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Basic information
- Standard SMILES
O=C[C@H](O)CO- InChIKey
MNQZXJOMYWMBOU-VKHMYHEASA-N- Molecular formula
- C3H6O3
- Average molar mass
- 90.078 g/mol
- Monoisotopic mass
- 90.03169405
Names & identifiers
- Preferred name
- Glyceraldehyde, D-
- IUPAC
- (2R)-2,3-Dihydroxypropanal
- English name
- D-Glyceraldehyde
- Molecular formula
- C3H6O3
- Molecular weight
- 90.08
Names & synonyms
Database identifiers
- CAS
453-17-8- PubChem CID
- 79014
- DTXSID
DTXSID70196464- ChEBI
CHEBI:17378- UNII
- 41A680M0WB
- EC Number
- 207-217-1
- Nikkaji
- J9.119G
Properties
Physicochemical properties
- Melting point
- 127 · 127-129 C
- alpha
- 25 · D25 +8.7° (c = 2 in H2O); D15 +21.2° (c = 18)
- Boiling point
- 17 · bp17 127-129°; bp10 123-126°
- Density
- 1.272 · 1.272±0.06 g/cm3(Predicted)
- refractive index
- 20 · n20/D 1.494
- Flash point
- 112 °C · 112 °C
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO, Methanol (Slightly), Water (Slightly)
- form
- liquid (viscous)
- pka
- 12.6 · 12.60±0.20(Predicted)
- color
- Clear Colourless to Light Brown
- optical activity
- 8.7 · +8.7
- Merck
- 13 · 13,4494
- BRN
- 1720474 · 1720474
- InChI
- 1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m0/s1
- InChIKey
- MNQZXJOMYWMBOU-VKHMYHEASA-N
- SMILES
- OC[C@@H](O)C=O
- CAS DataBase Reference
- 453 · 453-17-8(CAS DataBase Reference)
- FDA UNII
- 41 A680M0WB · 41A680M0WB
- NIST Chemistry Reference
- 2 · Propanal, 2,3-dihydroxy-, (r)-(453-17-8)
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 22 · NA.22
- PPE
- Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-27-36/37/39
- WGK Germany
- 3 · 3
- F
- 10 · 10-23
- Storage Class
- 10 · 10 - Combustible liquids
Safety & regulation
Safety data
- F
- 10-23
- PPE
- Eyeshields, Gloves
- wgk
- 3
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-27-36/37/39
- Storage Class
- 10 - Combustible liquids
Chemistry & industry
Applications
DescriptionD-(+)-Glyceraldehyde is an intermediate in carbohydrate metabolism. It is phosphorylated by triose kinase to produce D-glyceraldehyde 3-phosphate, an intermediate in glycolysis, gluconeogenesis, photosynthesis, and other metabolic pathways.
UsesD-Glyceraldehyde is the simplest of all aldoses and have been shown to be the one of the carbonyl metabolite of dietary fructose.
UsesD-(+)-Glyceraldehyde can be utilized as a reactant in the synthesis of: (S)-homophenylalanine by ruthenium oxidation of a 3-amino-1,2-diol generated via coupling of an amine, and α-hydroxyaldehyde.β- and γ-allenols via metal-catalyzed cyclization. Allenols are used as a key precursor for the preparation of enantiopure dihydropyrans and tetrahydrooxepines.Isopropylidene D-glyceraldehyde intermediate, which controls the chirality in the total synthesis of prostaglandins (PGE1).
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: The D-enantiomer of glyceraldehyde.
Related reactions
Linked notes
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