[CAS NO. 602-41-5] Thiocolchicoside

Name: Thiocolchicoside
Brand: Arctom Scientific
SKU: SLK-S5049

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PRODUCTS SPECIFICATIONS [602-41-5]

Distributor

Catalog

SLK-S5049

Brand

Selleck

CAS

602-41-5

DESCRIPTION [602-41-5]

Overview

MDL	-
Molecular Weight	563.62
Molecular Formula	C27H33NO10S
SMILES	O(C)C1=C2C=3C([C@@H](NC(C)=O)CCC2=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C1OC)=CC(=O)C(SC)=CC3

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	1.7742 mL	8.8712 mL	17.7425 mL
5 mM	0.3548 mL	1.7742 mL	3.5485 mL
10 mM	0.1774 mL	0.8871 mL	1.7742 mL
50 mM	0.0355 mL	0.1774 mL	0.3548 mL

Description

Thiocolchicoside (Thiocolchicine 2-glucoside analog, Coltramyl) is a natural occuring glycoside originated from the flower seeds of superba gloriosa with anti-inflammatory and analgesic properties as well as pronounced convulsant activity. It is also an antagonist of .

Targets

GABAA receptor ^[2]

In vitro

Thiocolchicoside exhibits a selective affinity for the inhibitory gamma-aminobutyric acid and glycinergic receptors. It has an agonistic action at the spinal-strychnine-sensitive receptors that could mediate its myorelaxant effect. It might preferentially interact with a cortical subtype of the gamma-aminobutyric acid type A (GABAA) receptor that expresses low-affinity binding sites for GABA. GABAB receptors are largely unaffected by thiocolchicoside and hence do not contribute to its muscle relaxation action. Thiocolchicoside suppresses osteoclastogenesis induced by receptor activator of nuclear factor kappa-B ligand, breast cancer and multiple myeloma cells through inhibition of inflammatory pathways.

In vivo

Thiocolchicoside is used as muscle relaxant agent without any side effects. It is rapidly absorbed from the gastrointestinal tract, undergoes first pass metabolism with an oral bioavailability of about 25 % and a biological half-life of 5-6 h. Thiocolchicoside is broken down in the body to a metabolite called 3-demethylthiocolchicine that could damage cells therefore inducing toxicity in the embryo, neoplastic changes and fertility reduction in male. Local skin preparations are less toxic.

References

[1] P. Gayatri, et al. Indian Journal of Science & Technology. 2017, 10(24). DOI: 10.17485/ijst/2017/v10i24/113409
[2] Carta M, et al. Neuropharmacology. 2006, 51(4):805-15.
[3] Ashwin Kamath. DHR-IJMS. 2013, 4(2):39-45.

Synonyms

Acetamide, N-[(7S)-3-(β-D-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2-dimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]-

Colchicoside, 10-thio-

Acetamide, N-[3-(β-D-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2-dimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]-, (S)-

Colchicoside, thio-

Benzo[a]heptalene, acetamide deriv.

N-[(7S)-3-(β-D-Glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2-dimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]acetamide

R 271

Thiocolchicoside

Coltramyl

Muscoril

2-Demethoxy-2-glucosidoxythiocolchicine

Miorel

Coltrax

NSC 147755

Miotens

Thiocholshikoside

Etoshine MR