Showing metabocard for D-Maltose (BMDB0000163)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:20:24 UTC
Update Date2020-06-04 20:52:26 UTC
BMDB IDBMDB0000163
Secondary Accession Numbers
  • BMDB00163
Metabolite Identification
Common NameD-Maltose
DescriptionMaltose, also known as alpha-malt sugar or cextromaltose, 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. Maltose exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Maltose exists in all living species, ranging from bacteria to humans.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-O-alpha-D-Glucopyranosyl-alpha-D-mannopyranoseChEBI
4-O-a-D-Glucopyranosyl-a-D-mannopyranoseGenerator
4-O-Α-D-glucopyranosyl-α-D-mannopyranoseGenerator
1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranoseHMDB
1-alpha-delta-Glucopyranosyl-4-alpha-delta-glucopyranoseHMDB
4-(alpha-D-Glucopyranosido)-alpha-glucopyranoseHMDB
4-(alpha-D-Glucosido)-D-glucoseHMDB
4-(alpha-delta-Glucopyranosido)-alpha-glucopyranoseHMDB
4-(alpha-delta-Glucosido)-delta-glucoseHMDB
4-O-a-D-Glucopyranosyl-D-glucoseHMDB
4-O-alpha-D-Glucopyranosyl-D-glucopyranoseHMDB
4-O-alpha-D-Glucopyranosyl-D-glucoseHMDB
4-O-alpha-delta-Glucopyranosyl-delta-glucopyranoseHMDB
4-O-alpha-delta-Glucopyranosyl-delta-glucoseHMDB
Advantose 100HMDB
alpha-D-GLCP-(1->4)-D-GLCPHMDB
alpha-D-Glucopyranosyl-(1->4)-D-glucopyranoseHMDB
alpha-D-Glucopyranosyl-(1->4)-D-glucoseHMDB
alpha-delta-GLCP-(1->4)-delta-GLCPHMDB
alpha-delta-Glucopyranosyl-(1->4)-delta-glucopyranoseHMDB
alpha-delta-Glucopyranosyl-(1->4)-delta-glucoseHMDB
alpha-Malt sugarHMDB
CextromaltoseHMDB
D-(+)-MaltoseHMDB
delta-(+)-MaltoseHMDB
delta-MaltoseHMDB
FinetoseHMDB
Finetose FHMDB
MadorosHMDB
Malt sugarHMDB
MaltobioseHMDB
MaltodioseHMDB
MaltosHMDB
MaltoseHMDB
Maltose HHHMDB
Maltose HHHHMDB
Maltose solutionHMDB
MalzzuckerHMDB
Martos-10HMDB
SunmaltHMDB
Sunmalt SHMDB
Chemical FormulaC12H22O11
Average Molecular Weight342.2965
Monoisotopic Molecular Weight342.116211546
IUPAC Name(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5S,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
Traditional Name(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5S,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
CAS Registry Number69-79-4
SMILES
OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8+,9-,10-,11+,12-/m1/s1
InChI KeyGUBGYTABKSRVRQ-DKBJLJRDSA-N
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
  • O-glycosyl compound
  • Disaccharide
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Lysosome
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point102 - 103 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility780.0 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3ALOGPS
logP-4.7ChemAxon
logS0.23ALOGPS
pKa (Strongest Acidic)11.25ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area189.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.34 m³·mol⁻¹ChemAxon
Polarizability31.43 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Lysosome
Biospecimen Locations
  • Kidney
  • Liver
  • Mammary Gland
  • Placenta
  • Platelet
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
PlateletExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000163
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001193
KNApSAcK IDC00001140
Chemspider ID9166684
KEGG Compound IDC00208
BioCyc IDNot Available
BiGG ID34261
Wikipedia LinkMaltose
METLIN ID413
PubChem Compound10991489
PDB IDNot Available
ChEBI ID47937
References
Synthesis ReferencePedersen, Sven; Vang Hendriksen, Hanne. Method for production of maltose and/or enzymatically modified starch. PCT Int. Appl. (2001), 99 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.

Enzymes

Enzyme Details
1. Lysosomal alpha-glucosidase
General function:
Carbohydrate transport and metabolism
Specific function:
Essential for the degradation of glycogen in lysosomes (PubMed:10723725). Has highest activity on alpha-1,4-linked glycosidic linkages, but can also hydrolyze alpha-1,6-linked glucans.
Gene Name:
GAA
Uniprot ID:
Q9MYM4
Molecular weight:
104757.0
Reactions
D-Maltose →2 Alpha-D-Glucosedetails
Enzyme Details
2. Collectin-43
General function:
Carbohydrate transport and metabolism
Specific function:
Lectin that binds to various sugars: mannose = ManNAc > fucose > GlcNAc > glucose = maltose > galactose > lactose > GalNAc. Could play a role in immune defense.
Gene Name:
CL43
Uniprot ID:
P42916
Molecular weight:
33616.0
Enzyme Details
3. Pulmonary surfactant-associated protein D
General function:
Carbohydrate transport and metabolism
Specific function:
Contributes to the lung's defense against inhaled microorganisms, organic antigens and toxins. Interacts with compounds such as bacterial lipopolysaccharides, oligosaccharides and fatty acids and modulates leukocyte action in immune response. May participate in the extracellular reorganization or turnover of pulmonary surfactant. Binds strongly maltose residues and to a lesser extent other alpha-glucosyl moieties.
Gene Name:
SFTPD
Uniprot ID:
P35246
Molecular weight:
37405.0