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Also known as: Coltramyl, Thiocolchicine glycoside, Coltrax, Miorel, N-[1,2-dimethoxy-10-methylsulfanyl-9-oxo-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6,7-dihydro-5h-benzo[a]heptalen-7-yl]acetamide, Nsc624673
Molecular Formula
C27H33NO10S
Molecular Weight
563.6  g/mol
InChI Key
LEQAKWQJCITZNK-MSQQGMGVSA-N

Thiocolchicoside
1 2D Structure

Thiocolchicoside

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[1,2-dimethoxy-10-methylsulfanyl-9-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
2.1.2 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-/m1/s1
2.1.3 InChI Key
LEQAKWQJCITZNK-MSQQGMGVSA-N
2.1.4 Canonical 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
2.1.5 Isomeric SMILES
CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)SC)OC)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 2,14-di-(demethoxy)-2-glucosidoxy-14- Methylthiocolchicine

2. Coltramyl

3. Miorel

4. Myoplge

5. Thiocolchicoside

2.2.2 Depositor-Supplied Synonyms

1. Coltramyl

2. Thiocolchicine Glycoside

3. Coltrax

4. Miorel

5. N-[1,2-dimethoxy-10-methylsulfanyl-9-oxo-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6,7-dihydro-5h-benzo[a]heptalen-7-yl]acetamide

6. Nsc624673

7. 2-demethoxy-2-glucosidoxythiocolchicine

8. Nsc-147755

9. Thiocolchicoside-d3

10. Prestwick_875

11. Prestwick0_000539

12. Prestwick1_000539

13. Prestwick2_000539

14. Prestwick3_000539

15. Bspbio_000557

16. Mls002153865

17. 602-41-5 (unlabeled)

18. Schembl719194

19. Spbio_002478

20. Bpbio1_000613

21. Chembl1705373

22. Chebi:91529

23. Hms1569l19

24. Hms2096l19

25. Hms2234k08

26. Bdbm50248250

27. N-[1,2-dimethoxy-10-methylsulfanyl-9-oxo-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dihydro-5h-benzo[a]heptalen-7-yl]acetamide

28. Smr001233221

29. Sr-01000841233

30. Q1165293

31. Sr-01000841233-2

32. Brd-a11605036-001-03-2

33. N-(3-(hexopyranosyloxy)-1,2-dimethoxy-10-(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide

2.3 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 563.6 g/mol
Molecular Formula C27H33NO10S
XLogP3-0.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Exact Mass563.18251742 g/mol
Monoisotopic Mass563.18251742 g/mol
Topological Polar Surface Area189 Ų
Heavy Atom Count39
Formal Charge0
Complexity1010
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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