Bovine Metabolome Database: Showing metabocard for Oleamide (BMDB0002117)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:51:24 UTC

Update Date

2020-04-22 15:09:48 UTC

BMDB ID

BMDB0002117

Secondary Accession Numbers

BMDB02117

Metabolite Identification

Common Name

Oleamide

Description

Oleamide, also known as oleyl amide or amide O, 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. Thus, oleamide is considered to be a fatty amide lipid molecule. Oleamide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9Z)-9-Octadecenamide	ChEBI
(9Z)-Octadecenamide	ChEBI
(Z)-9-Octadecenamide	ChEBI
(Z)-Octadec-9-enoic acid amide	ChEBI
9-Octadecenamide	ChEBI
9Z-Octadecenamide	ChEBI
cis-9,10-Octadecenoamide	ChEBI
Oleic acid amide	ChEBI
Oleyl amide	ChEBI
Oleylamide	ChEBI
(Z)-Octadec-9-enoate amide	Generator
Oleate amide	Generator
(9Z)-Octadec-9-enamide	HMDB
(cis)-9-Octadecenoate	HMDB
(cis)-9-Octadecenoic acid	HMDB
(cis)-9-Octadecenoic acid amide	HMDB
14C-Labeled oleamide	HMDB
9,10-Octadecenamide	HMDB
Adogen 73	HMDB
Aliphatic amide	HMDB
Amide O	HMDB
Armid O	HMDB
Armoslip CP	HMDB
Crodamide O	HMDB
Crodamide or	HMDB
Diamide O 200	HMDB
Diamit O 200	HMDB
Elaidoylamide	HMDB
ELD	HMDB
Kemamide O	HMDB
Octadecene amide	HMDB
Petrac slip-eze	HMDB
Polydis TR 121	HMDB
Slip-eze	HMDB
Tocris-0878	HMDB
trans-9,10-Octadecenoamide	HMDB
Unislip 1759	HMDB
Oleylamide, (e)-isomer	HMDB

Chemical Formula

C₁₈H₃₅NO

Average Molecular Weight

281.4766

Monoisotopic Molecular Weight

281.271864747

IUPAC Name

(9Z)-octadec-9-enamide

Traditional Name

oleamide

CAS Registry Number

301-02-0

SMILES

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

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-KTKRTIGZSA-N

Chemical Taxonomy

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

fatty amide (CHEBI:116314 )
Primary amides (LMFA08010004 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	102 - 104 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.19	ALOGPS
logP	5.98	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	16.92	ChemAxon
pKa (Strongest Basic)	-0.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.09 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	89.22 m³·mol⁻¹	ChemAxon
Polarizability	37.44 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-82979114d02d916c656e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-97b84b2740298afd1c1d	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-82979114d02d916c656e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-97b84b2740298afd1c1d	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0ab9-9100000000-b569e50a84dfd9fefa0f	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9520000000-b12545c4825e006705c9	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-4025e9686e453cf9ff58	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02ti-3590000000-ef97bfeb80e7c1b3032d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-8910000000-4bbc3e60f25393fa6845	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-07efc552c89b48048777	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001l-4090000000-f222c515266d20e324ec	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-e9a8f8874e104368c2af	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-2190000000-cd304288348f2876b0a1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05o0-9560000000-8ef134115ce9c4c4128f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0apl-9000000000-e79597693046f1001f64	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-7ab213c3091ac38bdcb8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9030000000-bf88d7f0f037292d8045	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-90726b17dc36e29c5299	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0002117

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012436

KNApSAcK ID

Not Available

Chemspider ID

4446508

KEGG Compound ID

C19670

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oleamide

METLIN ID

Not Available

PubChem Compound

5283387

PDB ID

Not Available

ChEBI ID

116314

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Oleamide (BMDB0002117)

Structure for BMDB0002117 (Oleamide)