Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

N-(3-Methoxybenzyl)oleamide

ID: ALA2415105

Chembl Id: CHEMBL2415105

Cas Number: 883715-21-7

PubChem CID: 73346080

Max Phase: Preclinical

Molecular Formula: C26H43NO2

Molecular Weight: 401.64

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCCCCC/C=C\CCCCCCCC(=O)NCc1cccc(OC)c1

Standard InChI:  InChI=1S/C26H43NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-26(28)27-23-24-19-18-20-25(22-24)29-2/h10-11,18-20,22H,3-9,12-17,21,23H2,1-2H3,(H,27,28)/b11-10-

Standard InChI Key:  ZMKZIKHBSPDWEF-KHPPLWFESA-N

Alternative Forms

Associated Targets(Human)

FAAH Tchem Anandamide amidohydrolase (3465 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EPHX2 Tchem Epoxide hydratase (3844 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ephx2 Epoxide hydratase (467 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ephx2 Epoxide hydrolase 2 (342 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 401.64Molecular Weight (Monoisotopic): 401.3294AlogP: 7.35#Rotatable Bonds: 18
Polar Surface Area: 38.33Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: 1HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: CX LogP: 7.77CX LogD: 7.77
Aromatic Rings: 1Heavy Atoms: 29QED Weighted: 0.21Np Likeness Score: -0.12

References

1. Wu H, Kelley CJ, Pino-Figueroa A, Vu HD, Maher TJ..  (2013)  Macamides and their synthetic analogs: evaluation of in vitro FAAH inhibition.,  21  (17): [PMID:23891163] [10.1016/j.bmc.2013.06.034]
2. Cunningham CW..  (2019)  Plant-Based Modulators of Endocannabinoid Signaling.,  82  (3): [PMID:30816712] [10.1021/acs.jnatprod.8b00874]
3. Singh N,Barnych B,Morisseau C,Wagner KM,Wan D,Takeshita A,Pham H,Xu T,Dandekar A,Liu JY,Hammock BD.  (2020)  N-Benzyl-linoleamide, a Constituent of Lepidium meyenii (Maca), Is an Orally Bioavailable Soluble Epoxide Hydrolase Inhibitor That Alleviates Inflammatory Pain.,  83  (12): [PMID:33320645] [10.1021/acs.jnatprod.0c00938]

Source