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V9130

Sigma-Aldrich

N-Vanillylnonanamide

≥97%, powder

Synonym(s):

Capsaicin synthetic, N-(4-Hydroxy-3-methoxybenzyl)nonanamide, N-Vanillylpelargonamide, Nonanoic acid vanillylamide, Nonylvanylamide, Pelargonic acid vanillylamide, Pseudocapsaicin

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About This Item

Empirical Formula (Hill Notation):
C17H27NO3
CAS Number:
2444-46-4
Molecular Weight:
293.40
Beilstein/REAXYS Number:
2144300
EC Number:
219-484-1
MDL number:
MFCD00017286
UNSPSC Code:
12352200
PubChem Substance ID:
24278775
NACRES:
NA.77

assay

≥97%

form

powder

color

white to off-white

solubility

methanol: 100 mg/mL, clear to slightly hazy, colorless to deep brown-yellow

storage temp.

2-8°C

SMILES string

CCCCCCCCC(=O)NCc1ccc(O)c(OC)c1

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

Gene Information

rat ... Trpv1(83810) , Trpv4(66026)

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General description

N-Vanillylnonanamide has antifouling properties. It acts as an nicotinamide adenine dinucleotide phosphate (NADPH) inhibitor.

Application

N-Vanillylnonanamide has been used for the preparation of spicules. It has also been used to reduce the firing of most extrinsic sensory axons.

Other Notes

Synthetic analogue of capsaicin with similar bioactivity.

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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