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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:34:33 UTC

Update Date

2023-02-21 17:19:28 UTC

HMDB ID

HMDB0030070

Secondary Accession Numbers

HMDB30070

Metabolite Identification

Common Name

(S)-3-Octanol

Description

(S)-3-Octanol, also known as 1-ethylhexanol or 3-octanol, 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, (S)-3-octanol is considered to be a fatty alcohol. Based on a literature review a significant number of articles have been published on (S)-3-Octanol.

Structure

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

COMPND    HMDB0030070
HETATM    1  C1  UNL     1      -3.086  -0.650  -0.076  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.780   0.786   0.333  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.793   1.365  -0.633  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.534   0.535  -0.599  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.115   0.499   0.757  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.376  -0.340   0.743  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.059  -1.642   0.369  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.406   0.187  -0.216  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.609  -0.743  -0.128  1.00  0.00           C  
HETATM   10  H1  UNL     1      -2.239  -1.274   0.261  1.00  0.00           H  
HETATM   11  H2  UNL     1      -4.019  -0.921   0.500  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.269  -0.694  -1.160  1.00  0.00           H  
HETATM   13  H4  UNL     1      -2.432   0.786   1.374  1.00  0.00           H  
HETATM   14  H5  UNL     1      -3.745   1.342   0.302  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.515   2.401  -0.310  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.206   1.341  -1.648  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.810  -0.477  -0.958  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.153   0.959  -1.368  1.00  0.00           H  
HETATM   19  H10 UNL     1       0.299   1.507   1.169  1.00  0.00           H  
HETATM   20  H11 UNL     1      -0.577  -0.022   1.453  1.00  0.00           H  
HETATM   21  H12 UNL     1       1.835  -0.403   1.749  1.00  0.00           H  
HETATM   22  H13 UNL     1       1.700  -1.987  -0.300  1.00  0.00           H  
HETATM   23  H14 UNL     1       2.733   1.208  -0.018  1.00  0.00           H  
HETATM   24  H15 UNL     1       1.997   0.096  -1.242  1.00  0.00           H  
HETATM   25  H16 UNL     1       3.575  -1.351   0.814  1.00  0.00           H  
HETATM   26  H17 UNL     1       3.591  -1.506  -0.951  1.00  0.00           H  
HETATM   27  H18 UNL     1       4.559  -0.188  -0.218  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    8   21
CONECT    7   22
CONECT    8    9   23   24
CONECT    9   25   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Ethylhexanol	ChEBI
3-Octanol	ChEBI
Amyl ethyl carbinol	ChEBI
Ethyl amyl carbinol	ChEBI
Ethylhexyl alcohol	ChEBI
Ethyl pentyl carbinol	HMDB

Chemical Formula

C₈H₁₈O

Average Molecular Weight

130.2279

Monoisotopic Molecular Weight

130.135765198

IUPAC Name

octan-3-ol

Traditional Name

3-octanol

CAS Registry Number

22658-92-0

SMILES

CCCCCC(O)CC

InChI Identifier

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

InChI Key

NMRPBPVERJPACX-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

aliphatic alcohol (CHEBI:80945 )

Ontology

Not Available

Exogenous (HMDB: HMDB0030070)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-45.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	173.00 to 175.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1379 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.721 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.6 g/L	ALOGPS
logP	2.84	ALOGPS
logP	2.63	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	18.25	ChemAxon
pKa (Strongest Basic)	-1.4	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	40.28 m³·mol⁻¹	ChemAxon
Polarizability	17.09 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]+	130.547	31661259
DarkChem	[M-H]-	127.072	31661259
DeepCCS	[M+H]+	136.635	30932474
DeepCCS	[M-H]-	134.014	30932474
DeepCCS	[M-2H]-	170.431	30932474
DeepCCS	[M+Na]+	145.293	30932474
AllCCS	[M+H]+	134.8	32859911
AllCCS	[M+H-H2O]+	130.6	32859911
AllCCS	[M+NH4]+	138.7	32859911
AllCCS	[M+Na]+	139.8	32859911
AllCCS	[M-H]-	135.5	32859911
AllCCS	[M+Na-2H]-	138.2	32859911
AllCCS	[M+HCOO]-	141.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.68 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9799 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.79 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1938.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	454.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	165.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	268.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	624.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	587.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1176.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	393.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1385.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	379.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	410.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	419.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	14.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Octanol	CCCCCC(O)CC	1383.5	Standard polar	33892256
(S)-3-Octanol	CCCCCC(O)CC	994.8	Standard non polar	33892256
(S)-3-Octanol	CCCCCC(O)CC	1003.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Octanol,1TMS,isomer #1	CCCCCC(CC)O[Si](C)(C)C	1097.4	Semi standard non polar	33892256
(S)-3-Octanol,1TBDMS,isomer #1	CCCCCC(CC)O[Si](C)(C)C(C)(C)C	1294.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - (S)-3-Octanol EI-B (Non-derivatized)	splash10-0a4i-9000000000-e465ef88acb28c76bbf2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (S)-3-Octanol EI-B (Non-derivatized)	splash10-0a4i-9000000000-e465ef88acb28c76bbf2	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Octanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9100000000-f8503b831d89905dfc8e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Octanol GC-MS (1 TMS) - 70eV, Positive	splash10-008i-9800000000-d62099ee1767c42a5b17	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Octanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-9000000000-658df86f9d6185c11532	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (S)-3-Octanol 35V, Positive-QTOF	splash10-00di-9000000000-902e6c4f54a58147fb13	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 10V, Positive-QTOF	splash10-03e9-0900000000-3d768fcb0664e65914ba	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 20V, Positive-QTOF	splash10-03e9-6900000000-a8609038f7645e2fd279	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 40V, Positive-QTOF	splash10-052f-9000000000-3b7f9ebb22f2cd58fe82	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 10V, Negative-QTOF	splash10-004i-0900000000-36ecee14b46e2f09ac29	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 20V, Negative-QTOF	splash10-004i-2900000000-d53f474bee95181816a5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 40V, Negative-QTOF	splash10-0ab9-9100000000-760a17772c324c3d1eb9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 10V, Positive-QTOF	splash10-0a4i-9000000000-e253cfad0a9d26518d38	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 20V, Positive-QTOF	splash10-0006-9000000000-3db558850f5a4135cf0c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 40V, Positive-QTOF	splash10-052f-9000000000-5c2595d1f2dfe09c7e62	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 10V, Negative-QTOF	splash10-004i-0900000000-aaa4ad827ef171a5b04a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 20V, Negative-QTOF	splash10-0a6r-9400000000-46ce8413b76a52614a09	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Octanol 40V, Negative-QTOF	splash10-0a4r-9000000000-b0256ebfcf91e80324db	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	details

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11527

PDB ID

Not Available

ChEBI ID

80945

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1027901

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 (S)-3-Octanol (HMDB0030070)

MOL for HMDB0030070 ((S)-3-Octanol)

3D MOL for HMDB0030070 ((S)-3-Octanol)

3D SDF for HMDB0030070 ((S)-3-Octanol)

3D-SDF for HMDB0030070 ((S)-3-Octanol)

PDB for HMDB0030070 ((S)-3-Octanol)

3D PDB for HMDB0030070 ((S)-3-Octanol)

SMILES for HMDB0030070 ((S)-3-Octanol)

INCHI for HMDB0030070 ((S)-3-Octanol)

Structure for HMDB0030070 ((S)-3-Octanol)

3D Structure for HMDB0030070 ((S)-3-Octanol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra