Molecular Identity
Nonivamide
N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
PubChem CID: 2998
Nonivamide is a capsaicinoid that is the carboxamide resulting from the formal condensation of the amino group of 4-hydroxy-3-methoxybenzylamine with the carboxy group of nonanoic acid. It is the active ingredient in many pepper sprays. It has a role as a lachrymator. It is a member of phenols and a capsaicinoid.
2D Structure
Properties
C17H27NO3
Molecular Formula
293.40
Molecular Weight
g/mol
293.1991
Exact Mass
Da
4.2
XLogP
Drug-like (Lipinski: < 5)
58.6
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
3
H-Bond Acceptors
283
Complexity
SMILES
Canonical SMILES
SMILES: CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OCIsomeric SMILES
SMILES: CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OCSynonyms(20)
NONIVAMIDEN-Vanillylnonanamide2444-46-4PseudocapsaicinPelargonic acid vanillylamideN-VanillylnonamideN-VanillylpelargonamideN-(4-Hydroxy-3-methoxybenzyl)nonanamideNonanoic acid vanillylamideN-Nonanoyl vanillylamideVanillyl pelargonic amideVanillyl-N-nonylamideNonylic acid vanillylamidePelargonyl vanillylamideHydroxymethoxybenzyl pelargonamide
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Nonivamide
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