Showing Compound Oleamide (FDB012436)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:10 UTC

Update date

2015-07-20 22:50:13 UTC

Primary ID

FDB012436

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Oleamide

Description

Release agent migrating from food packaging Oleamide is an amide of the fatty acid oleic acid. It is an endogenous substance: it occurs naturally in the body of animals. It accumulates in the cerebrospinal fluid during sleep deprivation and induces sleep in animals. It is being studied as a potential medical treatment for mood and sleep disorders, and cannabinoid-regulated depression.; The mechanism of action of oleamide's sleep inducing effects is an area of current research. It is likely that oleamide interacts with multiple neurotransmitter systems. Oleamide is structurally related to the endogenous cannabinoid anandamide, and has the ability to bind to the CB1 receptor as a full agonist.

CAS Number

301-02-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
(9E)-OCTADEC-9-ENAMIDE	biospider
(9Z)-9-Octadecenamide	biospider
(9Z)-octadec-9-enamide	biospider
(cis)-9-Octadecenoate	HMDB
(cis)-9-Octadecenoic acid	HMDB
(cis)-9-Octadecenoic acid amide	biospider
(Z)-9-Octadecenamide	biospider
(Z)-Octadec-9-enoate amide	Generator
(Z)-Octadec-9-enoic acid amide	ChEBI
14C-labeled oleamide	biospider

Showing 1 to 10 of 46 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.00016 g/L	ALOGPS
logP	7.38	ALOGPS
logP	4.15	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	0.31	ChemAxon
pKa (Strongest Basic)	13.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.08 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	100.16 m³·mol⁻¹	ChemAxon
Polarizability	37.96 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C18H35NO

IUPAC name

(9E)-octadec-9-enimidic acid

InChI Identifier

InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9+

InChI Key

FATBGEAMYMYZAF-MDZDMXLPSA-N

Isomeric SMILES

CCCCCCCC\C=C\CCCCCCCC(N)=O

Average Molecular Weight

281.4766

Monoisotopic Molecular Weight

281.271864747

Classification

Description

Belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

Fatty amides

Alternative Parents

Substituents

Fatty amide
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Primary amides (LMFA08010011 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 76.81%; H 12.53%; N 4.98%; O 5.68%	DFC
Melting Point	Mp 75-76°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Oleamide, non-derivatized, GC-MS Spectrum	splash10-0ab9-9100000000-b569e50a84dfd9fefa0f	Spectrum
Predicted GC-MS	Oleamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9520000000-357e2cc7659158277fb0	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-4025e9686e453cf9ff58	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02ti-3590000000-ef97bfeb80e7c1b3032d	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-8910000000-4bbc3e60f25393fa6845	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-07efc552c89b48048777	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001l-4090000000-f222c515266d20e324ec	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-e9a8f8874e104368c2af	2017-07-26	View Spectrum

NMR

Not Available

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

DB03784

HMDB ID

HMDB02117

CRC / DFC (Dictionary of Food Compounds) ID

BGT64-L:HGW42-G

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Oleamide

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

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Showing 1 to 3 of 3 entries

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Oleamide (FDB012436)

Structure for FDB012436 (Oleamide)