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2D Structure
Also known as: 20408-97-3, D-glucose, 5-thio-, (2r,3r,4s,5r)-2,3,4,6-tetrahydroxy-5-mercaptohexanal, (2r,3r,4s,5r)-2,3,4,6-tetrahydroxy-5-sulfanylhexanal, 3prv1384uo, Brn 1865193
Molecular Formula
C6H12O5S
Molecular Weight
196.22  g/mol
InChI Key
IJJLRUSZMLMXCN-SLPGGIOYSA-N
FDA UNII
3PRV1384UO

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R,4S,5R)-2,3,4,6-tetrahydroxy-5-sulfanylhexanal
2.1.2 InChI
InChI=1S/C6H12O5S/c7-1-3(9)5(10)6(11)4(12)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m0/s1
2.1.3 InChI Key
IJJLRUSZMLMXCN-SLPGGIOYSA-N
2.1.4 Canonical SMILES
C(C(C(C(C(C=O)O)O)O)S)O
2.1.5 Isomeric SMILES
C([C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)S)O
2.2 Other Identifiers
2.2.1 UNII
3PRV1384UO
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-thio-d-glucose, 6-phosphate

2. 5-thioglucose

2.3.2 Depositor-Supplied Synonyms

1. 20408-97-3

2. D-glucose, 5-thio-

3. (2r,3r,4s,5r)-2,3,4,6-tetrahydroxy-5-mercaptohexanal

4. (2r,3r,4s,5r)-2,3,4,6-tetrahydroxy-5-sulfanylhexanal

5. 3prv1384uo

6. Brn 1865193

7. Einecs 243-798-8

8. Glucose, 5-thio-, D-

9. Unii-3prv1384uo

10. Ai3-63209

11. Schembl246998

12. Chembl3322300

13. 5-thio-d-glucose [mi]

14. Dtxsid701031304

15. Mfcd00148892

16. Zinc13526832

17. Akos015855461

18. Akos015919103

19. Cs-w015705

20. S12089

21. As-69032

22. 408t973

23. A814534

24. Q27257877

25. (2r,3r,4s,5r)-2,3,4,6-tetrahydroxy-5-mercaptohexanal, (5-thio-d-glucose)

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 196.22 g/mol
Molecular Formula C6H12O5S
XLogP3-2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass196.04054465 g/mol
Monoisotopic Mass196.04054465 g/mol
Topological Polar Surface Area99 Ų
Heavy Atom Count12
Formal Charge0
Complexity142
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antimetabolites, Antineoplastic

Antimetabolites that are useful in cancer chemotherapy. (See all compounds classified as Antimetabolites, Antineoplastic.)


Antispermatogenic Agents

Agents, either mechanical or chemical, which destroy spermatozoa in the male genitalia and block spermatogenesis. (See all compounds classified as Antispermatogenic Agents.)


Radiation-Sensitizing Agents

Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells. (See all compounds classified as Radiation-Sensitizing Agents.)