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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:00:26 UTC

Update Date

2021-09-26 22:54:43 UTC

HMDB ID

HMDB0245963

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Oxopentanoic acid

Description

3-Oxopentanoic acid, also known as 3-oxopentanoate or 3-oxovaleric acid, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Based on a literature review a significant number of articles have been published on 3-Oxopentanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-oxopentanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Oxopentanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Oxopentanoate	ChEBI
3-Oxovaleric acid	ChEBI
3-Oxovalerate	Generator

Chemical Formula

C₅H₈O₃

Average Molecular Weight

116.116

Monoisotopic Molecular Weight

116.047344118

IUPAC Name

3-oxopentanoic acid

Traditional Name

3-oxopentanoic acid

CAS Registry Number

Not Available

SMILES

CCC(=O)CC(O)=O

InChI Identifier

InChI=1S/C5H8O3/c1-2-4(6)3-5(7)8/h2-3H2,1H3,(H,7,8)

InChI Key

FHSUFDYFOHSYHI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Short-chain keto acids and derivatives

Direct Parent

Short-chain keto acids and derivatives

Alternative Parents

Substituents

Beta-keto acid
Branched fatty acid
Methyl-branched fatty acid
Short-chain keto acid
Beta-hydroxy ketone
Fatty acyl
1,3-dicarbonyl compound
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

3-oxo monocarboxylic acid (CHEBI:27401 )
oxopentanoic acid (CHEBI:27401 )
Oxo fatty acids (C02233 )
Oxo fatty acids (LMFA01060005 )
a small molecule (CPD-7705 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.04	ALOGPS
logP	0.7	ChemAxon
logS	0.05	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	27.17 m³·mol⁻¹	ChemAxon
Polarizability	11.14 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	126.69	30932474
DeepCCS	[M-H]-	123.861	30932474
DeepCCS	[M-2H]-	160.21	30932474
DeepCCS	[M+Na]+	135.164	30932474
AllCCS	[M+H]+	128.3	32859911
AllCCS	[M+H-H2O]+	124.0	32859911
AllCCS	[M+NH4]+	132.3	32859911
AllCCS	[M+Na]+	133.4	32859911
AllCCS	[M-H]-	125.4	32859911
AllCCS	[M+Na-2H]-	128.6	32859911
AllCCS	[M+HCOO]-	132.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Oxopentanoic acid	CCC(=O)CC(O)=O	2046.2	Standard polar	33892256
3-Oxopentanoic acid	CCC(=O)CC(O)=O	958.4	Standard non polar	33892256
3-Oxopentanoic acid	CCC(=O)CC(O)=O	1054.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Oxopentanoic acid,2TMS,isomer #1	CCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1293.7	Semi standard non polar	33892256
3-Oxopentanoic acid,2TMS,isomer #1	CCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1287.8	Standard non polar	33892256
3-Oxopentanoic acid,2TMS,isomer #1	CCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1322.6	Standard polar	33892256
3-Oxopentanoic acid,2TMS,isomer #2	CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1288.3	Semi standard non polar	33892256
3-Oxopentanoic acid,2TMS,isomer #2	CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1285.2	Standard non polar	33892256
3-Oxopentanoic acid,2TMS,isomer #2	CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1362.8	Standard polar	33892256
3-Oxopentanoic acid,2TBDMS,isomer #1	CCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1714.8	Semi standard non polar	33892256
3-Oxopentanoic acid,2TBDMS,isomer #1	CCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1706.2	Standard non polar	33892256
3-Oxopentanoic acid,2TBDMS,isomer #1	CCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1639.9	Standard polar	33892256
3-Oxopentanoic acid,2TBDMS,isomer #2	CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1715.3	Semi standard non polar	33892256
3-Oxopentanoic acid,2TBDMS,isomer #2	CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1726.5	Standard non polar	33892256
3-Oxopentanoic acid,2TBDMS,isomer #2	CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1669.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-9000000000-6bf364cb5f80499db3d1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxopentanoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxopentanoic acid 10V, Negative-QTOF	splash10-05fu-9000000000-c18147abd2f9d7f1ed07	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxopentanoic acid 20V, Negative-QTOF	splash10-0a4i-9000000000-768ea77fb0ed91a0327f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxopentanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-cc0b6d8ae2e607372f70	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxopentanoic acid 10V, Positive-QTOF	splash10-0a4i-9000000000-f8c469759fde8ea82b6d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxopentanoic acid 20V, Positive-QTOF	splash10-0a4l-9000000000-7afe10116eb36426caed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxopentanoic acid 40V, Positive-QTOF	splash10-0a4u-9000000000-b22cf01f5548fa8e75b2	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

388751

KEGG Compound ID

C02233

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3-Oxopentanoic acid

METLIN ID

Not Available

PubChem Compound

439684

PDB ID

Not Available

ChEBI ID

27401

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3-Oxopentanoic acid (HMDB0245963)

MOL for HMDB0245963 (3-Oxopentanoic acid)

3D MOL for HMDB0245963 (3-Oxopentanoic acid)

3D SDF for HMDB0245963 (3-Oxopentanoic acid)

3D-SDF for HMDB0245963 (3-Oxopentanoic acid)

PDB for HMDB0245963 (3-Oxopentanoic acid)

3D PDB for HMDB0245963 (3-Oxopentanoic acid)

SMILES for HMDB0245963 (3-Oxopentanoic acid)

INCHI for HMDB0245963 (3-Oxopentanoic acid)

Structure for HMDB0245963 (3-Oxopentanoic acid)

3D Structure for HMDB0245963 (3-Oxopentanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra