ContaminantDB: NONANOYL 4-HYDROXY-3-METHOXYBENZYLAMIDE

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 02:19:13 UTC

Update Date

2016-11-09 01:09:49 UTC

Accession Number

CHEM006909

Identification

Common Name

NONANOYL 4-HYDROXY-3-METHOXYBENZYLAMIDE

Class

Small Molecule

Description

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.

Contaminant Sources

EAFUS Chemicals
FooDB Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hydroxymethoxybenzyl pelargonamide	ChEBI
N-Nonanoyl vanillylamide	ChEBI
N-Vanillylnonamide	ChEBI
N-Vanillylpelargonamide	ChEBI
Pelargonyl vanillylamide	ChEBI
Pseudocapsaicin	ChEBI
Vanillyl-N-nonylamide	ChEBI
Nonanoic acid vanillylamide	Kegg
Hansaplast	Kegg
Nonanoate vanillylamide	Generator
4-Hydroxy-3-methoxy-N-(1-oxononyl)-benzamide	HMDB
FEMA 2787	HMDB
HH 50	HMDB
N-((4-Hydroxy-3-methoxyphenyl)methyl)-nonanamide	HMDB
N-((4-Hydroxy-3-methoxyphenyl)methyl)nonanamide	HMDB
N-((Hydroxy-3-methoxyphenyl)methyl)4-nonanamide	HMDB
N-(4-Hydroxy-3-methoxybenzyl)nonanamide	HMDB
N-Vanillyl nonanamide	HMDB
N-Vanillyl-nonanamide	HMDB
N-Vanillylnonanamide, 8ci	HMDB
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-nonanamide	HMDB
N-[(4-Hydroxy-3-methoxyphenyl)methyl]nonanamide, 9ci	HMDB
Nonanoyl 4-hydroxy-3-methoxybenzylamide	HMDB
Nonanoyl vanillylamide	HMDB
Nonoyl vanillylamide	HMDB
Nonylic acid vanillylamide	HMDB
Nonylvanylamide	HMDB
Pelargonic acid vanillylamide	HMDB
Pelargonoyl vanillylamide	HMDB
PSVA	HMDB
Synthetic capsaicin	HMDB
Vanillyl N-nonoylamide	HMDB
Vanillyl pelargonic amide	HMDB
N-Vanillylnonanamide	MeSH
Vanillylnonanamide	MeSH

Chemical Formula

C₁₇H₂₇NO₃

Average Molecular Mass

293.401 g/mol

Monoisotopic Mass

293.199 g/mol

CAS Registry Number

2444-46-4

IUPAC Name

N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide

Traditional Name

nonivamide

SMILES

CCCCCCCCC(=O)NCC1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)

InChI Key

RGOVYLWUIBMPGK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Carboximidic acid
Carboximidic acid derivative
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:46936 )
capsaicinoid (CHEBI:46936 )
an alkaloid (CPD-9183 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	4.05	ALOGPS
logP	3.82	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	84.65 m³·mol⁻¹	ChemAxon
Polarizability	35.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-0900000000-6f2029bbeaa0669340a0	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-0900000000-6f2029bbeaa0669340a0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-7920000000-cd906e25cbbe33ac1d90	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0a4l-9483000000-60843c2f864991f329cf	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-000i-3900000000-0e1c18bae04636c6203e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0900000000-8458eb835ff534a3139b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0076-9700000000-2a59478a1e48f1fb682f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0079-3900000000-d2e771312ae8b15c0eb8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0a4i-0900000000-36905c7dcb78a52a01de	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0a4i-0900000000-d045e39cc84e57890cb7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-000i-1900000000-9648421277a046c73ead	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-000i-0900000000-13d27fcfbe7bec731374	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-000i-0900000000-7d5ea4adf9a443e85cfa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-000i-0900000000-89b62e29d94cae157848	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0a4i-0900000000-bea368f052fc74b2e53a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0a4i-0900000000-831a7310ced159f2faad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0900000000-c1069887607603f3585a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0950000000-67e561ae29f2afb29778	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1900000000-22d461bcbb8449562ea6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-5900000000-0d2b494b9af632d043d1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0390000000-ec9c31843d3afbcd0939	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0k9f-0940000000-709a4f4d48c16fcf8747	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052o-7900000000-f49d6bc681a0fe7bb4ac	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4l-0940000000-5c718c68d8c665417132	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-4900000000-326a985c62c83a12039a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-d2ec78d0636bf28260d4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000l-0950000000-d3e4a41c8ad8728aabf1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-1c17ee8d9e776e99b722	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2900000000-1c8124772393ecc8fd3d	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum