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Nonivamide (Capsaicin Analog)

CAT: 0607-A3278-5.1Size: 10 mM (in 1mL DMSO)Dry Ice: NoHazardous: No
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CAT#:0607-A3278-5.1Size:10 mM (in 1mL DMSO)
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Description
TRPV1 receptor agonist
CAS Number
2444-46-4
Product Name Alternative
N-(4-hydroxy-3-methoxybenzyl)nonanamide
Sequence
Pelargonic acid vanillylamide; Nonanoic acid vanillylamide; Pseudocapsaicin
Field of Research
Apoptosis Apoptosis Inducers
Purity
0.9953
Form
A solid
Solubility
insoluble in H2O; ≥15.27 mg/mL in DMSO; ≥52.3 mg/mL in EtOH with gentle warming
Smiles
OC1=CC=C(CNC(CCCCCCCC)=O)C=C1OC
Molecular Formula
C17H27NO3
Molecular Weight
293.40
Shipping Conditions
Blue ice
Storage Conditions
Store at -20°C.

Chemical Information

Nonivamide

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.

CAS Number2444-46-4
PubChem CID2998
IUPAC NameN-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
Molecular FormulaC17H27NO3
Molecular Weight293.4
XLogP4.2
Topological Polar Surface Area58.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count10
Heavy Atom Count21
Formal Charge0
Complexity283
SMILES
CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
InChI
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)
InChIKey
RGOVYLWUIBMPGK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Nonivamide
CAS: 2444-46-4
CID: 2998
Formula: C17H27NO3
MW: 293.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight293.4
XLogP34.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count10
Exact Mass293.19909372
Monoisotopic Mass293.19909372
Topological Polar Surface Area58.6 Ų
Heavy Atom Count21
Formal Charge0
Complexity283
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes