1,3-dihydroxypropan-2-one

• ChemBase ID: 1548
• Molecular Formular: C3H6O3
• Molecular Mass: 90.07794
• Monoisotopic Mass: 90.03169405
• SMILES: OCC(=O)CO
• Canonical SMILES: OCC(=O)CO
• InChI: InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2
• InChIKey: RXKJFZQQPQGTFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dihydroxypropan-2-one
• IUPAC Traditional name: dihydroxyacetone
• Synonyms: Dihydroxyacetone; Glycerone; Dihydroxyacetone; 1,2-Dihydroxy-2-propanone; DHA; 1,3-Dihydroxypropan-2-one; 1,3-Dihydroxyacetone

Database IDs

• CAS Number: 96-26-4
• EC Number: 202-494-5
• MDL Number: MFCD00004670
• PubChem SID: 160965005; 46505965
• PubChem CID: 670
• CHEBI ID: 16016
• CHEMBL: 1229937
• Chemspider ID: 650
• DrugBank ID: DB01775
• KEGG ID: D07841
• Unique Ingredient Identifier: O10DDW6JOO
• Wikipedia Title: Dihydroxyacetone

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.491444
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5282162
• LogD (pH = 7.4): -1.5282166
• Log P: -1.5282162
• Molar Refractivity: 19.5992 cm^3
• Polarizability: 7.7056212 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.65
• LOG S: 0.97
• Solubility (Water): 8.38e+02 g/l

PROPERTIES

Physical Property

• Melting Point: 89 - 91°C; 90-95°C; 94°C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• RTECS: UC1645000
• GHS Pictograms: : Eye Irrit. 2
• GHS Signal Word: WARNING
• GHS Hazard statements: 319
• GHS Precautionary statements: 264, 280, 305+351+338, 337+313

Product Information

• Purity: 95+%; 97%

DETAILS

MP Biomedicals - 02100602

Crystalline

DrugBank - DB01775

• Drug Groups: experimental
• Description: A ketotriose compound. Its addition to blood preservation solutions results in better maintenance of 2,3-diphosphoglycerate levels during storage. It is readily phosphorylated to dihydroxyacetone phosphate by triokinase in erythrocytes. In combination with naphthoquinones it acts as a sunscreening agent. [PubChem]
• References: WITTGENSTEIN E, GUEST GM: Biochemical effects of dihydroxyacetone. J Invest Dermatol. 1961 Nov;37:421-6. [Pubmed] ; GOLDMAN L, WITTGENSTEIN E, BLANEY D, GOLDMAN J, SAWYER F: Studies of some physical properties of the dihydroxyacetone color complex. J Invest Dermatol. 1961 Apr;36:233-4. [Pubmed] ; WITTGENSTEIN E, BERRY HK: Staining of skin with dihydroxyacetone. Science. 1960 Sep 30;132:894-5. [Pubmed]
• External Links: Wikipedia

REFERENCES

• WITTGENSTEIN E, BERRY HK: Staining of skin with dihydroxyacetone. Science. 1960 Sep 30;132:894-5. Pubmed
• WITTGENSTEIN E, GUEST GM: Biochemical effects of dihydroxyacetone. J Invest Dermatol. 1961 Nov;37:421-6. Pubmed
• GOLDMAN L, WITTGENSTEIN E, BLANEY D, GOLDMAN J, SAWYER F: Studies of some physical properties of the dihydroxyacetone color complex. J Invest Dermatol. 1961 Apr;36:233-4. Pubmed