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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:36:30 UTC

Update Date

2021-09-26 23:17:30 UTC

HMDB ID

HMDB0259756

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Valpromide

Description

Valpromide, also known as depamide or 2-ethylvaleramide, belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). Valpromide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Valpromide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Valpromide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Valpromide 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

COMPND    HMDB0259756
HETATM    1  C1  UNL     1       2.940   0.459   0.231  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.218  -0.556  -0.600  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.816  -0.718  -0.136  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.121   0.416  -0.250  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.472  -0.014   0.324  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.993  -1.184  -0.453  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.369  -1.498   0.188  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.230   1.697   0.354  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.987   2.645  -0.379  1.00  0.00           N  
HETATM   10  O1  UNL     1      -0.123   1.997   1.526  1.00  0.00           O  
HETATM   11  H1  UNL     1       3.324   1.309  -0.363  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.847  -0.112   0.655  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.299   0.726   1.088  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.261  -0.194  -1.661  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.764  -1.536  -0.627  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.753  -1.115   0.911  1.00  0.00           H  
HETATM   17  H7  UNL     1       0.370  -1.578  -0.739  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.346   0.558  -1.366  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.171   0.821   0.252  1.00  0.00           H  
HETATM   20  H10 UNL     1      -1.302  -0.358   1.364  1.00  0.00           H  
HETATM   21  H11 UNL     1      -1.406  -2.128  -0.242  1.00  0.00           H  
HETATM   22  H12 UNL     1      -2.103  -0.997  -1.538  1.00  0.00           H  
HETATM   23  H13 UNL     1      -3.988  -0.625  -0.023  1.00  0.00           H  
HETATM   24  H14 UNL     1      -3.780  -2.412  -0.264  1.00  0.00           H  
HETATM   25  H15 UNL     1      -3.175  -1.630   1.268  1.00  0.00           H  
HETATM   26  H16 UNL     1       0.729   2.884  -1.380  1.00  0.00           H  
HETATM   27  H17 UNL     1       1.812   3.146   0.007  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5    8   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7   23   24   25
CONECT    8    9   10   10
CONECT    9   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Ethylvaleramide	ChEBI
Depamide	ChEBI
VPD	ChEBI
VPM	ChEBI
Dipropylacetamide	MeSH
Valproic acid amide	MeSH

Chemical Formula

C₈H₁₇NO

Average Molecular Weight

143.2267

Monoisotopic Molecular Weight

143.131014171

IUPAC Name

2-propylpentanamide

Traditional Name

valpromide

CAS Registry Number

Not Available

SMILES

CCCC(CCC)C(N)=O

InChI Identifier

InChI=1S/C8H17NO/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H2,9,10)

InChI Key

OMOMUFTZPTXCHP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty amide (CHEBI:74562 )
a small molecule (CPD-10097 )

Ontology

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	2.38	ALOGPS
logP	1.99	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	17.09	ChemAxon
pKa (Strongest Basic)	0.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.09 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	42.07 m³·mol⁻¹	ChemAxon
Polarizability	17.37 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
AllCCS	[M+H]+	136.566	32859911
AllCCS	[M+H-H2O]+	132.486	32859911
AllCCS	[M+Na]+	141.463	32859911
AllCCS	[M+NH4]+	140.367	32859911
AllCCS	[M-H]-	136.704	32859911
AllCCS	[M+Na-2H]-	139.108	32859911
AllCCS	[M+HCOO]-	141.808	32859911
DeepCCS	[M+H]+	140.991	30932474
DeepCCS	[M-H]-	138.68	30932474
DeepCCS	[M-2H]-	175.207	30932474
DeepCCS	[M+Na]+	150.185	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valpromide	CCCC(CCC)C(N)=O	2159.7	Standard polar	33892256
Valpromide	CCCC(CCC)C(N)=O	1226.1	Standard non polar	33892256
Valpromide	CCCC(CCC)C(N)=O	1230.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Valpromide,1TMS,isomer #1	CCCC(CCC)C(=O)N[Si](C)(C)C	1268.3	Semi standard non polar	33892256
Valpromide,1TMS,isomer #1	CCCC(CCC)C(=O)N[Si](C)(C)C	1283.2	Standard non polar	33892256
Valpromide,1TMS,isomer #1	CCCC(CCC)C(=O)N[Si](C)(C)C	1422.7	Standard polar	33892256
Valpromide,2TMS,isomer #1	CCCC(CCC)C(=O)N([Si](C)(C)C)[Si](C)(C)C	1395.6	Semi standard non polar	33892256
Valpromide,2TMS,isomer #1	CCCC(CCC)C(=O)N([Si](C)(C)C)[Si](C)(C)C	1403.6	Standard non polar	33892256
Valpromide,2TMS,isomer #1	CCCC(CCC)C(=O)N([Si](C)(C)C)[Si](C)(C)C	1435.8	Standard polar	33892256
Valpromide,1TBDMS,isomer #1	CCCC(CCC)C(=O)N[Si](C)(C)C(C)(C)C	1474.3	Semi standard non polar	33892256
Valpromide,1TBDMS,isomer #1	CCCC(CCC)C(=O)N[Si](C)(C)C(C)(C)C	1504.6	Standard non polar	33892256
Valpromide,1TBDMS,isomer #1	CCCC(CCC)C(=O)N[Si](C)(C)C(C)(C)C	1597.2	Standard polar	33892256
Valpromide,2TBDMS,isomer #1	CCCC(CCC)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1832.8	Semi standard non polar	33892256
Valpromide,2TBDMS,isomer #1	CCCC(CCC)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1830.4	Standard non polar	33892256
Valpromide,2TBDMS,isomer #1	CCCC(CCC)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1704.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Valpromide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-c313c3ebc58739b841cd	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valpromide 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 - Valpromide 10V, Positive-QTOF	splash10-0006-0900000000-a2336dc3c7087ec5f4b2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valpromide 20V, Positive-QTOF	splash10-004i-4900000000-ed6a202f9879f476e004	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valpromide 40V, Positive-QTOF	splash10-0006-9100000000-291024e5285b661ae47c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valpromide 10V, Negative-QTOF	splash10-0006-1900000000-d24f9346d9e3801347ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valpromide 20V, Negative-QTOF	splash10-0006-7900000000-71f11e3b335583be9847	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valpromide 40V, Negative-QTOF	splash10-0006-9000000000-172fc5325d41d05784e8	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	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

DB04165

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64264

KEGG Compound ID

Not Available

BioCyc ID

CPD-10097

BiGG ID

Not Available

Wikipedia Link

Valpromide

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

74562

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 Valpromide (HMDB0259756)

MOL for HMDB0259756 (Valpromide)

3D MOL for HMDB0259756 (Valpromide)

3D SDF for HMDB0259756 (Valpromide)

3D-SDF for HMDB0259756 (Valpromide)

PDB for HMDB0259756 (Valpromide)

3D PDB for HMDB0259756 (Valpromide)

SMILES for HMDB0259756 (Valpromide)

INCHI for HMDB0259756 (Valpromide)

Structure for HMDB0259756 (Valpromide)

3D Structure for HMDB0259756 (Valpromide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra