VOG

(1S,2S,3R,4S,5S)-5-[(1,3-dihydroxypropan-2-yl)amino]-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol

Created: 2018-01-30
Last modified:  2021-03-01

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Chemical Details

Formal Charge0
Atom Count39
Chiral Atom Count5
Bond Count39
Aromatic Bond Count0
2D diagram of VOG

Chemical Component Summary

Name(1S,2S,3R,4S,5S)-5-[(1,3-dihydroxypropan-2-yl)amino]-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol
Synonymsvoglibose
Systematic Name (OpenEye OEToolkits)(1~{S},2~{S},3~{R},4~{S},5~{S})-5-[1,3-bis(oxidanyl)propan-2-ylamino]-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol
FormulaC10 H21 N O7
Molecular Weight267.276
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01C1(CC(C(C(C1O)O)O)NC(CO)CO)(O)CO
SMILESCACTVS3.385OCC(CO)N[CH]1C[C](O)(CO)[CH](O)[CH](O)[CH]1O
SMILESOpenEye OEToolkits2.0.6C1C(C(C(C(C1(CO)O)O)O)O)NC(CO)CO
Canonical SMILESCACTVS3.385 OCC(CO)N[C@H]1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@H]1O
Canonical SMILESOpenEye OEToolkits2.0.6 C1[C@@H]([C@@H]([C@H]([C@@H]([C@]1(CO)O)O)O)O)NC(CO)CO
InChIInChI1.03 InChI=1S/C10H21NO7/c12-2-5(3-13)11-6-1-10(18,4-14)9(17)8(16)7(6)15/h5-9,11-18H,1-4H2/t6-,7-,8+,9-,10-/m0/s1
InChIKeyInChI1.03 FZNCGRZWXLXZSZ-CIQUZCHMSA-N

Drug Info: DrugBank

DrugBank IDDB04878 
NameVoglibose
Groups investigational
DescriptionVoglibose is an alpha-glucosidase inhibitor used for lowering post-prandial blood glucose levels in people with diabetes mellitus. It is made in India by Ranbaxy Labs and sold under the trade name Volix.
Synonyms
  • Voglibosum
  • Voglibose
  • Voglibosa
IndicationFor the treatment of diabetes. It is specifically used for lowering post-prandial blood glucose levels thereby reducing the risk of macrovascular complications.
Categories
  • Alcohols
  • Alimentary Tract and Metabolism
  • Blood Glucose Lowering Agents
  • Carbohydrates
  • Cyclohexanes
ATC-CodeA10BF03
CAS number83480-29-9

Drug Targets

NameTarget SequencePharmacological ActionActions
Maltase-glucoamylaseMARKKLKKFTTLEIVLSVLLLVLFIISIVLIVLLAKESLKSTAPDPGTTG...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL476960
PubChem 444020
ChEMBL CHEMBL476960
ChEBI CHEBI:32300