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
The crystal structure of the allosteric non-phosphorylating glyceraldehyde-3-phosphate dehydrogenase from the hyperthermophilic archaeum Thermoproteus tenax.
2002-05-31
Thermodynamic analysis of the emergence of new regulatory properties in a phosphoribulokinase-glyceraldehyde 3-phosphate dehydrogenase complex.
2002-04-12
Mitochondrial metabolism sets the maximal limit of fuel-stimulated insulin secretion in a model pancreatic beta cell: a survey of four fuel secretagogues.
2002-04-05
Detection, quantitation, purification, and identification of cardiac proteins S-thiolated during ischemia and reperfusion.
2002-03-22
Reaction of folic acid with reducing sugars and sugar degradation products.
2002-03-13
Phospholipase D2 directly interacts with aldolase via Its PH domain.
2002-03-12
A novel tryptophan synthase beta-subunit from the hyperthermophile Thermotoga maritima. Quaternary structure, steady-state kinetics, and putative physiological role.
2002-03-08
Differential effects of hyperlipidemia on insulin secretion in islets of langerhans from hyperglycemic versus normoglycemic rats.
2002-03
Inhibition of the mitochondrial permeability transition by aldehydes.
2002-02-22
Biosynthesis of d-arabinose in Mycobacterium smegmatis: specific labeling from d-glucose.
2002-02-15
The influence of temperature, salt and pH on the inhibitory effect of reuterin on Escherichia coli.
2002-02-05
Metabolism of D-[1-(13)C]fructose, D-[2-(13)C]fructose, and D-[6-(13)C]fructose in rat hepatocytes incubated in the presence of H(2)O or D(2)O.
2002-02
Chemiluminescent assay of alkaline phosphatase using dihydroxyacetone phosphate as substrate detected with lucigenin.
2002-01-30
Advanced glycation end products-induced apoptosis and overexpression of vascular endothelial growth factor in bovine retinal pericytes.
2002-01-25
Role of substrates in the regulation of mitochondrial function in situ.
2002-01-19
HSP90, HSP70, and GAPDH directly interact with the cytoplasmic domain of macrophage scavenger receptors.
2002-01-18
A novel bifunctional molybdo-enzyme catalyzing both decarboxylation of indolepyruvate and oxidation of indoleacetaldehyde from a thermoacidophilic archaeon, Sulfolobus sp. strain 7.
2002-01-16
A functional role for a flexible loop containing Glu182 in the class II fructose-1,6-bisphosphate aldolase from Escherichia coli.
2002-01-11
Carbonaceous meteorites as a source of sugar-related organic compounds for the early Earth.
2002-01-10
Real-time quantitative polymerase chain reaction for MDR1, MRP1, MRP2, and CYP3A-mRNA levels in Caco-2 cell lines, human duodenal enterocytes, normal colorectal tissues, and colorectal adenocarcinomas.
2002-01
Digital analysis of cDNA abundance; expression profiling by means of restriction fragment fingerprinting.
2002
Significance of two distinct types of tryptophan synthase beta chain in Bacteria, Archaea and higher plants.
2002
Expression of the MTA1 mRNA in thymoma patients.
2001-12-28
AI-based algorithms for protein surface comparisons.
2001-12
Vascular endothelial growth factor mRNA in eutopic and ectopic endometrium.
2001-12
Crystal structure of the non-regulatory A(4 )isoform of spinach chloroplast glyceraldehyde-3-phosphate dehydrogenase complexed with NADP.
2001-11-30
Biosynthesis of vitamin B(6) in yeast: incorporation pattern of glucose.
2001-11-21
Snapshots of catalysis: the structure of fructose-1,6-(bis)phosphate aldolase covalently bound to the substrate dihydroxyacetone phosphate.
2001-11-20
Contribution of phosphate intrinsic binding energy to the enzymatic rate acceleration for triosephosphate isomerase.
2001-11-14
Cyclic AMP affinity purification and ESI-QTOF MS-MS identification of cytosolic glyceraldehyde 3-phosphate dehydrogenase and two nucleoside diphosphate kinase isoforms from tobacco BY-2 cells.
2001-11-09
Convenient and rapid ribonuclease protection assay for use with primary cell cultures.
2001-11
Engineered nonphosphorylating glyceraldehyde 3-phosphate dehydrogenase at position 268 binds hydroxylamine and hydrazine as acyl acceptors.
2001-11
Sources of blood glycerol during fasting.
2001-11
Thiol/disulfide interconversion in bovine lens aldose reductase induced by intermediates of glutathione turnover.
2001-10-09
Skin pigmentation enhancers.
2001-10
Effects of leptin on the differentiation and metabolism of human adipocytes.
2001-10
Heat treatment adaptations in Clostridium perfringens vegetative cells.
2001-10
The non-mevalonate pathway of isoprenoids: genes, enzymes and intermediates.
2001-10
Structure-activity relationships of apio nucleosides as potential antiviral agents.
2001-09-21
In vivo formation of Maillard reaction free radicals in mouse skin.
2001-09
Glyceraldehyde-3-phosphate dehydrogenase is negatively regulated by ADP-ribosylation in the fungus Phycomyces blakesleeanus.
2001-09
Structural and kinetic modifications of aldose reductase by S-nitrosothiols.
2001-08-15
Cleaving of ketosubstrates by transketolase and the nature of the products formed.
2001-08
Thermodynamics of the folding of D-glyceraldehyde-3-phosphate dehydrogenase assisted by protein disulfide isomerase studied by microcalorimetry.
2001-08
Allosteric activation of pyruvate kinase via NAD+ in rat liver cells.
2001-07
ICI 182,780 acts as a partial agonist and antagonist of estradiol effects in specific cells of the sheep uterus.
2001-06
Mechanistic imperatives for aldose-ketose isomerization in water: specific, general base- and metal ion-catalyzed isomerization of glyceraldehyde with proton and hydride transfer.
2001-02-07
Generation of choline for acetylcholine synthesis by phospholipase D isoforms.
2001
Dihydroxyacetone in a new formulation--a powerful therapeutic option in vitiligo.
2001
Reduction of human blood O2 affinity using dihydroxyacetone, phosphate, and pyruvate.
1979-09
Patents

Patents

Name Type Language
Dihydroxyacetone
FHFI   HSDB   INCI   MART.   MI   USP   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
FEMA NO. 4033
Preferred Name English
DIHYDROXYACETONE [FHFI]
Common Name English
DIHYDROXYACETONE [USP-RS]
Common Name English
Dihydroxyacetone [WHO-DD]
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
Classification Tree Code System Code
NCI_THESAURUS C344
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
Code System Code Type Description
JECFA MONOGRAPH
1700
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
PUBCHEM
670
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
CAS
96-26-4
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
EVMPD
SUB36178
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
EPA CompTox
DTXSID0025072
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
HSDB
7513
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
RXCUI
3430
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY RxNorm
ChEMBL
CHEMBL1229937
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
NSC
24343
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
MERCK INDEX
m4470
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY Merck Index
RS_ITEM_NUM
1204102
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
NCI_THESAURUS
C76586
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
MESH
D004098
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
DAILYMED
O10DDW6JOO
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
CHEBI
16016
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
SMS_ID
100000128729
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
WIKIPEDIA
DIHYDROXYACETONE
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-494-5
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
DRUG BANK
DB01775
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY
FDA UNII
O10DDW6JOO
Created by admin on Mon Mar 31 17:55:23 GMT 2025 , Edited by admin on Mon Mar 31 17:55:23 GMT 2025
PRIMARY