Molecule

(9E,12E)-N-benzyloctadeca-9,12-dienamide

AlkaPlorer ID: AK319109

Synonym: None

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

Structure

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

InChI: InChI=1S/C25H39NO/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/h6-7,9-10,16-18,20-21H,2-5,8,11-15,19,22-23H2,1H3,(H,26,27)/b7-6-,10-9-

InChIKey: YJWLCIANOBCQGW-HZJYTTRNSA-N

Reference

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

PubChem CID: 68742556

CAS: 18286-71-0

LOTUS: LTS0160344

NPASS: NPC209764

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: 369.593

TPSA？: 32.59

MolLogP？: 7.956600000000008

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	83.0	%	10.1021/np500292g
Homo sapiens	Anandamide amidohydrolase	Efficacy	83.2	%	10.1021/acs.jnatprod.8b00874
Homo sapiens	Anandamide amidohydrolase	IC50	4070.0	nM	10.1021/np500292g
Homo sapiens	Anandamide amidohydrolase	IC50	10800.0	nM	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	IC50	10800.0	nM	10.1021/acs.jnatprod.8b00874
Homo sapiens	Anandamide amidohydrolase	Imax	83.2	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	Inhibition	50.9	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	Inhibition	82.0	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Cannabinoid CB1 receptor	Ki	480.0	nM	10.1021/np500292g
Homo sapiens	Cannabinoid CB2 receptor	Ki	4110.0	nM	10.1021/np500292g
Homo sapiens	Epoxide hydratase	IC50	155.0	nM	10.1021/acs.jnatprod.0c00938
Homo sapiens	THP-1	CC50	98400.0	nM	10.1039/d0md00208a
Homo sapiens	THP-1	IC50	14200.0	nM	10.1039/d0md00208a
Homo sapiens	U-937	Efficacy	73.0	%	10.1021/np500292g
Homo sapiens	U-937	IC50	670.0	nM	10.1021/np500292g
Mus musculus	Epoxide hydratase	IC50	44.0	nM	10.1021/acs.jnatprod.0c00938
Mus musculus	Monoglyceride lipase	IC50	100000.0	nM	10.1021/np500292g
Rattus norvegicus	Epoxide hydrolase 2	IC50	41.0	nM	10.1021/acs.jnatprod.0c00938
Rattus norvegicus	Rattus norvegicus	Activity	nan	None	10.1021/acs.jnatprod.0c00938
None	ADMET	AUC	1363.79	ng.hr.mL-1	10.1021/acs.jnatprod.0c00938
None	ADMET	Cmax	519.0	nM	10.1021/acs.jnatprod.0c00938
None	ADMET	T1/2	9.0	hr	10.1021/acs.jnatprod.0c00938
None	ADMET	Tmax	3.0	hr	10.1021/acs.jnatprod.0c00938
None	Unchecked	Ratio Ki	9.0	None	10.1021/np500292g