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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:23:26 UTC

Update Date

2021-09-26 22:53:42 UTC

HMDB ID

HMDB0245305

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Pentenoic acid, 2-propyl-

Description

2-Pentenoic acid, 2-propyl-, also known as (e)-2-ene valproic acid or 2-envpa, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Based on a literature review a small amount of articles have been published on 2-Pentenoic acid, 2-propyl-. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-pentenoic acid, 2-propyl- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Pentenoic acid, 2-propyl- 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 NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Propyl-2-pentenoate	HMDB
(e)-2-Ene valproic acid	HMDB
2-EnVPA	HMDB
2-Envalproic acid	HMDB
2-N-Propylpent-2-enoic acid	HMDB
2-Propyl-2-pentenoic acid, (e)-isomer	HMDB
2-Propyl-2-pentenoic acid, (Z)-isomer	HMDB
2-Propyl-2-pentenoic acid, sodium salt	HMDB
e-delta(2)-Valproic acid	HMDB
delta2,3 VPE	HMDB
delta2-Valproic acid	HMDB
trans-2-En-vpa	HMDB
trans-2-En-valproate	HMDB
trans-2-Ene-valproic acid	HMDB

Chemical Formula

C₈H₁₄O₂

Average Molecular Weight

142.198

Monoisotopic Molecular Weight

142.099379691

IUPAC Name

2-propylpent-2-enoic acid

Traditional Name

2-propyl-2-pentenoic acid

CAS Registry Number

Not Available

SMILES

CCCC(=CCC)C(O)=O

InChI Identifier

InChI=1S/C8H14O2/c1-3-5-7(6-4-2)8(9)10/h5H,3-4,6H2,1-2H3,(H,9,10)

InChI Key

ZKNJEOBYOLUGKJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents

Substituents

Methyl-branched fatty acid
Unsaturated fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	2.31	ALOGPS
logP	2.65	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	5.18	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	41.12 m³·mol⁻¹	ChemAxon
Polarizability	16.33 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	131.427	30932474
DeepCCS	[M-H]-	128.415	30932474
DeepCCS	[M-2H]-	165.065	30932474
DeepCCS	[M+Na]+	140.078	30932474
AllCCS	[M+H]+	135.5	32859911
AllCCS	[M+H-H2O]+	131.3	32859911
AllCCS	[M+NH4]+	139.4	32859911
AllCCS	[M+Na]+	140.5	32859911
AllCCS	[M-H]-	134.3	32859911
AllCCS	[M+Na-2H]-	136.6	32859911
AllCCS	[M+HCOO]-	139.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.0047 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.77 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Pentenoic acid, 2-propyl-,1TMS,isomer #1	CCC=C(CCC)C(=O)O[Si](C)(C)C	1247.4	Semi standard non polar	33892256
2-Pentenoic acid, 2-propyl-,1TMS,isomer #1	CCC=C(CCC)C(=O)O[Si](C)(C)C	1221.1	Standard non polar	33892256
2-Pentenoic acid, 2-propyl-,1TMS,isomer #1	CCC=C(CCC)C(=O)O[Si](C)(C)C	1291.2	Standard polar	33892256
2-Pentenoic acid, 2-propyl-,1TBDMS,isomer #1	CCC=C(CCC)C(=O)O[Si](C)(C)C(C)(C)C	1458.7	Semi standard non polar	33892256
2-Pentenoic acid, 2-propyl-,1TBDMS,isomer #1	CCC=C(CCC)C(=O)O[Si](C)(C)C(C)(C)C	1424.1	Standard non polar	33892256
2-Pentenoic acid, 2-propyl-,1TBDMS,isomer #1	CCC=C(CCC)C(=O)O[Si](C)(C)C(C)(C)C	1484.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Pentenoic acid, 2-propyl- GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-9200000000-a3278b5bf0d6e0fb2aa3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Pentenoic acid, 2-propyl- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Pentenoic acid, 2-propyl- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 2-Pentenoic acid, 2-propyl- 10V, Positive-QTOF	splash10-002e-9300000000-0ec77478bf8e77abea14	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentenoic acid, 2-propyl- 20V, Positive-QTOF	splash10-0a5d-9000000000-dd611f5286d4c4c448e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentenoic acid, 2-propyl- 40V, Positive-QTOF	splash10-0a5c-9000000000-990136fda80af6a050f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentenoic acid, 2-propyl- 10V, Negative-QTOF	splash10-0007-7900000000-d747945d70947cdad9d5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentenoic acid, 2-propyl- 20V, Negative-QTOF	splash10-0002-9000000000-8777bb7eb09d8e1597a4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Pentenoic acid, 2-propyl- 40V, Negative-QTOF	splash10-014l-9000000000-1c14aca48644f90f0819	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

23351584

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104893

PDB ID

Not Available

ChEBI ID

124938

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 2-Pentenoic acid, 2-propyl- (HMDB0245305)

MOL for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

3D MOL for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

3D SDF for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

3D-SDF for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

PDB for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

3D PDB for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

SMILES for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

INCHI for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

Structure for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

3D Structure for HMDB0245305 (2-Pentenoic acid, 2-propyl-)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra