Showing Compound Dehydroacetic acid (FDB011130)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:29 UTC

Update date

2018-05-28 23:29:36 UTC

Primary ID

FDB011130

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Dehydroacetic acid

Description

3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one is an odorless tasting compound. Based on a literature review very few articles have been published on 3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one.

CAS Number

771-03-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Dehydracetic acid	HMDB
Dehydroacetic acid	HMDB
Methylacetopyronone	HMDB
DHAS	MeSH, HMDB
Dehydroacetic acid, potassium ion (1-)	MeSH, HMDB
Dehydroacetic acid, sodium ion (1-)	MeSH, HMDB
Dehydroacetic acid, zinc ion (1-)	MeSH, HMDB
Dehydroacetic acid ion (1-)	MeSH, HMDB
DHA-S	MeSH, HMDB
Dehydroacetic acid, sodium monohydrate ion (1-)	MeSH, HMDB
Dihydroxyacetone sulfate	MeSH, HMDB
Sodium dehydroacetate	MeSH, HMDB
Dehydroacetate	Generator
3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one	db_source

Predicted Properties

Property	Value	Source
Water Solubility	8.12 g/L	ALOGPS
logP	0.08	ALOGPS
logP	0.47	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	6.49	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	43.43 m³·mol⁻¹	ChemAxon
Polarizability	15.82 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H8O4

IUPAC name

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

InChI Identifier

InChI=1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,10H,1-2H3

InChI Key

PKLPQOJFHFGVBS-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)C1=C(O)C=C(C)OC1=O

Average Molecular Weight

168.1467

Monoisotopic Molecular Weight

168.042258744

Classification

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Pyranone
Pyran
Heteroaromatic compound
Vinylogous acid
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 57.14%; H 4.80%; O 38.06%	DFC
Melting Point	Mp 109°	DFC
Boiling Point	Bp5 132-133°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	pKa 5.12 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	308 () (MeOH) (Berdy)	DFC
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Dehydroacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0v03-5900000000-88feceb65a900415a7fe	Spectrum
Predicted GC-MS	Dehydroacetic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00fu-9750000000-35bd9230699a5ce09dbc	Spectrum
Predicted GC-MS	Dehydroacetic acid, 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, Positive	splash10-014i-0900000000-fe08202ce08585250c13	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-bd5f45f8f94e766bd9d3	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pc9-4900000000-414640773faaabce2565	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-0087476b0935000afd8b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-2900000000-5c44a21e733f2784dd8d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9500000000-dbca1de8be7e3b295f4e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-647525daac9281f7e601	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-016r-2900000000-af544e3828cc82d85391	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-0b60e0eff1ec85de185c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-930f9ca2cc854ecca14e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-016r-1900000000-02682960868c1120ad26	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05mx-9000000000-06c4c7a773034883d277	Spectrum

NMR

Not Available

External Links

ChemSpider ID

10486535

ChEMBL ID

CHEMBL1724669

KEGG Compound ID

Not Available

Pubchem Compound ID

54678494

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33129

CRC / DFC (Dictionary of Food Compounds) ID

FZR50-P:FZR50-P

EAFUS ID

861

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1042191

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
odorless	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference