AFCDB: 1-Octadecanol (FDB012764)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:21 UTC

Update date

2019-11-26 03:07:34 UTC

Primary ID

FDB012764

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1-Octadecanol

Description

Solidifying agent for margarine and other foods containing semi-solid fats. Generally recognised as safe (GRAS) status in the USA Stearyl alcohol (also known as octadecyl alcohol or 1-octadecanol) is a substance prepared from stearic acid by the process of catalytic hydrogenation. It is a fatty alcohol. It has a wide range of uses as an ingredient in lubricants, resins, perfumes and cosmetics. It is used as an emollient, emulsifier, and thickener in ointments of various sorts, and is widely used as a hair coating in shampoos and hair conditioners. 1-Octadecanol is found in soft-necked garlic and potato.

CAS Number

112-92-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	5.2e-05 g/L	ALOGPS
logP	8.27	ALOGPS
logP	7.03	ChemAxon
logS	-6.7	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	16	ChemAxon
Refractivity	86.55 m³·mol⁻¹	ChemAxon
Polarizability	38.65 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C18H38O

IUPAC name

octadecan-1-ol

InChI Identifier

InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3

InChI Key

GLDOVTGHNKAZLK-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCCCCCCCCCCCO

Average Molecular Weight

270.4937

Monoisotopic Molecular Weight

270.292265838

Classification

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain primary fatty alcohol (CHEBI:32154 )
fatty alcohol 18:0 (CHEBI:32154 )
Fatty alcohols (LMFA05000085 )
a long-chain alcohol (CPD-7873 )
a primary alcohol (CPD-7873 )
a fatty alcohol (CPD-7873 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 79.93%; H 14.16%; O 5.91%	DFC
Melting Point	Mp 59.4-59.8°	DFC
Boiling Point	Bp15 210°	DFC
Experimental Water Solubility	1.1e-06 mg/mL at 25 oC	YALKOWSKY,SH & VALVANI,SC (1980)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a5c-9100000000-92cb2d6dbb9a8285a5ac	2015-03-01	View Spectrum
GC-MS	1-Octadecanol, 1 TMS, GC-MS Spectrum	splash10-004i-9505000000-d69a3d5dc9469813c3ea	Spectrum
GC-MS	1-Octadecanol, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-f288a18a6df1296b18be	Spectrum
GC-MS	1-Octadecanol, non-derivatized, GC-MS Spectrum	splash10-0a5c-9100000000-ef18c1dfe45ef2070173	Spectrum
GC-MS	1-Octadecanol, non-derivatized, GC-MS Spectrum	splash10-004i-9505000000-d69a3d5dc9469813c3ea	Spectrum
GC-MS	1-Octadecanol, non-derivatized, GC-MS Spectrum	splash10-0f9j-9703000000-701cb0c2d83164bde2dd	Spectrum
Predicted GC-MS	1-Octadecanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-002f-5940000000-062625d0a206d7fb18cd	Spectrum
Predicted GC-MS	1-Octadecanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00fr-9751000000-65a6a8ff9989fd5c127b	Spectrum
Predicted GC-MS	1-Octadecanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	1-Octadecanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-014i-0290000000-9688b7c87e601e496fdd	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-00or-9400000000-6fd41093c532a09a9f03	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-004i-9000000000-b13f813efb4bd06991a7	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (SHIMADZU QP-1000) , Positive	splash10-052f-9000000000-f288a18a6df1296b18be	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-0a5c-9100000000-3fcdbbf1125eb4dc0bb5	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uk9-0090000000-faeda7f0e485dafd8e76	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-4590000000-935f6099331b8f9b8e90	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9620000000-46019e66a566afdec20e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-1ded600ce853d9f6a61b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-8cec2e360cb361b0157b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f9f-8970000000-eb74591d5b40e712980a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-2090000000-15e4d1ab7a0618374600	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-9130000000-106a61bccad2c908c592	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-89fd5ad6d936f9c46534	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-d9a19bd8044281bb6bc5	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-a145e1813aabce86aa2f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-5490000000-81e8fdada3a9caad1246	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB02350

CRC / DFC (Dictionary of Food Compounds) ID

HKR42-J:HKR42-J

EAFUS ID

3542

Dr. Duke ID

OCTADECAN-1-OL|OCTADECANOL

BIGG ID

Not Available

KNApSAcK ID

C00029422

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

112-92-5

GoodScent ID

rw1155941

SuperScent ID

Not Available

Wikipedia ID

Octadecan-1-ol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Fatty acyl-CoA reductase 2	FAR2	Q96K12
Acyl-CoA wax alcohol acyltransferase 2	AWAT2	Q6E213
Fatty acyl-CoA reductase 1	FAR1	Q8WVX9
Acyl-CoA wax alcohol acyltransferase 1	AWAT1	Q58HT5

Pathways

Name	SMPDB Link	KEGG Link
Plasmalogen Synthesis	SMP00479	Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
oil	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
bland	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

1-Octadecanol (FDB012764)

Structure for FDB012764 (1-Octadecanol)