Showing Compound Imidazole acetol-phosphate (FDB028879)

Record Information

Version

1.0

Creation date

2011-09-21 01:46:40 UTC

Update date

2020-09-17 15:39:42 UTC

Primary ID

FDB028879

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Imidazole acetol-phosphate

Description

Imidazole acetol-phosphate belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. Imidazole acetol-phosphate is a very strong basic compound (based on its pKa). Imidazole acetol-phosphate exists in all living species, ranging from bacteria to humans. Outside of the human body, Imidazole acetol-phosphate has been detected, but not quantified in, several different foods, such as lima beans, kai-lans, pak choy, globe artichokes, and pomegranates. This could make imidazole acetol-phosphate a potential biomarker for the consumption of these foods. Imidazole acetol-phosphate is created by the breakdown of D-erythro-imidazole-glycerol-phosphate into imidazole acetol-phosphate and H2O. Imidazole acetol-phosphate is involved in the histidine biosynthesis I pathway. Histidinol-phosphate aminotransferase catalyzes this reaction. Imidazole acetol-phosphate reacts with L-glutamate to produce L-histidinol-phosphate and 2-ketoglutarate. Imidazoleglycerol-phosphate dehydratase catalyzes this reaction.

CAS Number

99979-59-6

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
1-(1H-Imidazol-4-yl)-3-(onooxy)-2-propanone	HMDB
1-(1H-Imidazol-4-yl)-3-(phosphonooxy)-2-propanone	HMDB
1-(1H-imidazol-4-yl)-3-(phosphonooxy)-2-propanone	hmdb
1-(1H-Imidazol-5-yl)-3-(phosphonooxy)-2-propanone	HMDB
3-(1H-Imidazol-4-yl)-2-oxopropyl dihydrogen ate	HMDB
3-(1H-Imidazol-4-yl)-2-oxopropyl dihydrogen phosphate	HMDB
3-(1H-imidazol-4-yl)-2-oxopropyl dihydrogen phosphate	hmdb
3-(Imidazol-4-yl)-2-oxopropyl ate	ChEBI
3-(Imidazol-4-yl)-2-oxopropyl dihydrogen ate	HMDB
3-(Imidazol-4-yl)-2-oxopropyl dihydrogen phosphate	HMDB

Showing 1 to 10 of 23 entries

Predicted Properties

Property	Value	Source
Water Solubility	14.9 g/L	ALOGPS
logP	-0.9	ALOGPS
logP	-3	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	6.65	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	46.07 m³·mol⁻¹	ChemAxon
Polarizability	18.15 Å³	ChemAxon
Number of Rings	1	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

C6H9N2O5P

IUPAC name

[3-(1H-imidazol-4-yl)-2-oxopropoxy]phosphonic acid

InChI Identifier

InChI=1S/C6H9N2O5P/c9-6(3-13-14(10,11)12)1-5-2-7-4-8-5/h2,4H,1,3H2,(H,7,8)(H2,10,11,12)

InChI Key

YCFFMSOLUMRAMD-UHFFFAOYSA-N

Isomeric SMILES

OP(O)(=O)OCC(=O)CC1=CNC=N1

Average Molecular Weight

220.1198

Monoisotopic Molecular Weight

220.02490792

Classification

Description

Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Monoalkyl phosphates

Alternative Parents

Substituents

Monoalkyl phosphate
Azole
Imidazole
Heteroaromatic compound
Ketone
Organoheterocyclic compound
Azacycle
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:16426 )
oxoalkyl phosphate (CHEBI:16426 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Imidazole acetol-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000t-9200000000-41a681dee161ad4f3e7b	Spectrum
Predicted GC-MS	Imidazole acetol-phosphate, 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	splash10-0fk9-3390000000-102fb9b517f2001e0996	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kmi-4950000000-076be23324f875b841dc	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a59-9500000000-99bd6a8eac665bc00868	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-7190000000-c52bfb05c2cd90023536	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-7598c15214a6b2b67038	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-59a5e26dad504ee2412d	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-199895f882e036c55087	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-3930000000-3a2cf619e974119e8f24	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pw9-9300000000-f31212a9e65f18dabcb3	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-2090000000-bd2937021ad7bda9fa53	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9020000000-af7370fa1a56f74a6fb4	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-8c5fbfcdabecdcd6d55b	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

770

ChEMBL ID

Not Available

KEGG Compound ID

C01267

Pubchem Compound ID

792

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12236

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

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

Not Available

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

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Imidazole acetol-phosphate (FDB028879)

Structure for FDB028879 (Imidazole acetol-phosphate)