DIHYDROXYACETONE

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 Search

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

Molecular Formula	C3H6O3
Molecular Weight	90.0779
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
sunburn 4 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=4e1d19e1-eef7-45d5-b250-8426a5488317	Inactive ingredient		Approved 8429	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

Title	Date	PubMed
Turbo-PUVA: dihydroxyacetone-enhanced photochemotherapy for psoriasis: a pilot study.	1999 May	10328194
Generation of choline for acetylcholine synthesis by phospholipase D isoforms.	2001	11734063
Dihydroxyacetone in a new formulation--a powerful therapeutic option in vitiligo.	2001	11701979
Differential regulation of liver-specific and ubiquitously-expressed genes in primary rat hepatocytes by the extracellular matrix.	2001	11275681
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	11354675
Synthesis and antiviral activity of fluoro-substituted apio dideoxynucleosides.	2001 Apr	11339639
Mass spectrometry as a novel approach to probe cooperativity in multimeric enzymatic systems.	2001 Apr 1	11262155
The mitochondrial consequences of uncoupling intact cells depend on the nature of the exogenous substrate.	2001 Apr 1	11256968
Metabolic and functional studies on isolated islets in a new rat model of type 2 diabetes.	2001 Apr 25	11325516
Cleaving of ketosubstrates by transketolase and the nature of the products formed.	2001 Aug	11566066
Structural and kinetic modifications of aldose reductase by S-nitrosothiols.	2001 Aug 15	11485558
Vascular endothelial growth factor mRNA in eutopic and ectopic endometrium.	2001 Dec	11730754
Mechanistic imperatives for aldose-ketose isomerization in water: specific, general base- and metal ion-catalyzed isomerization of glyceraldehyde with proton and hydride transfer.	2001 Feb 7	11456612
Opening of thiiranes: preparation of orthogonal protected 2-thioglyceraldehyde.	2001 Feb 9	11430112
One-substrate transketolase-catalyzed reaction.	2001 Jan 26	11162599
Enzyme regulation by reversible zinc inhibition: glycerol phosphate dehydrogenase as an example.	2001 Jan 30	11306104
Metabolic regulation of aldose reductase activity by nitric oxide donors.	2001 Jan 30	11306076
Allosteric activation of pyruvate kinase via NAD+ in rat liver cells.	2001 Jul	11453987
Gluconobacter oxydans: its biotechnological applications.	2001 Jul	11361077
Acute inhibition of hepatic glucose-6-phosphatase does not affect gluconeogenesis but directs gluconeogenic flux toward glycogen in fasted rats. A pharmacological study with the chlorogenic acid derivative S4048.	2001 Jul 13	11346646
Glucose 6-phosphate hydrolysis is activated by glucagon in a low temperature-sensitive manner.	2001 Jul 27	11371550
Temporal gene expression in bovine corpora lutea after treatment with PGF2alpha based on serial biopsies in vivo.	2001 Jun	11373177
Solution-state NMR investigations of triosephosphate isomerase active site loop motion: ligand release in relation to active site loop dynamics.	2001 Jun 29	11419952
Effects of a highly toxic coplanar polychlorinated biphenyl, 3,3',4,4',5-pentachlorobiphenyl on intermediary metabolism: reduced triose phosphate content in rat liver cytosol.	2001 May	11452517
Biosynthesis of vitamin B(6) in yeast: incorporation pattern of glucose.	2001 Nov 21	11707109
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 Nov 9	11707271
Heat treatment adaptations in Clostridium perfringens vegetative cells.	2001 Oct	11601701
The non-mevalonate pathway of isoprenoids: genes, enzymes and intermediates.	2001 Oct	11578926
Thiol/disulfide interconversion in bovine lens aldose reductase induced by intermediates of glutathione turnover.	2001 Oct 9	11580274
Glyceraldehyde-3-phosphate dehydrogenase is negatively regulated by ADP-ribosylation in the fungus Phycomyces blakesleeanus.	2001 Sep	11535798
Digital analysis of cDNA abundance; expression profiling by means of restriction fragment fingerprinting.	2002	11882253
Significance of two distinct types of tryptophan synthase beta chain in Bacteria, Archaea and higher plants.	2002	11806827
Biosynthesis of d-arabinose in Mycobacterium smegmatis: specific labeling from d-glucose.	2002 Feb 15	11831854
The influence of temperature, salt and pH on the inhibitory effect of reuterin on Escherichia coli.	2002 Feb 5	11845821
A functional role for a flexible loop containing Glu182 in the class II fructose-1,6-bisphosphate aldolase from Escherichia coli.	2002 Jan 11	11779234
Chemiluminescent assay of alkaline phosphatase using dihydroxyacetone phosphate as substrate detected with lucigenin.	2002 Jan-Feb	11816056
Differential effects of hyperlipidemia on insulin secretion in islets of langerhans from hyperglycemic versus normoglycemic rats.	2002 Mar	11872664
Phospholipase D2 directly interacts with aldolase via Its PH domain.	2002 Mar 12	11876650
Reaction of folic acid with reducing sugars and sugar degradation products.	2002 Mar 13	11879051
A novel tryptophan synthase beta-subunit from the hyperthermophile Thermotoga maritima. Quaternary structure, steady-state kinetics, and putative physiological role.	2002 Mar 8	11756459
The crystal structure of the allosteric non-phosphorylating glyceraldehyde-3-phosphate dehydrogenase from the hyperthermophilic archaeum Thermoproteus tenax.	2002 May 31	11842090

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:22:06 GMT 2023` Edited by `admin` on `Fri Dec 15 15:22:06 GMT 2023`
Record UNII	O10DDW6JOO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIHYDROXYACETONE

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