Cyclandelate (BioDeep_00000033346)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


3,3,5-trimethylcyclohexyl 2-hydroxy-2-phenylacetate

化学式: C17H24O3 (276.1725354)
中文名称: 扁桃酸3,3,5-三甲基环己酯 (异构体混合物)
谱图信息: 最多检出来源 Homo sapiens(blood) 11.11%

分子结构信息

SMILES: CC1CC(CC(C)(C)C1)OC(=O)C(c1ccccc1)O
InChI: InChI=1S/C17H24O3/c1-12-9-14(11-17(2,3)10-12)20-16(19)15(18)13-7-5-4-6-8-13/h4-8,12,14-15,18H,9-11H2,1-3H3

描述信息

Cyclandelate is only found in individuals that have used or taken this drug. It is a direct-acting smooth muscle relaxant used to dilate blood vessels. It may cause gastrointestinal distress and tachycardia. Cyclandelate is not approved for use in the U.S. or Canada, but is approved in various European countries.Cyclandelate produces peripheral vasodilation by a direct effect on vascular smooth muscle. Pharmacological action may be due to calcium-channel antagonism.
D000890 - Anti-Infective Agents > D000892 - Anti-Infective Agents, Urinary > D008333 - Mandelic Acids
C - Cardiovascular system > C04 - Peripheral vasodilators > C04A - Peripheral vasodilators
C78274 - Agent Affecting Cardiovascular System > C29707 - Vasodilating Agent
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

同义名列表

11 个代谢物同义名

3,3,5-trimethylcyclohexyl 2-hydroxy-2-phenylacetate; 3,5,5-Trimethylcyclohexyl amygdalic acid; 3,3,5-Trimethylcyclohexyl mandelic acid; 3,5,5-Trimethylcyclohexyl amygdalate; 3,3,5-Trimethylcyclohexyl mandelate; 3,5,5-Trimethylcyclohexyl mandelate; Cyclandelic acid; Cyclandelatum; cyclandelate; Cyclospasmol; Ciclandelato



数据库引用编号

10 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)

1 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

  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • R Schindler. Inhibition of purified pig and human liver retinyl ester hydrolase by pharmacologic agents. Lipids. 2001 May; 36(5):543-8. doi: 10.1007/s11745-001-0755-z. [PMID: 11432469]
  • D A White, F Heffron, D Knight, A M Salter. The effects of two acylcoenzyme A: cholesterol acyltransferase (ACAT) inhibitors, cyclandelate and a non-hydrolysable ether analogue, benzyl3,3,5-trimethylcyclohexanol on low density lipoprotein metabolism in macrophages and hepatocytes. Biochemical pharmacology. 1994 Aug; 48(5):915-22. doi: 10.1016/0006-2952(94)90362-x. [PMID: 8093104]
  • N Kaniwa, H Ogata, N Aoyagi, A Ejima, T Takahashi, Y Uezono, Y Imazato. Effect of food on the bioavailability of cyclandelate from commercial capsules. Clinical pharmacology and therapeutics. 1991 Jun; 49(6):641-7. doi: 10.1038/clpt.1991.81. [PMID: 2060253]
  • S Forconi, R Cappelli, M Guerrini, L Volpi, C Frigerio, T Di Perri. Determination of plasma concentrations of cyclandelate and mandelic acid in patients with generalized atherosclerotic vasculopathy treated with oral cyclandelate. The Journal of international medical research. 1990 Jul; 18(4):266-72. doi: 10.1177/030006059001800402. [PMID: 2227073]
  • S Forconi, R Cappelli, M Guerrini, C Frigerio, G L Messa, L Furesi. Fibrinolytic activity of oral cyclandelate in patients with generalized atherosclerotic vasculopathy: a double-blind study. The Journal of international medical research. 1990 Jul; 18(4):257-65. doi: 10.1177/030006059001800401. [PMID: 2121564]
  • K Kojima, Y Uezono, T Takahashi, Y Nakanishi. High-performance liquid chromatographic method for the determination of a cyclandelate metabolite, mandelic acid, in human plasma. Journal of chromatography. 1988 Mar; 425(1):203-7. doi: NULL. [PMID: 3360871]
  • M C Mota, E Leite, M A Ruas, H L Verjans, C B Blakemore, J G Cunha-Vaz. Effect of cyclospasmol on early diabetic retinopathy. International ophthalmology. 1987 Feb; 10(1):3-9. doi: 10.1007/bf00202775. [PMID: 3549595]
  • W E van den Hoven, D W Hall. Inhibition of human platelet functions by cyclandelate. Drugs. 1987; 33 Suppl 2(?):41-52. doi: 10.2165/00003495-198700332-00009. [PMID: 3304954]
  • J A Gevers Leuven, H vd Voort, H J Kempen, E de Wit, L Havekes. The effect of cyclandelate on cholesterol metabolism in patients with familial hypercholesterolaemia. Drugs. 1987; 33 Suppl 2(?):131-5. doi: 10.2165/00003495-198700332-00024. [PMID: 3304952]
  • V W van Hinsbergh. Effect of cyclandelate on prostacyclin release and cytosolic free calcium concentrations in human endothelial cells. Drugs. 1987; 33 Suppl 2(?):60-6. doi: 10.2165/00003495-198700332-00011. [PMID: 3304955]
  • B Middleton, A Middleton, D A White, G D Bell. Dietary cyclandelate decreases pre-established atherosclerosis in the rabbit. Atherosclerosis. 1984 May; 51(2-3):171-8. doi: 10.1016/0021-9150(84)90165-5. [PMID: 6743376]
  • A Middleton, D A White, G D Bell, B Middleton. In vivo inhibition of hepatic lipogenesis in the rat by cyclandelate (3,3',5-trimethylcyclohexanylmandelate). Biochemical pharmacology. 1983 Oct; 32(20):3079-83. doi: 10.1016/0006-2952(83)90252-6. [PMID: 6639676]
  • G Andermann, M Dietz. [Determination of free and conjugated cis-3,3,5-trimethylcyclohexanol in plasma and urine]. Journal of chromatography. 1983 Feb; 272(2):299-305. doi: NULL. [PMID: 6833426]
  • G Andermann, M Dietz. Simultaneous determination of cyclandelate and its metabolite in human plasma by capillary column gas-liquid chromatography. Journal of chromatography. 1981 May; 223(2):365-70. doi: 10.1016/s0378-4347(00)80109-7. [PMID: 7251791]
  • G Andermann, M Dietz, D Mergel. [New determination of cyclandelate in plasma (author's transl)]. Journal de pharmacie de Belgique. 1979 Jul; 34(4):233-7. doi: NULL. [PMID: 501515]