Thiocolchicoside (BioDeep_00000230872)

   

PANOMIX_OTCML-2023


代谢物信息卡片


N-[(7S)-1,2-dimethoxy-10-(methylthio)-9-oxo-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

化学式: C27H33NO10S (563.1825078)
中文名称: 硫秋水仙苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 4.11%

分子结构信息

SMILES: CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)SC)OC)OC)OC4C(C(C(C(O4)CO)O)O)O
InChI: InChI=1S/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,19+,22+,23-,24+,27+/m0/s1

描述信息

N-[(7S)-1,2-dimethoxy-10-(methylthio)-9-oxo-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide is a glycoside.
Thiocolchicoside is a semi-synthetic derivative of the colchicine, a natural anti-inflammatory glycoside which originates from the flower seeds of Superba gloriosa. It is a muscle relaxant with anti-inflammatory and analgesic effects. It has potent convulsant activity and should not be administered to individuals prone to seizures.
M - Musculo-skeletal system > M03 - Muscle relaxants > M03B - Muscle relaxants, centrally acting agents
C78281 - Agent Affecting Musculoskeletal System > C29696 - Muscle Relaxant
Thiocolchicoside is a competitive γ-aminobutyric acid type A (GABAA) receptor antagonist and glycine receptor agonist in the central nervous system. Thiocolchicoside is a semisynthetic sulfur derivative of colchicoside. Thiocolchicoside is a muscle relaxant and has anti-inflammatory, and analgesic properties[1].
Thiocolchicoside is a competitive γ-aminobutyric acid type A (GABAA) receptor antagonist and glycine receptor agonist in the central nervous system. Thiocolchicoside is a semisynthetic sulfur derivative of colchicoside. Thiocolchicoside is a muscle relaxant and has anti-inflammatory, and analgesic properties[1].

同义名列表

30 个代谢物同义名

N-[(7S)-1,2-dimethoxy-10-(methylthio)-9-oxo-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide; Acetamide, N-(3-(beta-D-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2-dimethoxy-10-(methylthio)-9-oxobenzo(a)heptalen-7-yl)-, (S)-; Thiocolchicoside crystallised from ethanol, EuropePharmacopoeia (EP) Reference Standard; Thiocolchicoside for system suitability, EuropePharmacopoeia (EP) Reference Standard; 2,14-di-(demethoxy)-2-glucosidoxy-14- methylthiocolchicine; 2-10-Di(demethoxy)-2-glucosyloxy-10-methylthiocolchicine; Thiocolchicoside, >=98\\% (HPLC); Tiocolchicosido [INN-Spanish]; Thiocolchicosidum [INN-Latin]; Thiocolchicoside [INN:DCF]; THIOCOLCHICOSIDE [WHO-DD]; THIOCOLCHICOSIDE [MART.]; Colchicoside, 10-thio-; THIOCOLCHICOSIDE [INN]; Thiocolchicoside (INN); Tiocolchicoside [DCIT]; 10-Thiocolchicoside; Thiocolchicosidum; Thiocolchicoside; Tiocolchicosido; UNII-T1X8S697GT; Tiocolchicoside; Coltramyl (TN); Tox21_110470; T1X8S697GT; Coltramyl; Musco-ril; Myoplège; Coltrax; Miorel



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。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

2 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

  • Fatih Yilmaz, Sevcihan Günen Yılmaz, Meryem Keleş. Thiocolchicoside associated with epileptic seizures in a chronic hemodialysis patient. Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia. 2019 Mar; 30(2):513-516. doi: 10.4103/1319-2442.256859. [PMID: 31031388]
  • Mohammad Ashrafuzzaman, Chih-Yuan Tseng, Marek Duszyk, Jack A Tuszynski. Chemotherapy drugs form ion pores in membranes due to physical interactions with lipids. Chemical biology & drug design. 2012 Dec; 80(6):992-1002. doi: 10.1111/cbdd.12060. [PMID: 23006796]
  • Simone Reuter, Subash C Gupta, Kanokkarn Phromnoi, Bharat B Aggarwal. Thiocolchicoside suppresses osteoclastogenesis induced by RANKL and cancer cells through inhibition of inflammatory pathways: a new use for an old drug. British journal of pharmacology. 2012 Apr; 165(7):2127-39. doi: 10.1111/j.1476-5381.2011.01702.x. [PMID: 21955206]
  • Sonali Jana, G S Shekhawat. Critical review on medicinally potent plant species: Gloriosa superba. Fitoterapia. 2011 Apr; 82(3):293-301. doi: 10.1016/j.fitote.2010.11.008. [PMID: 21059382]
  • Simone Reuter, Sahdeo Prasad, Kanokkarn Phromnoi, Jayaraj Ravindran, Bokyung Sung, Vivek R Yadav, Ramaswamy Kannappan, Madan M Chaturvedi, Bharat B Aggarwal. Thiocolchicoside exhibits anticancer effects through downregulation of NF-κB pathway and its regulated gene products linked to inflammation and cancer. Cancer prevention research (Philadelphia, Pa.). 2010 Nov; 3(11):1462-72. doi: 10.1158/1940-6207.capr-10-0037. [PMID: 20978115]
  • M Trellu, A Filali-Ansary, D Françon, R Adam, P Lluel, C Dubruc, J P Thénot. New metabolic and pharmacokinetic characteristics of thiocolchicoside and its active metabolite in healthy humans. Fundamental & clinical pharmacology. 2004 Aug; 18(4):493-501. doi: 10.1111/j.1472-8206.2004.00277.x. [PMID: 15312157]
  • F C W Sutherland, M J Smit, L Herbst, J Els, H K L Hundt, K J Swart, A F Hundt. Highly specific and sensitive liquid chromatography-tandem mass spectrometry method for the determination of 3-desmethylthiocolchicine in human plasma as analyte for the assessment of bioequivalence after oral administration of thiocolchicoside. Journal of chromatography. A. 2002 Mar; 949(1-2):71-7. doi: 10.1016/s0021-9673(02)00008-0. [PMID: 11999759]
  • M P Ferrari, G Gatti, C Fattore, G Fedele, R Novellini. Comparative bioavailability and tolerability study of two intramuscular formulations of thiocolchicoside in healthy volunteers. European journal of drug metabolism and pharmacokinetics. 2001 Oct; 26(4):257-62. doi: 10.1007/bf03226380. [PMID: 11808868]
  • F Vargas, H Méndez, A Fuentes, J Sequera, G Fraile, M Velásquez, G Cáceres, K Cuello. Photosensitizing activity of thiocolchicoside: photochemical and in vitro phototoxicity studies. Die Pharmazie. 2001 Jan; 56(1):83-8. doi: . [PMID: 11210677]
  • B López-Corcuera, A Geerlings, C Aragón. Glycine neurotransmitter transporters: an update. Molecular membrane biology. 2001 Jan; 18(1):13-20. doi: 10.1080/09687680010028762. [PMID: 11396606]
  • E Weinling, P Sandouk, M Debray, J M Scherrmann. Single- and repeated-dose pharmacokinetics of intramuscular thiocolchicoside in healthy volunteers. International journal of clinical pharmacology and therapeutics. 1999 Oct; 37(10):503-9. doi: NULL. [PMID: 10543318]
  • P Sandouk, O Chappey, M B d'Yvoire, J M Scherrmann. Pharmacokinetics of thiocolchicoside in humans using a specific radioimmunoassay. Therapeutic drug monitoring. 1995 Oct; 17(5):544-8. doi: 10.1097/00007691-199510000-00018. [PMID: 8585121]
  • E Perucca, P Poitou, G Pifferi. Comparative pharmacokinetics and bioavailability of two oral formulations of thiocolchicoside, a GABA-mimetic muscle relaxant drug, in normal volunteers. European journal of drug metabolism and pharmacokinetics. 1995 Oct; 20(4):301-5. doi: 10.1007/bf03190249. [PMID: 8983937]
  • A Sabouraud, O Chappey, T Dupin, J M Scherrmann. Binding of colchicine and thiocolchicoside to human serum proteins and blood cells. International journal of clinical pharmacology and therapeutics. 1994 Aug; 32(8):429-32. doi: NULL. [PMID: 7981928]
  • P Sandouk, M Bouvier d'Yvoire, P Chretien, J P Tillement, J M Scherrmann. Single-dose bioavailability of oral and intramuscular thiocolchicoside in healthy volunteers. Biopharmaceutics & drug disposition. 1994 Jan; 15(1):87-92. doi: 10.1002/bdd.2510150108. [PMID: 8161719]