AFCDB: Dihydroxyacetone (monomer) (FDB009294)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:30 UTC

Update date

2020-04-21 18:02:18 UTC

Primary ID

FDB009294

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Dihydroxyacetone (monomer)

Description

Production by microorganisms, e.g. Corynebacterium diphtheriae (CCD) Dihydroxyacetone or DHA, also known as glycerone, is a triose with formula C3H6O3. DHA is primarily used as an ingredient in sunless tanning products. It is often derived from plant sources such as sugar beets and sugar cane, and by the fermentation of glycerin. Dihydroxyacetone (monomer) is found in many foods, some of which are pitanga, lowbush blueberry, chicory leaves, and flaxseed.

CAS Number

96-26-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	838 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.5	ChemAxon
logS	0.97	ALOGPS
pKa (Strongest Acidic)	13.49	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	19.6 m³·mol⁻¹	ChemAxon
Polarizability	8.1 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C3H6O3

IUPAC name

1,3-dihydroxypropan-2-one

InChI Identifier

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

InChI Key

RXKJFZQQPQGTFL-UHFFFAOYSA-N

Isomeric SMILES

OCC(=O)CO

Average Molecular Weight

90.0779

Monoisotopic Molecular Weight

90.031694058

Classification

Description

Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents

Substituents

Glycerone or derivatives
Monosaccharide
Alpha-hydroxy ketone
Ketone
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ketotriose (CHEBI:16016 )
Ketoses (C00184 )
a small molecule (DIHYDROXYACETONE )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Hygroscopic cryst.	CCD
Mass Composition	C 40.00%; H 6.71%; O 53.28%	CCD
Melting Point	Mp 80°	CCD
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Dihydroxyacetone (monomer), non-derivatized, GC-MS Spectrum	splash10-0w2j-1900000000-b3783d91181e1657545d	Spectrum
GC-MS	Dihydroxyacetone (monomer), 1 MEOX; 2 TMS, GC-MS Spectrum	splash10-0wa0-5900000000-f95dddc55209203877e3	Spectrum
GC-MS	Dihydroxyacetone (monomer), non-derivatized, GC-MS Spectrum	splash10-0gvk-1900000000-bd875a5207eb70c5beb8	Spectrum
GC-MS	Dihydroxyacetone (monomer), non-derivatized, GC-MS Spectrum	splash10-0w2j-1900000000-b3783d91181e1657545d	Spectrum
GC-MS	Dihydroxyacetone (monomer), non-derivatized, GC-MS Spectrum	splash10-0wa0-5900000000-f95dddc55209203877e3	Spectrum
GC-MS	Dihydroxyacetone (monomer), non-derivatized, GC-MS Spectrum	splash10-0w2j-2900000000-f84cc49dd11822409add	Spectrum
Predicted GC-MS	Dihydroxyacetone (monomer), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a59-9000000000-089abb74f439c9265bb6	Spectrum
Predicted GC-MS	Dihydroxyacetone (monomer), 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00g0-9320000000-6bdc226e79d3bc473a66	Spectrum
Predicted GC-MS	Dihydroxyacetone (monomer), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-0e836f7fe0512bb62662	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-059i-9000000000-d1a13699d0d0cbea36b5	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-57da9a85ff22593c3ab3	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-55ab07d1079db56cca4c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ab9-9000000000-f9afe28f3ce4c2f913d5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-8e71e2b93a16e2be3db1	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-7bb646a5cb5ca825e7b5	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fu-9000000000-ab60a50ef2013d762751	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-ef7c943cff3a9adfd1ed	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-9000000000-3deebe0c487d3443c844	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-9000000000-73f63f3caf2a9bf8b899	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-195717f89ffa991dcb57	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum