Maltobionic acid
Basic information
- CAS
534-42-9- Standard SMILES
O=C(O)[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CO- InChIKey
JYTUSYBCFIZPBE-HTYIASRTNA-N- Molecular formula
- C12H22O12
- Average molar mass
- 358.3 g/mol
- Monoisotopic mass
- 358.11112613
Overview
See also: Lactobionic Acid (annotation moved to); Lactobionate (annotation moved to).
Names & identifiers
- Preferred name
- Maltobionic acid
- IUPAC
- (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
- English name
- 4-O-(α-D-Glucopyranosyl)-D-gluco-hexonic acid
- Molecular formula
- C12H22O12
- Molecular weight
- 358.3
Names & synonyms
Maltobionic acid534-42-947RDD4XT2O4-o-alpha-d-glucopyranosyl-d-gluconic acidD-Gluconic acid, 4-O-alpha-D-glucopyranosyl-RefChem:800814GlyTouCan:G83915AKG83915AKcellobionic acid, maltobionic acid; ALPHA-D-GLUCO700-394-0(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexanoic acidMFCD30738187
Show more names
Maltic acidMaltose acidMaltosic acid4-O-(α-D-Glucopyrano4-O-(α-D-Glucopyranosyl)-D-4-O-α-D-Glucopyranosyl-D-gluconicacid4-O-α-D-Glucopyranosyl-D-gluconic acidD-Gluconic acid, 4-O-α-D-glucopyranosyl-
(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acidUNII-47RDD4XT2O4-O-a-D-Glucopyranosyl-D-gluconic acidMaltobionsaureC12H22O124-O-(alpha-D-Glucopyranosyl)-D-gluco-hexonic acidorb2663524SCHEMBL2996916
Properties
Computed structural properties
- XLogP
- -5
- Topological polar surface area
- 218 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 8
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 405
Physicochemical properties
- Melting point
- 155 · 155-157 °C (decomp)
- Boiling point
- 864.7 · 864.7±65.0 °C(Predicted)
- Density
- 1.79 · 1.79±0.1 g/cm3(Predicted)
- pka
- 3.28 · 3.28±0.35(Predicted)
- Cosmetics Ingredients Functions
- BUFFERING
- InChI
- InChI=1/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,12/s3
- InChIKey
- JYTUSYBCFIZPBE-HTYIASRTNA-N
- SMILES
- C(O)(=O)[C@H](O)[C@@H](O)[C@H](OC1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@H](O)CO |&1:3,5,7,10,12,14,16,20,r|
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 47 RDD4XT2O · 47RDD4XT2O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Chemistry & industry
Applications
DescriptionMaltobionic acid can be used as a flavoring agent to enhance the natural flavor and taste of certain food products. It also contributes to the antioxidant effect in food and can be used in the manufacture of food and feed products.
UsesMaltoic acid can contribute to the viscosity of food products. In addition, it can enhance the natural flavor and taste (flavoring agent) of certain food products.
Preparation methods
PreparationMaltobionic acid production: Sodium maltonate is produced from maltose by oxidation catalyzed by sugar oxidase and catalase.
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Related reactions
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Compound notes
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