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N-Oleoylethanolamide

CAT: 0572-TRC-O527280-50MGSize: 50 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-O527280-50MGSize:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
111-58-0
Hazard Statement
Causes skin irritation; UN number: UN3077; Packing Group: III
Purity
>95% (HPLC)
Smiles
CCCCCCCC\C=C/CCCCCCCC(=O)NCCO
Molecular Formula
C20 H39 N O2
Molecular Weight
325.53
InChI
InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-
Additionnal Information
IUPAC name: (Z)-N-(2-hydroxyethyl)octadec-9-enamide
Shipping Conditions
Room Temperature
Storage Conditions
+4°C

Chemical Information

Oleoylethanolamide

Oleoyl ethanolamide is an N-(long-chain-acyl)ethanolamine that is the ethanolamide of oleic acid. The monounsaturated analogue of the endocannabinoid anandamide. It has a role as a geroprotector, a PPARalpha agonist and an EC 3.5.1.23 (ceramidase) inhibitor. It is a N-acylethanolamine 18:1, a N-(long-chain-acyl)ethanolamine and an endocannabinoid. It is functionally related to an oleic acid.

CAS Number111-58-0
PubChem CID5283454
IUPAC Name(Z)-N-(2-hydroxyethyl)octadec-9-enamide
Molecular FormulaC20H39NO2
Molecular Weight325.5
XLogP6.3
Topological Polar Surface Area49.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count17
Heavy Atom Count23
Formal Charge0
Complexity277
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)NCCO
InChI
InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-
InChIKey
BOWVQLFMWHZBEF-KTKRTIGZSA-N
Chemical Structure
2D Structure
2D structure of Oleoylethanolamide
CAS: 111-58-0
CID: 5283454
Formula: C20H39NO2
MW: 325.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight325.5
XLogP36.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count17
Exact Mass325.298079487
Monoisotopic Mass325.298079487
Topological Polar Surface Area49.3 Ų
Heavy Atom Count23
Formal Charge0
Complexity277
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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