GAA

3-nitrophenyl alpha-D-galactopyranoside

Created: 1999-07-08
Last modified:  2020-07-17

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Chemical Details

Formal Charge0
Atom Count36
Chiral Atom Count5
Bond Count37
Aromatic Bond Count6
2D diagram of GAA
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Chemical Component Summary

Name3-nitrophenyl alpha-D-galactopyranoside
SynonymsMETANITROPHENYL-ALPHA-D-GALACTOSIDE; 3-nitrophenyl alpha-D-galactoside; 3-nitrophenyl D-galactoside; 3-nitrophenyl galactoside
Systematic Name (OpenEye OEToolkits)(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(3-nitrophenoxy)oxane-3,4,5-triol
FormulaC12 H15 N O8
Molecular Weight301.249
TypeD-SACCHARIDE

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04[O-][N+](=O)c2cc(OC1OC(C(O)C(O)C1O)CO)ccc2
SMILESCACTVS3.341OC[CH]1O[CH](Oc2cccc(c2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O
SMILESOpenEye OEToolkits1.5.0c1cc(cc(c1)OC2C(C(C(C(O2)CO)O)O)O)[N+](=O)[O-]
Canonical SMILESCACTVS3.341 OC[C@H]1O[C@H](Oc2cccc(c2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O
Canonical SMILESOpenEye OEToolkits1.5.0 c1cc(cc(c1)O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)[N+](=O)[O-]
InChIInChI1.03 InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-2-6(4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12+/m1/s1
InChIKeyInChI1.03 VCCMGHVCRFMITI-IIRVCBMXSA-N

Drug Info: DrugBank

DrugBank IDDB02213 
NameMetanitrophenyl-Alpha-D-Galactoside
Groups experimental
SynonymsMetanitrophenyl-Alpha-D-Galactoside

Drug Targets

NameTarget SequencePharmacological ActionActions
Heat-labile enterotoxin B chainMNKVKCYVLFTALLSSLYAHGAPQTITELCSEYRNTQIYTINDKILSYTE...unknown
Cholera enterotoxin subunit BMIKLKFGVFFTVLLSSAYAHGTPQNITDLCAEYHNTQIYTLNDKIFSYTE...unknown
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
PubChem 445328