Record Information
Version2.0
Creation Date2012-07-30 14:54:47 -0600
Update Date2015-06-03 17:20:50 -0600
Secondary Accession Numbers
  • ECMDB21184
Identification
Name:Acetyl-maltose
DescriptionAcetyl-maltose is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates.
Structure
Thumb
Synonyms:
  • 1-O-Acetyl-4-O-a-D-glucopyranosyl-a-D-glucopyranose
  • 1-O-Acetyl-4-O-alpha-D-glucopyranosyl-alpha-D-glucopyranose
  • 1-O-Acetyl-4-O-α-D-glucopyranosyl-α-D-glucopyranose
  • 6-O-Acetyl-a-D-glucopyranosyl-(1->4)-D-glucose
  • 6-O-Acetyl-alpha-D-glucopyranosyl-(1->4)-D-glucose
  • 6-O-Acetyl-α-D-glucopyranosyl-(1->4)-D-glucose
  • a-D-Glucopyranosyl-(1Right4)-1-O-acetyl-a-D-glucopyranose
  • Acetyl-maltose
  • Alpha-D-Glucopyranosyl-(1right4)-1-O-acetyl-alpha-D-glucopyranose
  • α-D-Glucopyranosyl-(1Right4)-1-O-acetyl-α-D-glucopyranose
Chemical Formula:C14H24O12
Weight:Average: 384.3332
Monoisotopic: 384.126776232
InChI Key:QBQSGZSHVKFNMZ-SASNSOKNSA-N
InChI:InChI=1S/C14H24O12/c1-4(17)23-13-11(22)9(20)12(6(3-16)25-13)26-14-10(21)8(19)7(18)5(2-15)24-14/h5-16,18-22H,2-3H2,1H3/t5-,6-,7-,8+,9-,10-,11-,12-,13+,14-/m1/s1
CAS number:Not Available
IUPAC Name:(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl acetate
Traditional IUPAC Name:acetyl-maltose
SMILES:[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(OC(C)=O)O[C@]2([H])CO)[C@]1([H])O
Chemical Taxonomy
Description belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • Disaccharide
  • O-glycosyl compound
  • Oxane
  • Carboxylic acid ester
  • Secondary alcohol
  • Polyol
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Acetal
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:0
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility371 g/LALOGPS
logP-2.4ALOGPS
logP-4.3ChemAxon
logS-0.02ALOGPS
pKa (Strongest Acidic)11.93ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area195.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity77.49 m³·mol⁻¹ChemAxon
Polarizability35.67 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:Not Available
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-7349000000-60e76e33f721a17230fbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9472000000-7428d115b2d134840d69View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9720000000-9c36de164027925e4d26View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a5c-9245000000-a64f5fe3a6fcb6a49abfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ab9-9432000000-e61589eb25e03bf9ef3eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9810000000-1e8b2bb001db73cef5e2View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID2411
HMDB IDNot Available
Pubchem Compound ID188
Kegg IDC02130
ChemSpider ID9524553
Wikipedia IDNot Available
BioCyc IDACETYLMALTOSE
EcoCyc IDACETYLMALTOSE

Enzymes

General function:
Involved in transferase activity
Specific function:
Acetylates maltose and other sugars
Gene Name:
maa
Uniprot ID:
P77791
Molecular weight:
20096
Reactions
Acetyl-CoA + maltose = CoA + acetyl-maltose.