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Record Information
Version1.0
Created at2020-11-23 18:24:56 UTC
Updated at2021-08-19 23:59:12 UTC
NP-MRD IDNP0002598
Secondary Accession NumbersNone
Natural Product Identification
Common NameD-(+)-Maltose
DescriptionMaltose, also known as glca1-4GLCB, 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. It was first documented in 1991 (PMID: 1839610). Based on a literature review a significant number of articles have been published on maltose (PMID: 17439666) (PMID: 17984079) (PMID: 10923783) (PMID: 15665241).
Structure
Thumb
Synonyms
ValueSource
4-(alpha-D-Glucopyranosido)-alpha-glucopyranoseChEBI
4-O-alpha-D-Glucopyranosyl-beta-D-glucopyranoseChEBI
4-O-alpha-D-Glucopyranosyl-D-glucoseChEBI
alpha-D-GLCP-(1->4)-beta-D-GLCPChEBI
D-MaltoseChEBI
Glca1-4GLCBChEBI
Glcalpha1-4glcbetaChEBI
MaltobioseChEBI
4-(a-D-Glucopyranosido)-a-glucopyranoseGenerator
4-(Α-D-glucopyranosido)-α-glucopyranoseGenerator
4-O-a-D-Glucopyranosyl-b-D-glucopyranoseGenerator
4-O-Α-D-glucopyranosyl-β-D-glucopyranoseGenerator
4-O-a-D-Glucopyranosyl-D-glucoseGenerator
4-O-Α-D-glucopyranosyl-D-glucoseGenerator
a-D-GLCP-(1->4)-b-D-GLCPGenerator
Α-D-GLCP-(1->4)-β-D-GLCPGenerator
b-MaltoseGenerator
β-maltoseGenerator
Chemical FormulaC12H22O11
Average Mass342.2965 Da
Monoisotopic Mass342.11621 Da
IUPAC Name(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
Traditional Nameβ-maltose
CAS Registry NumberNot Available
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-QUYVBRFLSA-N
Spectra
Spectrum TypeDescriptionDepositor IDDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart Lab2021-06-20View Spectrum
2D NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, D2O, experimental)Wishart Lab2021-06-20View Spectrum
Species
Species of Origin
Species NameSourceReference
Arabidopsis thalianaKNApSAcK Database
Capsicum annuumKNApSAcK Database
Oryza sativaKNApSAcK Database
Panax ginsengKNApSAcK Database
Prunus aviumKNApSAcK Database
Solanum lycopersicum L.KNApSAcK Database
Triticum aestivumKNApSAcK Database
Species Where Detected
Species NameSourceReference
Homo sapiens (Urine)KNApSAcK Database
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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point102.00 to 103.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point667.93 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility780000 mg/L @ 20 °C (exp)The Good Scents Company Information System
LogP-3.391 (est)The Good Scents Company Information System
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
Polarizability31.52 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External Links
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001140
Chemspider ID6019
KEGG Compound IDC01971
BioCyc IDMALTOSE
BiGG IDNot Available
Wikipedia LinkMaltose
METLIN IDNot Available
PubChem Compound6255
PDB IDNot Available
ChEBI ID18147
Good Scents IDrw1099251
References
General References
  1. Castrillo JI, Zeef LA, Hoyle DC, Zhang N, Hayes A, Gardner DC, Cornell MJ, Petty J, Hakes L, Wardleworth L, Rash B, Brown M, Dunn WB, Broadhurst D, O'Donoghue K, Hester SS, Dunkley TP, Hart SR, Swainston N, Li P, Gaskell SJ, Paton NW, Lilley KS, Kell DB, Oliver SG: Growth control of the eukaryote cell: a systems biology study in yeast. J Biol. 2007;6(2):4. doi: 10.1186/jbiol54. [PubMed:17439666 ]
  2. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  3. Yoshii H, Furuta T, Kudo J, Linko P: Crystal transformation from anhydrous alpha-maltose to hydrous beta-maltose and from anhydrous trehalose to hydrous trehalose. Biosci Biotechnol Biochem. 2000 Jun;64(6):1147-52. doi: 10.1271/bbb.64.1147. [PubMed:10923783 ]
  4. Weise SE, Kim KS, Stewart RP, Sharkey TD: beta-Maltose is the metabolically active anomer of maltose during transitory starch degradation. Plant Physiol. 2005 Feb;137(2):756-61. doi: 10.1104/pp.104.055996. Epub 2005 Jan 21. [PubMed:15665241 ]
  5. Zhou BY, Zheng YX: Studies on properties of thermostable beta-amylase from Thermoactinomyces sp.V4. Chin J Biotechnol. 1991;7(2):145-52. [PubMed:1839610 ]