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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:37 UTC

Update Date

2023-02-21 17:22:04 UTC

HMDB ID

HMDB0032402

Secondary Accession Numbers

HMDB32402

Metabolite Identification

Common Name

2-Methyl-3-heptanone

Description

2-Methyl-3-heptanone, also known as butyl isopropyl ketone, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Based on a literature review very few articles have been published on 2-Methyl-3-heptanone.

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-Methylheptan-3-one	HMDB
2-Methylheptanone-(3)	HMDB
3-Heptanone, 2-methyl- (8ci)(9ci)	HMDB
3-METHYL-2-heptanone	HMDB
Butyl isopropyl ketone	HMDB

Chemical Formula

C₈H₁₆O

Average Molecular Weight

128.212

Monoisotopic Molecular Weight

128.120115134

IUPAC Name

2-methylheptan-3-one

Traditional Name

3-heptanone, 2-methyl-

CAS Registry Number

13019-20-0

SMILES

CCCCC(=O)C(C)C

InChI Identifier

InChI=1S/C8H16O/c1-4-5-6-8(9)7(2)3/h7H,4-6H2,1-3H3

InChI Key

XYYMFUCZDNNGFS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032402)
Cytoplasm (HMDB: HMDB0032402)

Source

Endogenous

Endogenous (HMDB: HMDB0032402)

Exogenous

Food

Food (HMDB: HMDB0032402)

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
Water Solubility	2.22 g/L	ALOGPS
logP	2.47	ALOGPS
logP	2.94	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	39.23 m³·mol⁻¹	ChemAxon
Polarizability	16.08 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]+	129.571	31661259
DarkChem	[M-H]-	126.854	31661259
DeepCCS	[M+H]+	135.032	30932474
DeepCCS	[M-H]-	132.705	30932474
DeepCCS	[M-2H]-	169.112	30932474
DeepCCS	[M+Na]+	144.061	30932474
AllCCS	[M+H]+	131.8	32859911
AllCCS	[M+H-H2O]+	127.6	32859911
AllCCS	[M+NH4]+	135.7	32859911
AllCCS	[M+Na]+	136.8	32859911
AllCCS	[M-H]-	135.4	32859911
AllCCS	[M+Na-2H]-	138.2	32859911
AllCCS	[M+HCOO]-	141.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methyl-3-heptanone	CCCCC(=O)C(C)C	1233.1	Standard polar	33892256
2-Methyl-3-heptanone	CCCCC(=O)C(C)C	913.8	Standard non polar	33892256
2-Methyl-3-heptanone	CCCCC(=O)C(C)C	929.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Methyl-3-heptanone,1TMS,isomer #1	CCCCC(O[Si](C)(C)C)=C(C)C	1142.8	Semi standard non polar	33892256
2-Methyl-3-heptanone,1TMS,isomer #1	CCCCC(O[Si](C)(C)C)=C(C)C	1093.9	Standard non polar	33892256
2-Methyl-3-heptanone,1TMS,isomer #2	CCCC=C(O[Si](C)(C)C)C(C)C	1103.2	Semi standard non polar	33892256
2-Methyl-3-heptanone,1TMS,isomer #2	CCCC=C(O[Si](C)(C)C)C(C)C	1061.2	Standard non polar	33892256
2-Methyl-3-heptanone,1TBDMS,isomer #1	CCCCC(O[Si](C)(C)C(C)(C)C)=C(C)C	1358.1	Semi standard non polar	33892256
2-Methyl-3-heptanone,1TBDMS,isomer #1	CCCCC(O[Si](C)(C)C(C)(C)C)=C(C)C	1291.8	Standard non polar	33892256
2-Methyl-3-heptanone,1TBDMS,isomer #2	CCCC=C(O[Si](C)(C)C(C)(C)C)C(C)C	1327.1	Semi standard non polar	33892256
2-Methyl-3-heptanone,1TBDMS,isomer #2	CCCC=C(O[Si](C)(C)C(C)(C)C)C(C)C	1256.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-3-heptanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00g0-9000000000-ba2d069a0d3c8439df27	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-3-heptanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-3-heptanone 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-Methyl-3-heptanone 10V, Positive-QTOF	splash10-004i-2900000000-f5fcba587a358d2fddf8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 20V, Positive-QTOF	splash10-00di-9200000000-dbc28c2f352a13beed69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 40V, Positive-QTOF	splash10-0abc-9000000000-201512956f99ce7e8add	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 10V, Negative-QTOF	splash10-004i-1900000000-cbe9d2c4df4a167c41c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 20V, Negative-QTOF	splash10-004i-6900000000-edb5ec0d0b5d19904812	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 40V, Negative-QTOF	splash10-0159-9000000000-7ae1c508d699a4450979	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 10V, Positive-QTOF	splash10-0cdm-9200000000-463e6a31396b2387c3b4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 20V, Positive-QTOF	splash10-00kb-9000000000-ac2b257272d170247dd0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 40V, Positive-QTOF	splash10-05mo-9000000000-957e278970ad7228dc4b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 10V, Negative-QTOF	splash10-004i-0900000000-e8448bc978ba2df6edde	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 20V, Negative-QTOF	splash10-0059-6900000000-9906084e9730c6a3e56c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-3-heptanone 40V, Negative-QTOF	splash10-0apl-9000000000-84031f527d1f7559399f	2021-09-24	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+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

FDB009837

KNApSAcK ID

Not Available

Chemspider ID

23876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25611

PDB ID

Not Available

ChEBI ID

Not Available

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 2-Methyl-3-heptanone (HMDB0032402)

MOL for HMDB0032402 (2-Methyl-3-heptanone)

3D MOL for HMDB0032402 (2-Methyl-3-heptanone)

3D SDF for HMDB0032402 (2-Methyl-3-heptanone)

3D-SDF for HMDB0032402 (2-Methyl-3-heptanone)

PDB for HMDB0032402 (2-Methyl-3-heptanone)

3D PDB for HMDB0032402 (2-Methyl-3-heptanone)

SMILES for HMDB0032402 (2-Methyl-3-heptanone)

INCHI for HMDB0032402 (2-Methyl-3-heptanone)

Structure for HMDB0032402 (2-Methyl-3-heptanone)

3D Structure for HMDB0032402 (2-Methyl-3-heptanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra