Molecule

(9E,12E,15E)-N-benzyloctadeca-9,12,15-trienamide

AlkaPlorer ID: AK318437

Synonym: None

IUPAC Name: (9Z,12Z,15Z)-N-benzyloctadeca-9,12,15-trienamide

Structure

SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=NCC1=CC=CC=C1

InChI: InChI=1S/C25H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-25(27)26-23-24-20-17-16-18-21-24/h3-4,6-7,9-10,16-18,20-21H,2,5,8,11-15,19,22-23H2,1H3,(H,26,27)/b4-3-,7-6-,10-9-

InChIKey: VCMMYRWIEZCYDK-PDBXOOCHSA-N

Reference

Analysis of macamides in samples of Maca (<i>Lepidium meyenii</i>) by HPLC‐UV‐MS/MS

PubChem CID: 68741582

CAS: 883715-18-2

LOTUS: LTS0115495

NPASS: NPC121872

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Lepidium meyenii	Lepidium	Brassicaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Heliopsis helianthoides	Heliopsis	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 367.577

TPSA？: 32.59

MolLogP？: 7.732600000000008

Number of H-Donors: 1

Number of H-Acceptors: 1

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Anandamide amidohydrolase	Efficacy	79.7	%	10.1021/acs.jnatprod.8b00874
Homo sapiens	Anandamide amidohydrolase	Efficacy	85.0	%	10.1021/np500292g
Homo sapiens	Anandamide amidohydrolase	IC50	11480.0	nM	10.1021/np500292g
Homo sapiens	Anandamide amidohydrolase	IC50	41800.0	nM	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	IC50	41800.0	nM	10.1021/acs.jnatprod.8b00874
Homo sapiens	Anandamide amidohydrolase	Imax	79.7	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	Inhibition	14.5	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	Inhibition	75.6	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Cannabinoid CB1 receptor	Ki	8880.0	nM	10.1021/np500292g
Homo sapiens	Cannabinoid CB2 receptor	Ki	43960.0	nM	10.1021/np500292g
Homo sapiens	Epoxide hydratase	IC50	134.0	nM	10.1021/acs.jnatprod.0c00938
Homo sapiens	U-937	Efficacy	53.0	%	10.1021/np500292g
Homo sapiens	U-937	IC50	84360.0	nM	10.1021/np500292g
Mus musculus	Epoxide hydratase	IC50	28.0	nM	10.1021/acs.jnatprod.0c00938
Mus musculus	Monoglyceride lipase	IC50	100000.0	nM	10.1021/np500292g
Rattus norvegicus	Epoxide hydrolase 2	IC50	23.0	nM	10.1021/acs.jnatprod.0c00938
Rattus norvegicus	Rattus norvegicus	Activity	nan	None	10.1021/acs.jnatprod.0c00938
None	ADMET	AUC	265.76	ng.hr.mL-1	10.1021/acs.jnatprod.0c00938
None	ADMET	Cmax	54.0	nM	10.1021/acs.jnatprod.0c00938
None	ADMET	T1/2	14.6	hr	10.1021/acs.jnatprod.0c00938
None	ADMET	Tmax	6.0	hr	10.1021/acs.jnatprod.0c00938