forskolin inhibition of L-type Ca2+ current in cardiac cells. Molecular pharmacology. 1990 Dec; 38(6):758-65. doi: ". [PMID: 1701212]
  • Y Nishizawa, K B Seamon, J W Daly, R S Aronstam. Effects of forskolin and analogues on nicotinic receptor-mediated sodium flux, voltage-dependent calcium flux, and voltage-dependent rubidium efflux in pheochromocytoma PC12 cells. Cellular and molecular neurobiology. 1990 Sep; 10(3):351-68. doi: 10.1007/bf00711180. [PMID: 1701359]
  • S M Swanson, J X Jiang, Y S Chang, N J De Souza, J M Pezzuto. A rapid and sensitive bioassay involving cultured rat glioma cells to screen for substances capable of elevating intracellular cyclic AMP concentration. Journal of natural products. 1988 Sep; 51(5):929-36. doi: 10.1021/np50059a019. [PMID: 2849641]
  • H G Joost, A D Habberfield, I A Simpson, A Laurenza, K B Seamon. Activation of adenylate cyclase and inhibition of glucose transport in rat adipocytes by forskolin analogues: structural determinants for distinct sites of action. Molecular pharmacology. 1988 Apr; 33(4):449-53. doi: NULL. [PMID: 3357486]
  • E M McHugh, R McGee. Direct anesthetic-like effects of forskolin on the nicotinic acetylcholine receptors of PC12 cells. The Journal of biological chemistry. 1986 Mar; 261(7):3103-6. doi: 10.1016/s0021-9258(17)35753-8. [PMID: 3005280]