CAS 96-26-4|Dihydroxyacetone|1,3-dihydroxypropan-2-one|dihydroxyacetone|1,2-Dihydroxy-2-propanone|DHA|Glycerone|Dihydroxyacetone|1,3-Dihydroxyacetone|1,3-Dihydroxypropan-2-one|1,3-Dihydroxydimethyl ...

General Information

Structure

Molecular Formula

C₃H₆O₃

Molecular Mass

90.07794

Exact Mass

90.03169405

Charge

0

InChI

InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2

InChIKey

RXKJFZQQPQGTFL-UHFFFAOYSA-N

Canonic Smiles

OCC(=O)CO

Isomeric Smiles

OCC(=O)CO

Calculated Properties

JChem

LogD (pH = 7.4)

-1.53

LogD (pH = 5.5)

-1.53

Log P

-1.53

Rotatable Bonds

2

H Donor

2

H Acceptors

3

Lipinski's Rule of Five

true

Acid pKa

13.50

Polar Surface Area

57.53

Polarizability

8.10

Molar Refractivity

19.60

LOG S

0.63

Data Source

Academic Data

670

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

Dihydroxyacetone1,2-Dihydroxy-2-propanoneDHAGlyceroneDihydroxyacetone1,3-Dihydroxyacetone1,3-Dihydroxypropan-2-one1,3-Dihydroxydimethyl ketoneBis(hydroxymethyl) ketoneDihydroxyacetonedihydroxyacetone1,3-DihydroxypropanoneGlyceroneDIHYDROXYACETONE1,3-Dihydroxyacetone1,3-propanediol-2-onedihydroxyacetonealpha,alpha'-dihydroxyacetone1,3-Dihydroxypropan-2-one1,3-Dihydroxy-2-propanoneDHA

IUPAC name

1,3-dihydroxypropan-2-one

IUPAC Traditional name

dihydroxyacetone

Names and Identifiers

Registration numbers

PubChem CID

Chemspider ID

CHEMBL

KEGG ID

Wikipedia Title

DrugBank ID

EC Number

CHEBI ID

16016CHEBI:39809CHEBI:24354CHEBI:5453CHEBI:16016CHEBI:14340

Unique Ingredient Identifier

O10DDW6JOO

CAS Number

96-26-4

MDL Number

MFCD00004670

PubChem SID

160965005465059658145042

BRENDA Database

2.2.1.24.1.3.31.1.1.21.1.1.41.1.1.1011.3.1.201.1.1.721.1.1.2022.7.1.291.4.1.B63.1.3.381.2.1.31.1.1.1421.1.1.406

BKMS React Database

1637924227243759516284336650438

MetaboLights Database

MTBLS1565MTBLS560MTBLS615MTBLS1196MTBLS3322MTBLS71MTBLS2081MTBLS298MTBLS2279MTBLS2319MTBLS606MTBLS363MTBLS3487MTBLS1079MTBLS2384

UniProt Database

B7M6V5Q99ZD0O96759Q926R0B2TQR6C1L0I0B4SZZ0Q8FDB3P53442Q9CIV6P0DD02Q8R914Q8EPD6C1ETM6A7GTA8

Protein Data Bank

1un91ojr3ct43pnq6f2f3ohs

SABIO-RK Database

1547715482162212291154731547913241322130315475154781548115474130415476

BRENDA Ligand Database

5162850438437594336642272163792

PubMed Citation Links

24209782235542342159840620936361237480862154902923543734

ACToR Database

96-26-426776-70-5

MetaCyc Database

DIHYDROXYACETONE

EnzymePortal Database

Q58DK4P32816O74192Q8L1D5P43550O93884F1RKQ4Q9WYQ4P45511P0A9S6O13902P0A9S5Q8KIL1P45510Q3LXA3

BioModels Database

BIOMD0000000497BIOMD0000000496

Rhea Database

RHEA:18381RHEA:24264RHEA:28002RHEA:17493RHEA:51728RHEA:15773RHEA:12753RHEA:13769

Golm Database

b3163dab-0fa2-4722-b217-5637cac14a918319d9a6-10fb-4634-8fbd-8d193c3d3c89af5b2231-98ea-4cbe-82e8-f4e4beeb5d1ad0d8bdee-62f1-4bf2-89b8-e7589861bfdc83cf635c-8f49-42cc-9b65-97992f813d833987756f-dc7d-4073-87ac-8213e988b55300ea2801-633e-4b23-acfa-42e9a4ffbdff1e030add-8cd6-494e-b536-26f7be5317b6

IntEnz Database

EC 2.2.1.3EC 2.7.1.121EC 1.1.99.22EC 1.1.1.6EC 1.1.1.156EC 2.7.1.29

Patent number

US2008275106US2003082756EP1422213US2008171004US2008194684EP1752450EP1698325WO2006002105US2007180630US2002052465EP1810659

Beilstein Number

1740268

KEGG DRUG Database

D07841

HMDB Database

HMDB0001882

VirtualMetabolicHuman Database

PDBeChem Database

NMRShiftDB Database

Reaxys Registry

SureChEMBL Database

Registration numbers

Properties

Product Information

Download link

95+%

97%

Physical Property

90-95°C

94°C

89 - 91°C

Properties

Related Proteins

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

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]

Crystalline

A ketotriose consisting of acetone bearing hydroxy substituents at positions 1 and 3. The simplest member of the class of ketoses and the parent of the class of glycerones.

Molecule Details

References

PubChem Literature

From Data Sources

• 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

References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:1548