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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:00:08 UTC

Update Date

2023-02-21 17:24:00 UTC

HMDB ID

HMDB0034203

Secondary Accession Numbers

HMDB34203

Metabolite Identification

Common Name

N-(2-Methylpropyl)acetamide

Description

N-(2-Methylpropyl)acetamide belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. N-(2-Methylpropyl)acetamide has been detected, but not quantified in, alcoholic beverages. This could make N-(2-methylpropyl)acetamide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on N-(2-Methylpropyl)acetamide.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Acetylisobutylamine	HMDB
N-(2-Methyl-2-propyl)ethanamide	HMDB
N-(2-Methylpropyl)-acetamide	HMDB
N-(2-Methylpropyl)acetamide, 9ci	HMDB
N-Isobutyl-acetamide	HMDB
N-Isobutylacetamide	HMDB
N-(2-Methylpropyl)ethanimidate	Generator

Chemical Formula

C₆H₁₃NO

Average Molecular Weight

115.1735

Monoisotopic Molecular Weight

115.099714043

IUPAC Name

N-(2-methylpropyl)acetamide

Traditional Name

N-(2-methylpropyl)acetamide

CAS Registry Number

1540-94-9

SMILES

CC(C)CNC(C)=O

InChI Identifier

InChI=1S/C6H13NO/c1-5(2)4-7-6(3)8/h5H,4H2,1-3H3,(H,7,8)

InChI Key

VDQMVRFHUYAKJL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Acetamides

Alternative Parents

Substituents

Acetamide
Secondary carboxylic acid amide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034203)
Cytoplasm (HMDB: HMDB0034203)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034203)

Source

Exogenous

Food

Food (HMDB: HMDB0034203)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034203)

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	26180 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	83.7 g/L	ALOGPS
logP	0.63	ALOGPS
logP	0.44	ChemAxon
logS	-0.14	ALOGPS
pKa (Strongest Acidic)	16.56	ChemAxon
pKa (Strongest Basic)	-0.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	33.11 m³·mol⁻¹	ChemAxon
Polarizability	13.49 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
DarkChem	[M+H]+	125.388	31661259
DarkChem	[M-H]-	119.549	31661259
DeepCCS	[M+H]+	130.01	30932474
DeepCCS	[M-H]-	128.091	30932474
DeepCCS	[M-2H]-	163.939	30932474
DeepCCS	[M+Na]+	138.503	30932474
AllCCS	[M+H]+	127.3	32859911
AllCCS	[M+H-H2O]+	123.2	32859911
AllCCS	[M+NH4]+	131.2	32859911
AllCCS	[M+Na]+	132.3	32859911
AllCCS	[M-H]-	129.5	32859911
AllCCS	[M+Na-2H]-	132.9	32859911
AllCCS	[M+HCOO]-	136.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(2-Methylpropyl)acetamide	CC(C)CNC(C)=O	1696.3	Standard polar	33892256
N-(2-Methylpropyl)acetamide	CC(C)CNC(C)=O	1008.0	Standard non polar	33892256
N-(2-Methylpropyl)acetamide	CC(C)CNC(C)=O	1024.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(2-Methylpropyl)acetamide,1TMS,isomer #1	CC(=O)N(CC(C)C)[Si](C)(C)C	1079.4	Semi standard non polar	33892256
N-(2-Methylpropyl)acetamide,1TMS,isomer #1	CC(=O)N(CC(C)C)[Si](C)(C)C	1136.4	Standard non polar	33892256
N-(2-Methylpropyl)acetamide,1TBDMS,isomer #1	CC(=O)N(CC(C)C)[Si](C)(C)C(C)(C)C	1290.8	Semi standard non polar	33892256
N-(2-Methylpropyl)acetamide,1TBDMS,isomer #1	CC(=O)N(CC(C)C)[Si](C)(C)C(C)(C)C	1301.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - N-(2-Methylpropyl)acetamide EI-B (Non-derivatized)	splash10-001i-9000000000-62b4af452f097c8a0e2a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-(2-Methylpropyl)acetamide EI-B (Non-derivatized)	splash10-01x0-9200000000-2e8728f1f766083573c0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-(2-Methylpropyl)acetamide EI-B (Non-derivatized)	splash10-001i-9000000000-62b4af452f097c8a0e2a	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-(2-Methylpropyl)acetamide EI-B (Non-derivatized)	splash10-01x0-9200000000-2e8728f1f766083573c0	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Methylpropyl)acetamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9000000000-4ec427739c4268ec34f8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Methylpropyl)acetamide 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 - N-(2-Methylpropyl)acetamide 10V, Positive-QTOF	splash10-00xr-9300000000-c92b638adb71325922d7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 20V, Positive-QTOF	splash10-00di-9000000000-d0cf0d16647ed8f616f5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 40V, Positive-QTOF	splash10-0a4i-9000000000-7b6c17a6c670e9c31c52	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 10V, Negative-QTOF	splash10-03di-7900000000-bf45ad9a481278a02db3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 20V, Negative-QTOF	splash10-00di-9200000000-91131327fc374b95805c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 40V, Negative-QTOF	splash10-052f-9000000000-e66ee77222ffe7d12cca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 10V, Negative-QTOF	splash10-03di-1900000000-34932be342e2101ada99	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 20V, Negative-QTOF	splash10-0a4i-9300000000-3188258b63c465463359	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 40V, Negative-QTOF	splash10-0006-9000000000-54a0d5f228a3d299a0e9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 10V, Positive-QTOF	splash10-00xr-9400000000-d107b64364f8749695a9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 20V, Positive-QTOF	splash10-0a4i-9000000000-daf24bdb751f3e55efe8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Methylpropyl)acetamide 40V, Positive-QTOF	splash10-052f-9000000000-4ff712f8077a2e6463ea	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB012501

KNApSAcK ID

Not Available

Chemspider ID

120780

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137071

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1634451

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for N-(2-Methylpropyl)acetamide (HMDB0034203)

MOL for HMDB0034203 (N-(2-Methylpropyl)acetamide)

3D MOL for HMDB0034203 (N-(2-Methylpropyl)acetamide)

3D SDF for HMDB0034203 (N-(2-Methylpropyl)acetamide)

3D-SDF for HMDB0034203 (N-(2-Methylpropyl)acetamide)

PDB for HMDB0034203 (N-(2-Methylpropyl)acetamide)

3D PDB for HMDB0034203 (N-(2-Methylpropyl)acetamide)

SMILES for HMDB0034203 (N-(2-Methylpropyl)acetamide)

INCHI for HMDB0034203 (N-(2-Methylpropyl)acetamide)

Structure for HMDB0034203 (N-(2-Methylpropyl)acetamide)

3D Structure for HMDB0034203 (N-(2-Methylpropyl)acetamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra