Molecule

Benzylamine; N-(9Z-Octadecenoyl)

AlkaPlorer ID: AK290436

Synonym: N-Benzyl-9-octadecenamide

IUPAC Name: (Z)-N-benzyloctadec-9-enamide

Structure

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

InChI: InChI=1S/C25H41NO/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/h9-10,16-18,20-21H,2-8,11-15,19,22-23H2,1H3,(H,26,27)/b10-9-

InChIKey: QHXGFOCPQQADIF-KTKRTIGZSA-N

Reference

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

PubChem CID: 49865534

CAS: 101762-87-2

LOTUS: LTS0104282

NPASS: NPC74936

Source

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

Properties Information

Molecule Weight: 371.609

TPSA？: 32.59

MolLogP？: 8.180600000000007

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	20S proteasome	Activity	208.0	%	10.1039/d2md00133k
Homo sapiens	786-0	GI50	104.4	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	786-0	TGI	250.0	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	Anandamide amidohydrolase	Efficacy	76.1	%	10.1021/acs.jnatprod.8b00874
Homo sapiens	Anandamide amidohydrolase	IC50	16700.0	nM	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	IC50	16700.0	nM	10.1021/acs.jnatprod.8b00874
Homo sapiens	Anandamide amidohydrolase	Imax	76.1	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	Inhibition	49.7	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Anandamide amidohydrolase	Inhibition	76.7	%	10.1016/j.bmc.2013.06.034
Homo sapiens	Epoxide hydratase	IC50	893.0	nM	10.1021/acs.jnatprod.0c00938
Homo sapiens	HaCaT	LC50	92.0	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	HaCaT	TGI	250.0	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	MCF7	GI50	53.4	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	MCF7	TGI	250.0	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	NCI/ADR-RES	GI50	50.3	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	NCI/ADR-RES	TGI	250.0	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	NCI-H460	GI50	94.9	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	NCI-H460	TGI	250.0	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	THP-1	CC50	97300.0	nM	10.1039/d0md00208a
Homo sapiens	THP-1	IC50	15200.0	nM	10.1039/d0md00208a
Homo sapiens	U-251	GI50	55.4	ug.mL-1	10.1016/j.bmc.2014.11.019
Homo sapiens	U-251	TGI	250.0	ug.mL-1	10.1016/j.bmc.2014.11.019
Mus musculus	Epoxide hydratase	IC50	265.0	nM	10.1021/acs.jnatprod.0c00938
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	100.0	ug.mL-1	10.1016/j.bmcl.2010.06.149
Rattus norvegicus	Epoxide hydrolase 2	IC50	198.0	nM	10.1021/acs.jnatprod.0c00938
None	NON-PROTEIN TARGET	GI50	103.2	ug.mL-1	10.1016/j.bmc.2014.11.019
None	NON-PROTEIN TARGET	GI50	106.9	ug.mL-1	10.1016/j.bmc.2014.11.019
None	NON-PROTEIN TARGET	TGI	250.0	ug.mL-1	10.1016/j.bmc.2014.11.019