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Record Information
Version1.0
Creation Date2016-09-30 22:18:56 UTC
Update Date2020-05-21 16:28:41 UTC
BMDB IDBMDB0000048
Secondary Accession Numbers
  • BMDB00048
Metabolite Identification
Common NameMelibiose
DescriptionMelibiose, also known as isomaltose, 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. Melibiose is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Melibiose exists in all living species, ranging from bacteria to humans. Melibiose participates in a number of enzymatic reactions, within cattle. In particular, Melibiose and D-galactose can be biosynthesized from Alpha-lactose; which is mediated by the enzyme Alpha-galactosidase a. In addition, Melibiose can be converted into D-galactose through its interaction with the enzyme Alpha-galactosidase a. In cattle, melibiose is involved in the metabolic pathway called the galactose metabolism pathway.
Structure
Thumb
Synonyms
ValueSource
6-O-alpha-D-Galactopyranosyl-D-glucoseHMDB
6-O-alpha-D-Galactopyranosyl-alpha-D-glucopyranoseHMDB
6-O-Α-D-galactopyranosyl-D-glucoseHMDB
6-O-Α-D-galactopyranosyl-α-D-glucopyranoseHMDB
D-(+)-MelibioseHMDB
D-MelibioseHMDB
alpha-D-MelibioseHMDB
alpha-MelibioseHMDB
Α-D-melibioseHMDB
Α-melibioseHMDB
MelibioseHMDB
Chemical FormulaC12H22O11
Average Molecular Weight342.2965
Monoisotopic Molecular Weight342.116211546
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number585-99-9
SMILESNot Available
InChI Identifier
InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11+,12+/m1/s1
InChI KeyDLRVVLDZNNYCBX-CQHUIXDMSA-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 DescriptorsNot Available
Ontology
StatusDetected but not Quantified
Origin
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Extracellular
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point84 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000.0 mg/mLNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Spleen
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SpleenExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Sub/clinical ketosis
details
HMDB IDHMDB0000048
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMelibiose
METLIN IDNot Available
PubChem Compound6602503
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferencePictet, Ame; Vogel, Hans. The synthesis of melibiose. Helvetica Chimica Acta (1927), 10 280.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Not Available
Specific function:
Removes terminal alpha-N-acetylgalactosamine residues from glycolipids and glycopeptides. Required for the breakdown of glycolipids (By similarity).
Gene Name:
NAGA
Uniprot ID:
Q58DH9
Molecular weight:
46533.0
Reactions
Alpha-Lactose → Melibiose + D-Galactosedetails
Melibiose →2 D-Galactosedetails