U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C3H6O3
Molecular Weight 90.0779
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDROXYACETONE

SMILES

OCC(=O)CO

InChI

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

HIDE SMILES / InChI

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
ALMAY HEALTH GLOW 3-1 SELF TANNER

Approved Use

Helps prevent sunburn. If used as directed with other sun protection measures, decreases the risk of skin cancer and early skin aging caused by the sun

Launch Date

2016
PubMed

PubMed

TitleDatePubMed
Reduction of human blood O2 affinity using dihydroxyacetone, phosphate, and pyruvate.
1979 Sep
Turbo-PUVA: dihydroxyacetone-enhanced photochemotherapy for psoriasis: a pilot study.
1999 May
Generation of choline for acetylcholine synthesis by phospholipase D isoforms.
2001
Pictet-Spengler condensation of the antiparkinsonian drug L-DOPA with D-glyceraldehyde. Opposite kinetic effects of Fe3+ and Cu2+ ions and possible implications for the origin of therapeutic side effects.
2001 Apr
Synthesis and antiviral activity of fluoro-substituted apio dideoxynucleosides.
2001 Apr
Mass spectrometry as a novel approach to probe cooperativity in multimeric enzymatic systems.
2001 Apr 1
The mitochondrial consequences of uncoupling intact cells depend on the nature of the exogenous substrate.
2001 Apr 1
Metabolic and functional studies on isolated islets in a new rat model of type 2 diabetes.
2001 Apr 25
Thermodynamics of the folding of D-glyceraldehyde-3-phosphate dehydrogenase assisted by protein disulfide isomerase studied by microcalorimetry.
2001 Aug
Structural and kinetic modifications of aldose reductase by S-nitrosothiols.
2001 Aug 15
Effect of metformin on fatty acid and glucose metabolism in freshly isolated hepatocytes and on specific gene expression in cultured hepatocytes.
2001 Aug 15
Expression of the MTA1 mRNA in thymoma patients.
2001 Dec 28
Carbohydrate and amino acid degradation pathways in L-methionine/D-[13C] glucose model systems.
2001 Feb
Heterodimeric dihydroxyacetone kinase from a ptsI mutant of Escherichia coli.
2001 Feb
The sugar model: catalysis by amines and amino acid products.
2001 Feb-Apr
Role of botrytized grape micro-organisms in SO2 binding phenomena.
2001 Jan
The nicotinamide biosynthetic pathway is a by-product of the RNA world.
2001 Jan
Molecular and physiological characterization of the NAD-dependent glycerol 3-phosphate dehydrogenase in the filamentous fungus Aspergillus nidulans.
2001 Jan
Chemical mechanism and substrate binding sites of NADP-dependent aldehyde dehydrogenase from Streptococcus mutans.
2001 Jan 30
Precursor balancing for metabolic engineering of lycopene production in Escherichia coli.
2001 Jan-Feb
Studies on the function of yeast protein disulfide isomerase in renaturation of proteins.
2001 Jul 9
Heat shock restores insulin secretion after injury by nitric oxide by maintaining glucokinase activity in rat islets.
2001 Jun 1
Targeted and extended acetylation of histones H4 and H3 at active and inactive genes in chicken embryo erythrocytes.
2001 Jun 8
Syntheses and structure--activity relationships of novel apio and thioapio dideoxydidehydronucleosides as anti-HCMV agents.
2001 Mar 1
Gelatin microspheres crosslinked with D,L-glyceraldehyde as a potential drug delivery system: preparation, characterisation, in vitro and in vivo studies.
2001 Mar 14
A high-sucrose diet increases gluconeogenic capacity in isolated periportal and perivenous rat hepatocytes.
2001 May
The dihydroxyacetone kinase of Escherichia coli utilizes a phosphoprotein instead of ATP as phosphoryl donor.
2001 May 15
Heat treatment adaptations in Clostridium perfringens vegetative cells.
2001 Oct
In vivo formation of Maillard reaction free radicals in mouse skin.
2001 Sep
Significance of two distinct types of tryptophan synthase beta chain in Bacteria, Archaea and higher plants.
2002
Thermodynamic analysis of the emergence of new regulatory properties in a phosphoribulokinase-glyceraldehyde 3-phosphate dehydrogenase complex.
2002 Apr 12
Mitochondrial metabolism sets the maximal limit of fuel-stimulated insulin secretion in a model pancreatic beta cell: a survey of four fuel secretagogues.
2002 Apr 5
Biosynthesis of d-arabinose in Mycobacterium smegmatis: specific labeling from d-glucose.
2002 Feb 15
Inhibition of the mitochondrial permeability transition by aldehydes.
2002 Feb 22
The influence of temperature, salt and pH on the inhibitory effect of reuterin on Escherichia coli.
2002 Feb 5
A novel bifunctional molybdo-enzyme catalyzing both decarboxylation of indolepyruvate and oxidation of indoleacetaldehyde from a thermoacidophilic archaeon, Sulfolobus sp. strain 7.
2002 Jan 16
The crystal structure of the allosteric non-phosphorylating glyceraldehyde-3-phosphate dehydrogenase from the hyperthermophilic archaeum Thermoproteus tenax.
2002 May 31
Patents

Patents

Name Type Language
DIHYDROXYACETONE
FHFI   HSDB   INCI   MART.   MI   USP   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
DIHYDROXYACETONE [FHFI]
Common Name English
DIHYDROXYACETONE [USP-RS]
Common Name English
Dihydroxyacetone [WHO-DD]
Common Name English
DIHYDROXYACETONE [INCI]
Common Name English
DIHYDROXYACETONE [USP MONOGRAPH]
Common Name English
DIHYDROXYACETONE [HSDB]
Common Name English
1,3-DIHYDROXY-2-PROPANONE
Systematic Name English
DIHYDROXYACETONE [MART.]
Common Name English
NSC-24343
Code English
GLYCERONE
Systematic Name English
1,3-DIHYDROXYACETONE
Systematic Name English
DIHYDROXYACETONE [VANDF]
Common Name English
DIHYDROXYACETONE [MI]
Common Name English
FEMA NO. 4033
Code English
Classification Tree Code System Code
NCI_THESAURUS C344
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
Code System Code Type Description
JECFA MONOGRAPH
1700
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
PUBCHEM
670
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
CAS
96-26-4
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
EVMPD
SUB36178
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
EPA CompTox
DTXSID0025072
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
HSDB
7513
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
RXCUI
3430
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL1229937
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
NSC
24343
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
MERCK INDEX
m4470
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY Merck Index
RS_ITEM_NUM
1204102
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
NCI_THESAURUS
C76586
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
MESH
D004098
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
DAILYMED
O10DDW6JOO
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
CHEBI
16016
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
SMS_ID
100000128729
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
WIKIPEDIA
DIHYDROXYACETONE
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-494-5
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
DRUG BANK
DB01775
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY
FDA UNII
O10DDW6JOO
Created by admin on Fri Dec 15 15:22:06 GMT 2023 , Edited by admin on Fri Dec 15 15:22:06 GMT 2023
PRIMARY