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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:13:42 UTC

Update Date

2023-02-21 17:25:08 UTC

HMDB ID

HMDB0036165

Secondary Accession Numbers

HMDB36165

Metabolite Identification

Common Name

3-(Hydroxymethyl)-2-heptanone

Description

3-(Hydroxymethyl)-2-heptanone belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, 3-(hydroxymethyl)-2-heptanone is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on 3-(Hydroxymethyl)-2-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
3-(Hydroxymethyl)heptan-2-one	HMDB
3-Octanon-1-ol	HMDB

Chemical Formula

C₈H₁₆O₂

Average Molecular Weight

144.2114

Monoisotopic Molecular Weight

144.115029756

IUPAC Name

3-(hydroxymethyl)heptan-2-one

Traditional Name

3-(hydroxymethyl)heptan-2-one

CAS Registry Number

65405-68-7

SMILES

CCCCC(CO)C(C)=O

InChI Identifier

InChI=1S/C8H16O2/c1-3-4-5-8(6-9)7(2)10/h8-9H,3-6H2,1-2H3

InChI Key

MHOXVRWQBOAOAU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Beta-hydroxy ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0036165)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036165)

Source

Exogenous

Food

Food (HMDB: HMDB0036165)

Exogenous (HMDB: HMDB0036165)

Endogenous

Animal

Animal (HMDB: HMDB0036165)

Endogenous (HMDB: HMDB0036165)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036165)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036165)

Lipid metabolism pathway (HMDB: HMDB0036165)

Cellular process

Cell signaling (HMDB: HMDB0036165)

Biochemical process

Lipid transport (HMDB: HMDB0036165)

Role

Biological role

Energy source (HMDB: HMDB0036165)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036165)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	94.00 to 96.00 °C. @ 9.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	1.157 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.27 g/L	ALOGPS
logP	1.13	ALOGPS
logP	1.4	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	15.32	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	40.97 m³·mol⁻¹	ChemAxon
Polarizability	17 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]+	132.806	31661259
DarkChem	[M-H]-	130.552	31661259
DeepCCS	[M+H]+	141.159	30932474
DeepCCS	[M-H]-	138.197	30932474
DeepCCS	[M-2H]-	175.375	30932474
DeepCCS	[M+Na]+	150.291	30932474
AllCCS	[M+H]+	135.1	32859911
AllCCS	[M+H-H2O]+	131.0	32859911
AllCCS	[M+NH4]+	138.9	32859911
AllCCS	[M+Na]+	140.0	32859911
AllCCS	[M-H]-	135.3	32859911
AllCCS	[M+Na-2H]-	137.7	32859911
AllCCS	[M+HCOO]-	140.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(Hydroxymethyl)-2-heptanone	CCCCC(CO)C(C)=O	1814.7	Standard polar	33892256
3-(Hydroxymethyl)-2-heptanone	CCCCC(CO)C(C)=O	1078.3	Standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone	CCCCC(CO)C(C)=O	1158.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(Hydroxymethyl)-2-heptanone,1TMS,isomer #1	CCCCC(CO[Si](C)(C)C)C(C)=O	1210.5	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,1TMS,isomer #2	CCCCC(CO)=C(C)O[Si](C)(C)C	1289.4	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,1TMS,isomer #3	C=C(O[Si](C)(C)C)C(CO)CCCC	1239.1	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TMS,isomer #1	CCCCC(CO[Si](C)(C)C)=C(C)O[Si](C)(C)C	1427.5	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TMS,isomer #1	CCCCC(CO[Si](C)(C)C)=C(C)O[Si](C)(C)C	1411.9	Standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C(CCCC)CO[Si](C)(C)C	1322.3	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C(CCCC)CO[Si](C)(C)C	1379.4	Standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,1TBDMS,isomer #1	CCCCC(CO[Si](C)(C)C(C)(C)C)C(C)=O	1428.3	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,1TBDMS,isomer #2	CCCCC(CO)=C(C)O[Si](C)(C)C(C)(C)C	1530.7	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(CO)CCCC	1471.4	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TBDMS,isomer #1	CCCCC(CO[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C	1870.6	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TBDMS,isomer #1	CCCCC(CO[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C	1795.6	Standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(CCCC)CO[Si](C)(C)C(C)(C)C	1771.2	Semi standard non polar	33892256
3-(Hydroxymethyl)-2-heptanone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(CCCC)CO[Si](C)(C)C(C)(C)C	1783.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Hydroxymethyl)-2-heptanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-35eaac0e72c9ec73c866	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Hydroxymethyl)-2-heptanone GC-MS (1 TMS) - 70eV, Positive	splash10-0f6x-9210000000-c7e85da6ff6de465d5bc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Hydroxymethyl)-2-heptanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Hydroxymethyl)-2-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 - 3-(Hydroxymethyl)-2-heptanone 10V, Positive-QTOF	splash10-002b-1900000000-73178a2611114782cf6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 20V, Positive-QTOF	splash10-056r-8900000000-5c5b2d2f1d255e39f1f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 40V, Positive-QTOF	splash10-052f-9000000000-bcd0172212b97146ff64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 10V, Negative-QTOF	splash10-0006-0900000000-6e48cfdbb8aed4512494	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 20V, Negative-QTOF	splash10-01ox-3900000000-06ec8481c483ded44580	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 40V, Negative-QTOF	splash10-07be-9200000000-80790d762e249a6dbe38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 10V, Negative-QTOF	splash10-01ox-0900000000-458b22da82acc01795b4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 20V, Negative-QTOF	splash10-0a6u-2900000000-bb236b6db233d64fb356	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 40V, Negative-QTOF	splash10-0006-9000000000-c8073e8759fda008b1b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 10V, Positive-QTOF	splash10-000x-9200000000-f0a0710884d9a4f23e59	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 20V, Positive-QTOF	splash10-0006-9000000000-b470618c0c2b655c74b2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Hydroxymethyl)-2-heptanone 40V, Positive-QTOF	splash10-0006-9000000000-a1f3ee5c3bdaa81ad722	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

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

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
Membrane

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

FDB015019

KNApSAcK ID

Not Available

Chemspider ID

4515076

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5362561

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1033361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3-(Hydroxymethyl)-2-heptanone (HMDB0036165)

MOL for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

3D MOL for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

3D SDF for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

3D-SDF for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

PDB for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

3D PDB for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

SMILES for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

INCHI for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

Structure for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

3D Structure for HMDB0036165 (3-(Hydroxymethyl)-2-heptanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra