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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:03:54 UTC

Update Date

2023-02-21 17:24:07 UTC

HMDB ID

HMDB0034261

Secondary Accession Numbers

HMDB34261

Metabolite Identification

Common Name

(±)-2-Octanol

Description

(±)-2-Octanol, also known as 2-octanol or 2-hydroxyoctane, 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. (±)-2-Octanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (±)-2-octanol is considered to be a fatty alcohol lipid molecule

Structure

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

COMPND    HMDB0034261
HETATM    1  C1  UNL     1      -3.645   0.455  -0.693  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.256  -0.350   0.529  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.845  -0.853   0.326  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.871   0.298   0.151  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.494  -0.328  -0.042  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.572   0.706  -0.231  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.926   0.113  -0.423  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.383  -0.731   0.735  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.838   1.191  -0.506  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.470  -0.100  -1.638  1.00  0.00           H  
HETATM   11  H2  UNL     1      -3.073   1.403  -0.641  1.00  0.00           H  
HETATM   12  H3  UNL     1      -4.742   0.657  -0.639  1.00  0.00           H  
HETATM   13  H4  UNL     1      -3.910  -1.206   0.697  1.00  0.00           H  
HETATM   14  H5  UNL     1      -3.222   0.360   1.381  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.738  -1.495  -0.565  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.491  -1.425   1.215  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.882   0.996   1.012  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.130   0.804  -0.812  1.00  0.00           H  
HETATM   19  H10 UNL     1       0.412  -1.033  -0.874  1.00  0.00           H  
HETATM   20  H11 UNL     1       0.776  -0.927   0.861  1.00  0.00           H  
HETATM   21  H12 UNL     1       1.324   1.294  -1.138  1.00  0.00           H  
HETATM   22  H13 UNL     1       1.527   1.415   0.621  1.00  0.00           H  
HETATM   23  H14 UNL     1       3.006  -0.433  -1.362  1.00  0.00           H  
HETATM   24  H15 UNL     1       3.152  -0.217   1.687  1.00  0.00           H  
HETATM   25  H16 UNL     1       3.006  -1.760   0.702  1.00  0.00           H  
HETATM   26  H17 UNL     1       4.494  -0.792   0.671  1.00  0.00           H  
HETATM   27  H18 UNL     1       3.366   1.957  -0.887  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    9   23
CONECT    8   24   25   26
CONECT    9   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Methyl-1-heptanol	ChEBI
1-Methylheptyl alcohol	ChEBI
2-Hydroxyoctane	ChEBI
2-Octanol	ChEBI
2-Octyl alcohol	ChEBI
beta-Octyl alcohol	ChEBI
Hexyl methyl carbinol	ChEBI
Hexylmethylcarbinol	ChEBI
Methyl hexyl carbinol	ChEBI
Methylhexylcarbinol	ChEBI
N-Octan-2-ol	ChEBI
S-Octyl alcohol	ChEBI
Sec-caprylic alcohol	ChEBI
Sec-octyl alcohol	ChEBI
Secondary caprylic alcohol	ChEBI
b-Octyl alcohol	Generator
Β-octyl alcohol	Generator
(+/-)-2-octanol	HMDB
(RS)-2-Octanol	HMDB
DL-2-Octanol	HMDB
2-Octanol, (R)-isomer	MeSH, HMDB
2-Octanol, (S)-isomer	MeSH, HMDB

Chemical Formula

C₈H₁₈O

Average Molecular Weight

130.2279

Monoisotopic Molecular Weight

130.135765198

IUPAC Name

octan-2-ol

Traditional Name

2-octanol

CAS Registry Number

4128-31-8

SMILES

CCCCCCC(C)O

InChI Identifier

InChI=1S/C8H18O/c1-3-4-5-6-7-8(2)9/h8-9H,3-7H2,1-2H3

InChI Key

SJWFXCIHNDVPSH-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
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

secondary alcohol (CHEBI:37869 )
octanol (CHEBI:37869 )

Ontology

Cellular substructure

Cytoplasm (FooDB: )
Extracellular (FooDB: )
Cell membrane (FooDB: )
Membrane (FooDB: )

Excreta

Biofluid or Excreta

Urine (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Endogenous

Endogenous (FooDB: )

Animal

Animal (FooDB: )

Exogenous

Food

Food (FooDB: )

Vegetable

Shoot vegetable

Asparagus (FooDB: FOOD00021)

Cabbage

Broccoli (FooDB: FOOD00034)
Cauliflower (FooDB: FOOD00031)

Pulse

Bean

Mung bean (FooDB: FOOD00200)

Soy

Soy bean (FooDB: FOOD00085)

Cereal and cereal product

Cereal

Common buckwheat (FooDB: FOOD00079)
Corn (FooDB: FOOD00205)

Gourd

Cucumber (FooDB: FOOD00065)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Fruit

Pome

Asian pear (FooDB: FOOD00291)

Berry

Blackberry (FooDB: FOOD00906)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (FooDB: )

Chemical reaction

Lipid Peroxidation (FooDB: )

Cellular process

Cell signaling (FooDB: )

Biochemical process

Lipid transport (FooDB: )

Role

Biological role

Energy storage (FooDB: )

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (FooDB: )

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (FooDB: )

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-38.6 °C	Not Available
Boiling Point	179.00 to 181.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1.2 mg/mL at 25 °C	Not Available
LogP	2.900	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.14 g/L	ALOGPS
logP	2.96	ALOGPS
logP	2.56	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	17.68	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	40.36 m³·mol⁻¹	ChemAxon
Polarizability	17.23 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]+	130.305	31661259
DarkChem	[M-H]-	126.307	31661259
DeepCCS	[M+H]+	139.801	30932474
DeepCCS	[M-H]-	137.437	30932474
DeepCCS	[M-2H]-	173.607	30932474
DeepCCS	[M+Na]+	148.596	30932474
AllCCS	[M+H]+	134.1	32859911
AllCCS	[M+H-H2O]+	129.9	32859911
AllCCS	[M+NH4]+	138.0	32859911
AllCCS	[M+Na]+	139.1	32859911
AllCCS	[M-H]-	135.3	32859911
AllCCS	[M+Na-2H]-	138.1	32859911
AllCCS	[M+HCOO]-	141.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-2-Octanol	CCCCCCC(C)O	1366.2	Standard polar	33892256
(??)-2-Octanol	CCCCCCC(C)O	987.7	Standard non polar	33892256
(??)-2-Octanol	CCCCCCC(C)O	997.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(??)-2-Octanol,1TMS,isomer #1	CCCCCCC(C)O[Si](C)(C)C	1113.3	Semi standard non polar	33892256
(??)-2-Octanol,1TBDMS,isomer #1	CCCCCCC(C)O[Si](C)(C)C(C)(C)C	1311.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-4ce732faf408608e7afe	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-919afe7cd5319aded426	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-919afe7cd5319aded426	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol CI-B (Non-derivatized)	splash10-0229-9600000000-d24590ddce309619f58b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-1d1bfd93bdf2afa1ced5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-4ce732faf408608e7afe	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-919afe7cd5319aded426	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-919afe7cd5319aded426	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol CI-B (Non-derivatized)	splash10-0229-9600000000-d24590ddce309619f58b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-2-Octanol EI-B (Non-derivatized)	splash10-0002-9000000000-1d1bfd93bdf2afa1ced5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-Octanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9100000000-d095e8935e649ffae0ef	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-Octanol GC-MS (1 TMS) - 70eV, Positive	splash10-01bi-9700000000-1f9ca68a9207968e0c51	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-Octanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9000000000-73b8bb5854e96b9bc849	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 10V, Positive-QTOF	splash10-03di-1900000000-316529e969639bb4d601	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 20V, Positive-QTOF	splash10-03di-4900000000-ab9d2f3ef8a2c93e16eb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 40V, Positive-QTOF	splash10-052f-9000000000-33561ce414f5931fa6fb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 10V, Negative-QTOF	splash10-004i-1900000000-9fe5eb8c3e28408c3e65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 20V, Negative-QTOF	splash10-01t9-2900000000-c6efcc3e805a39e867b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 40V, Negative-QTOF	splash10-08fr-9300000000-39624489bb52b8144539	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 10V, Negative-QTOF	splash10-004i-0900000000-aaa4ad827ef171a5b04a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 20V, Negative-QTOF	splash10-004i-0900000000-582377378934e3d063ec	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 40V, Negative-QTOF	splash10-0a4l-9000000000-80a6a1c455d8788ff6f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 10V, Positive-QTOF	splash10-0abc-9100000000-30de31a8d681740fcdf1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 20V, Positive-QTOF	splash10-0a4l-9000000000-40f218c71de2806479c3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-Octanol 40V, Positive-QTOF	splash10-0006-9000000000-36ba560595fc7891c6e5	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

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

FDB003342

KNApSAcK ID

Not Available

Chemspider ID

18920

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Octanol

METLIN ID

Not Available

PubChem Compound

20083

PDB ID

Not Available

ChEBI ID

37869

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1024631

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 (±)-2-Octanol (HMDB0034261)

MOL for HMDB0034261 ((±)-2-Octanol)

3D MOL for HMDB0034261 ((±)-2-Octanol)

3D SDF for HMDB0034261 ((±)-2-Octanol)

3D-SDF for HMDB0034261 ((±)-2-Octanol)

PDB for HMDB0034261 ((±)-2-Octanol)

3D PDB for HMDB0034261 ((±)-2-Octanol)

SMILES for HMDB0034261 ((±)-2-Octanol)

INCHI for HMDB0034261 ((±)-2-Octanol)

Structure for HMDB0034261 ((±)-2-Octanol)

3D Structure for HMDB0034261 ((±)-2-Octanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra