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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:30 UTC

HMDB ID

HMDB0001183

Secondary Accession Numbers

HMDB01183

Metabolite Identification

Common Name

Octanol

Description

1-Octanol, also known as octan-1-ol, is the organic compound with the molecular formula CH3(CH2)7OH. It is a fatty alcohol. Many other isomers are also known generically as octanols. Octanol is mainly produced industrially by the oligomerization of ethylene using triethylaluminium followed by oxidation of the alkylaluminium products. This route is known as the Ziegler alcohol synthesis. Octanol also occurs naturally in the form of esters in some essential oils. Octanol and water are immiscible. The distribution of a compound between water and octanol is used to calculate the partition coefficient (logP) of that molecule. Water/octanol partitioning is a good approximation of the partitioning between the cytosol and lipid membranes of living systems. Octanol is a colorless, slightly viscous liquid used as a defoaming or wetting agent. It is also used as a solvent for protective coatings, waxes, and oils, and as a raw material for plasticizers. It is also one of many compounds derived from tobacco and tobacco smoke and shown to increase the permeability of the membranes of human lung fibroblasts (PMID 7466833 ).

Structure

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

COMPND    HMDB0001183
HETATM    1  C1  UNL     1      -3.506  -0.781  -0.408  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.088   0.647  -0.490  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.611   0.866  -0.331  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.081   0.379   0.993  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.406   0.613   1.127  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.239  -0.065   0.097  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.693   0.287   0.399  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.629  -0.358  -0.597  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.485  -1.746  -0.540  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.075  -1.355   0.410  1.00  0.00           H  
HETATM   11  H2  UNL     1      -3.344  -1.323  -1.359  1.00  0.00           H  
HETATM   12  H3  UNL     1      -4.623  -0.787  -0.243  1.00  0.00           H  
HETATM   13  H4  UNL     1      -3.676   1.293   0.182  1.00  0.00           H  
HETATM   14  H5  UNL     1      -3.340   1.002  -1.532  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.043   0.421  -1.171  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.430   1.960  -0.364  1.00  0.00           H  
HETATM   17  H8  UNL     1      -1.563   0.925   1.830  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.251  -0.727   1.075  1.00  0.00           H  
HETATM   19  H10 UNL     1       0.550   1.725   1.013  1.00  0.00           H  
HETATM   20  H11 UNL     1       0.709   0.300   2.146  1.00  0.00           H  
HETATM   21  H12 UNL     1       1.158  -1.166   0.157  1.00  0.00           H  
HETATM   22  H13 UNL     1       0.963   0.256  -0.906  1.00  0.00           H  
HETATM   23  H14 UNL     1       2.860   1.384   0.345  1.00  0.00           H  
HETATM   24  H15 UNL     1       2.970  -0.039   1.409  1.00  0.00           H  
HETATM   25  H16 UNL     1       3.516   0.034  -1.608  1.00  0.00           H  
HETATM   26  H17 UNL     1       4.659  -0.130  -0.260  1.00  0.00           H  
HETATM   27  H18 UNL     1       3.795  -2.185  -1.373  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   23   24
CONECT    8    9   25   26
CONECT    9   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Hydroxyoctane	ChEBI
1-Octanol	ChEBI
1-Oktanol	ChEBI
Capryl alcohol	ChEBI
Caprylic alcohol	ChEBI
N-Heptyl carbinol	ChEBI
N-Octan-1-ol	ChEBI
Primary octyl alcohol	ChEBI
2-Capryl alcohol	HMDB
2-Octanol	HMDB
2-Octanol ~99%	HMDB
Alcohol C-8	HMDB
Alfol 8	HMDB
DL-2-Octanol	HMDB
Dytol m-83	HMDB
Emery 3322	HMDB
Emery 3324	HMDB
Epal 8	HMDB
Heptyl carbinol	HMDB
Hexyl methyl carbinol	HMDB
Lorol 20	HMDB
Lorol C8	HMDB
N-Octanol	HMDB, MeSH
N-Octyl alcohol	HMDB, MeSH
N-Octyl-alcohol	HMDB
Octan-1-ol	HMDB
Octan-2-ol	HMDB
Octan-2-ol 98+ %	HMDB
Octilin	HMDB
Octyl alcohol	HMDB
Octyl alcohol normal-primary	HMDB
Octyl-alcohol	HMDB
Prim-N-octyl alcohol	HMDB
Sipol L8	HMDB
1 Octanol	MeSH, HMDB
N Octanol	MeSH, HMDB
Alcohol, N-octyl	MeSH, HMDB
N Octyl alcohol	MeSH, HMDB

Chemical Formula

C₈H₁₈O

Average Molecular Weight

130.2279

Monoisotopic Molecular Weight

130.135765198

IUPAC Name

octan-1-ol

Traditional Name

octanol

CAS Registry Number

111-87-5

SMILES

CCCCCCCCO

InChI Identifier

InChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3

InChI Key

KBPLFHHGFOOTCA-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
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:16188 )
octanol (CHEBI:16188 )
Fatty alcohols (LMFA05000130 )
a small molecule (OCTANOL )

Ontology

Adipose tissue (HMDB: HMDB0001183)
Adipose tissue (HMDB: HMDB0001183)

Muscle tissue

Skeletal muscle (HMDB: HMDB0001183)

Epithelium

Epidermis (HMDB: HMDB0001183)

Cellular substructure

Cell

Fibroblast

Fibroblast (HMDB: HMDB0001183)

Fibroblasts (HMDB: HMDB0001183)

Tissue substructure

Muscle (HMDB: HMDB0001183)

Organ

Excreta

Biofluid or Excreta

Urine (PMID: 22284503)
Feces (PMID: 17314143)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001183)

Source

Exogenous

Exogenous (HMDB: HMDB0001183)

Food

Food (HMDB: HMDB0001183)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Beverage

Fermented beverage

Red wine (FooDB: FOOD00911)

Vegetable

Shoot vegetable

Asparagus (FooDB: FOOD00021)

Cabbage

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

Root vegetable

Kohlrabi (FooDB: FOOD00033)
Parsnip (FooDB: FOOD00129)

Mushroom

Shiitake (FooDB: FOOD00548)

Leaf vegetable

Rocket salad (ssp.) (FooDB: FOOD00077)

Pulse

Bean

Mung bean (FooDB: FOOD00200)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Spice

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)
Oat (FooDB: FOOD00022)
Common wheat (FooDB: FOOD00187)

Gourd

Cucumber (FooDB: FOOD00065)
Watermelon (FooDB: FOOD00052)

Fruit

Tropical fruit

Citrus

Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Pome

Pear (FooDB: FOOD00152)
Asian pear (FooDB: FOOD00291)

Berry

Tea

Endogenous

Endogenous (HMDB: HMDB0001183)

Plant

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001183)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0001183)

Lipid metabolism pathway (HMDB: HMDB0001183)

Cellular process

Cell signaling (HMDB: HMDB0001183)

Biochemical process

Lipid transport (HMDB: HMDB0001183)

Role

Biological role

Energy source (HMDB: HMDB0001183)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001183)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001183)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-15.5 °C	Not Available
Boiling Point	194.00 to 196.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.54 mg/mL	Not Available
LogP	3.00	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.53 g/L	ALOGPS
logP	3.21	ALOGPS
logP	2.58	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-2	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	6	ChemAxon
Refractivity	40.54 m³·mol⁻¹	ChemAxon
Polarizability	17.42 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]+	130.358	31661259
DarkChem	[M-H]-	127.785	31661259
AllCCS	[M+H]+	132.581	32859911
AllCCS	[M-H]-	135.321	32859911
DeepCCS	[M+H]+	137.957	30932474
DeepCCS	[M-H]-	135.497	30932474
DeepCCS	[M-2H]-	171.591	30932474
DeepCCS	[M+Na]+	146.551	30932474
AllCCS	[M+H]+	132.6	32859911
AllCCS	[M+H-H2O]+	128.4	32859911
AllCCS	[M+NH4]+	136.4	32859911
AllCCS	[M+Na]+	137.6	32859911
AllCCS	[M-H]-	135.3	32859911
AllCCS	[M+Na-2H]-	138.0	32859911
AllCCS	[M+HCOO]-	141.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octanol	CCCCCCCCO	1530.3	Standard polar	33892256
Octanol	CCCCCCCCO	1068.6	Standard non polar	33892256
Octanol	CCCCCCCCO	1075.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Octanol,1TMS,isomer #1	CCCCCCCCO[Si](C)(C)C	1180.4	Semi standard non polar	33892256
Octanol,1TBDMS,isomer #1	CCCCCCCCO[Si](C)(C)C(C)(C)C	1384.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Octanol GC-MS (1 TMS)	splash10-000i-5900000000-59b9ec306348e1865f09	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanol EI-B (Non-derivatized)	splash10-0a4l-9000000000-526bd5ff898735941865	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanol EI-B (Non-derivatized)	splash10-0a4l-9000000000-ed86628388cb3c552567	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanol EI-B (Non-derivatized)	splash10-0a5c-9000000000-c3c8bc3975b42de9ece6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanol CI-B (Non-derivatized)	splash10-00di-9100000000-6cd9a9930b3570fde113	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanol EI-B (Non-derivatized)	splash10-052f-9000000000-d1965ae83320e5d704c6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanol EI-B (Non-derivatized)	splash10-0a4l-9000000000-202f21207fb4ff7503db	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanol GC-MS (Non-derivatized)	splash10-000i-5900000000-59b9ec306348e1865f09	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adl-9100000000-a930b6a3804a9883c10f	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octanol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9300000000-c58c4bbfb3414d4a8b30	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a4l-9000000000-488fab659a66bd1eec35	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 - Octanol EI-B (HITACHI RMU-6M) , Positive-QTOF	splash10-0a4l-9000000000-6c24a195ead52015ab15	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanol EI-B (HITACHI RMU-7M) , Positive-QTOF	splash10-0a4l-9000000000-ed86628388cb3c552567	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanol EI-B (HITACHI M-80) , Positive-QTOF	splash10-0a5c-9000000000-9f096bbb3c502edd6f29	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanol CI-B (HITACHI M-80) , Positive-QTOF	splash10-00di-9100000000-27b72e14fa035483f4ca	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanol EI-B (HITACHI M-80B) , Positive-QTOF	splash10-052f-9000000000-06bff4e0fa2b050c87a1	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanol EI-B (SHIMADZU QP-1000) , Positive-QTOF	splash10-0a4l-9000000000-202f21207fb4ff7503db	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanol 35V, Positive-QTOF	splash10-0229-9100000000-ac105c7dff275f3416fb	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 10V, Positive-QTOF	splash10-03e9-1900000000-24bea4a886c175a4355e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 20V, Positive-QTOF	splash10-03di-4900000000-e8fd8c818d3998e31c15	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 40V, Positive-QTOF	splash10-052f-9000000000-337bc59106cf15871c39	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 10V, Negative-QTOF	splash10-004i-1900000000-2bbe09d1183f75a99bfa	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 20V, Negative-QTOF	splash10-004i-4900000000-f76124d46e991899a0f7	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 40V, Negative-QTOF	splash10-01r5-9200000000-45e96ca8f6fcb45305f4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 10V, Positive-QTOF	splash10-0btc-9100000000-b89aebf429b1da80e4b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 20V, Positive-QTOF	splash10-052f-9000000000-132eb2286d5aef793051	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 40V, Positive-QTOF	splash10-0006-9000000000-6ab78da72da9f9a3edbf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 10V, Negative-QTOF	splash10-004i-0900000000-aaa4ad827ef171a5b04a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 20V, Negative-QTOF	splash10-004i-1900000000-55c123bd3a973826b51b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octanol 40V, Negative-QTOF	splash10-052f-9000000000-4a26cf419368821c5f09	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	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 (predicted from logP)

Biospecimen Locations

Feces
Urine

Tissue Locations

Adipose Tissue
Brain
Epidermis
Fibroblasts
Intestine
Placenta
Skeletal Muscle

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	24922509	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	details
Feces	Detected and Quantified	5.119 nmol/g wet feces	Adult (>18 years old)	Not Specified	Normal	26416813	details
Feces	Detected and Quantified	10.238 nmol/g wet feces	Adult (>18 years old)	Not Specified	Normal	26416813	details
Feces	Detected and Quantified	15.358 nmol/g wet feces	Adult (>18 years old)	Not Specified	Normal	26416813	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Normal	24130822	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20055983	details
Feces	Detected and Quantified	0-5400.788 nmol/g wet feces	Children (1-13 years old)	Not Specified	Normal	21970810	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	19167006	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22284503	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Immunoglobulin A nephropathy (IgAN) non progressor	24922509	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Immunoglobulin A nephropathy (IgAN) progressor	24922509	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Campylobacter jejuni infection	17314143	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Clostridium difficile infection	17314143	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative Colitis	17314143	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Autism	24130822	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Pervasive Developmental Disorder Not Otherwise Specified	24130822	details
Feces	Detected and Quantified	0-243803.363 nmol/g wet feces	Children (1-13 years old)	Not Specified	Treated celiac disease	21970810	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Breast cancer	22284503	details

Associated Disorders and Diseases

Disease References

Ulcerative colitis
Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Celiac disease
Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Autism
De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Pervasive developmental disorder not otherwise specified
De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Perillyl alcohol administration for cancer treatment
Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]

Associated OMIM IDs

212750 (Celiac disease)
209850 (Autism)

External Links

DrugBank ID

DB12452

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

Octanol

METLIN ID

6063

PubChem Compound

957

PDB ID

Not Available

ChEBI ID

16188

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1021071

References

Synthesis Reference

Hagiwara, Nobue; Takahashi, Shigetoshi; Shibano, Toshishige. n-Octanol. Jpn. Tokkyo Koho (1977), 3 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Fujioka H, Murase K, Inoue T, Ishimaru Y, Akamune A, Yamamoto Y, Ikezoe J: A method for estimating the integral of the input function for the quantification of cerebral blood flow with 123I-IMP using one-point arterial blood sampling. Nucl Med Commun. 1998 Jun;19(6):561-6. [PubMed:10234660 ]
Tuntland T, Odinecs A, Pereira CM, Nosbisch C, Unadkat JD: In vitro models to predict the in vivo mechanism, rate, and extent of placental transfer of dideoxynucleoside drugs against human immunodeficiency virus. Am J Obstet Gynecol. 1999 Jan;180(1 Pt 1):198-206. [PubMed:9914604 ]
Okazawa H, Yonekura Y, Fujibayashi Y, Nishizawa S, Magata Y, Ishizu K, Tanaka F, Tsuchida T, Tamaki N, Konishi J: Clinical application and quantitative evaluation of generator-produced copper-62-PTSM as a brain perfusion tracer for PET. J Nucl Med. 1994 Dec;35(12):1910-5. [PubMed:7989968 ]
Anderson BD, Raykar PV: Solute structure-permeability relationships in human stratum corneum. J Invest Dermatol. 1989 Aug;93(2):280-6. [PubMed:2754277 ]
Bunge AL, Cleek RL: A new method for estimating dermal absorption from chemical exposure: 2. Effect of molecular weight and octanol-water partitioning. Pharm Res. 1995 Jan;12(1):88-95. [PubMed:7724493 ]
Potts RO, Guy RH: Predicting skin permeability. Pharm Res. 1992 May;9(5):663-9. [PubMed:1608900 ]
Poulin P, Schoenlein K, Theil FP: Prediction of adipose tissue: plasma partition coefficients for structurally unrelated drugs. J Pharm Sci. 2001 Apr;90(4):436-47. [PubMed:11170034 ]
Southwell D, Barry BW: Penetration enhancers for human skin: mode of action of 2-pyrrolidone and dimethylformamide on partition and diffusion of model compounds water, n-alcohols, and caffeine. J Invest Dermatol. 1983 Jun;80(6):507-14. [PubMed:6854051 ]
Barry BW, Bennett SL: Effect of penetration enhancers on the permeation of mannitol, hydrocortisone and progesterone through human skin. J Pharm Pharmacol. 1987 Jul;39(7):535-46. [PubMed:2886623 ]
Fujioka H, Murase K, Inoue T, Ishimaru Y, Ebara H, Akamune A, Yamamoto Y, Mochizuki T, Ikezoe J: [Estimation of integral of input function for quantification of cerebral blood flow with N-isopropyl-p-[123I]iodoamphetamine using one-point venous blood sampling]. Kaku Igaku. 1999 Oct;36(8):801-7. [PubMed:10586540 ]
Ross1 JS, Shah JC: Reduction in skin permeation of N,N-diethyl-m-toluamide (DEET) by altering the skin/vehicle partition coefficient. J Control Release. 2000 Jul 3;67(2-3):211-21. [PubMed:10825555 ]
Hadgraft J, Goosen C, du Plessis J, Flynn G: Predicting the dermal absorption of thalidomide and its derivatives. Skin Pharmacol Appl Skin Physiol. 2003 Mar-Apr;16(2):123-9. [PubMed:12637788 ]
Al-Madhoun AS, Johnsamuel J, Barth RF, Tjarks W, Eriksson S: Evaluation of human thymidine kinase 1 substrates as new candidates for boron neutron capture therapy. Cancer Res. 2004 Sep 1;64(17):6280-6. [PubMed:15342416 ]
Shun-xing L, Nan-sheng D, Feng-ying Z: Effect of digestive site acidity and compatibility on the species, lipopily and bioavailability of iron, manganese and zinc in Prunus persica Batsch and Carthamus tinctorus. Bioorg Med Chem Lett. 2004 Jan 19;14(2):505-10. [PubMed:14698191 ]
Geyer H, Scheunert I, Korte F: Bioconcentration potential of organic environmental chemicals in humans. Regul Toxicol Pharmacol. 1986 Dec;6(4):313-47. [PubMed:3101145 ]
Lange Y, Ye J, Steck TL: Activation of membrane cholesterol by displacement from phospholipids. J Biol Chem. 2005 Oct 28;280(43):36126-31. Epub 2005 Aug 29. [PubMed:16129675 ]
Mantione KJ, Goumon Y, Esch T, Stefano GB: Morphine 6beta glucuronide: fortuitous morphine metabolite or preferred peripheral regulatory opiate? Med Sci Monit. 2005 May;11(5):MS43-46. Epub 2005 Apr 28. [PubMed:15874899 ]
Stafford RG, Mehta M, Kemppainen BW: Comparison of the partition coefficient and skin penetration of a marine algal toxin (lyngbyatoxin A). Food Chem Toxicol. 1992 Sep;30(9):795-801. [PubMed:1427518 ]
Makino K, Masuda Y, Gotoh S: [Measurement of regional cerebral blood flow using one-point arterial blood sampling and microsphere model with 123I-IMP: correction of one-point arterial sampling count by whole brain count ratio]. Kaku Igaku. 1998 Jul;35(6):405-12. [PubMed:9753919 ]
Zuo Y, Yeh JZ, Narahashi T: Octanol modulation of neuronal nicotinic acetylcholine receptor single channels. Alcohol Clin Exp Res. 2004 Nov;28(11):1648-56. [PubMed:15547451 ]
Thelestam M, Curvall M, Enzell CR: Effect of tobacco smoke compounds on the plasma membrane of cultured human lung fibroblasts. Toxicology. 1980;15(3):203-17. [PubMed:7466833 ]

Enzymes

Enzyme Details

1. Cytochrome P450 4A11

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the omega- and (omega-1)-hydroxylation of various fatty acids such as laurate, myristate and palmitate. Has little activity toward prostaglandins A1 and E1. Oxidizes arachidonic acid to 20-hydroxyeicosatetraenoic acid (20-HETE).
Gene Name:: CYP4A11
Uniprot ID:: Q02928
Molecular weight:: 59347.31

Reactions

Octane + reduced rubredoxin + Oxygen → Octanol + oxidized rubredoxin + Water	details

Enzyme Details

2. Cytochrome P450 4A22

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the omega- and (omega-1)-hydroxylation of various fatty acids such as laurate and palmitate. Shows no activity towards arachidonic acid and prostaglandin A1. Lacks functional activity in the kidney and does not contribute to renal 20-hydroxyeicosatetraenoic acid (20-HETE) biosynthesis.
Gene Name:: CYP4A22
Uniprot ID:: Q5TCH4
Molecular weight:: 59245.28

Reactions

Octane + reduced rubredoxin + Oxygen → Octanol + oxidized rubredoxin + Water	details

Showing metabocard for Octanol (HMDB0001183)

MOL for HMDB0001183 (Octanol)

3D MOL for HMDB0001183 (Octanol)

3D SDF for HMDB0001183 (Octanol)

3D-SDF for HMDB0001183 (Octanol)

PDB for HMDB0001183 (Octanol)

3D PDB for HMDB0001183 (Octanol)

SMILES for HMDB0001183 (Octanol)

INCHI for HMDB0001183 (Octanol)

Structure for HMDB0001183 (Octanol)

3D Structure for HMDB0001183 (Octanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions