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I0909

Sigma-Aldrich

6-Iodonordihydrocapsaicin

≥98% (HPLC), solid

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About This Item

Empirical Formula (Hill Notation):
C17H26INO3
CAS Number:
859171-97-4
Molecular Weight:
419.30
MDL number:
MFCD09878233
UNSPSC Code:
12352200
PubChem Substance ID:
24895913
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

white

solubility

DMSO: ~44 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

CCCCCCCCC(=O)NCc1cc(OC)c(O)cc1I

InChI

1S/C17H26INO3/c1-3-4-5-6-7-8-9-17(21)19-12-13-10-16(22-2)15(20)11-14(13)18/h10-11,20H,3-9,12H2,1-2H3,(H,19,21)

InChI key

AAORACFZMYMFCG-UHFFFAOYSA-N

Gene Information

human ... TRPV1(7442)

Biochem/physiol Actions

TRPV1 (V1) vanilloid receptor antagonist.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, 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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Giovanni Appendino et al.
British journal of pharmacology, 139(8), 1417-1424 (2003-08-19)
1. The C-5 halogenation of the vanillyl moiety of resiniferatoxin, an ultrapotent agonist of vanilloid TRPV1 receptors, results in a potent antagonist for these receptors. Here, we have synthesized a series of halogenated derivatives of 'synthetic capsaicin' (nonanoyl vanillamide=nordihydrocapsaicin) differing
Yuriko Oi-Kano et al.
The Journal of nutritional biochemistry, 40, 209-218 (2016-12-13)
Oleuropein is the pungent principle of raw olives. Oleuropein aglycone (OA) is a major phenolic compound in extra virgin olive oil and the absorbed form of oleuropein. We aimed to determine the mechanism underlying the nutritional effects of oleuropein and
Daniela L Uliana et al.
Journal of psychopharmacology (Oxford, England), 34(9), 1043-1055 (2020-07-09)
Blockade of cannabinoid CB1 or vanilloid TRPV1 receptors in the ventromedial prefrontal cortex of rats respectively increases or decreases the conditioned emotional response during re-exposure to a context previously paired with footshocks. Although these mechanisms are unknown, they may involve
Manoela V Fogaça et al.
Pharmacology, biochemistry, and behavior, 129, 7-13 (2014-12-03)
Hemopressin (PVNFKFLSH; HP) is an orally active peptide derived from rat hemoglobin α-chain that could act as an inverse agonist at cannabinoid type 1 receptors (CB1). Here, we aim to investigate possible behavioral effects of HP in male Wistar rats
Azucena Perez-Burgos et al.
The Journal of physiology, 593(17), 3943-3957 (2015-06-19)
Certain probiotic bacteria have been shown to reduce distension-dependent gut pain, but the mechanisms involved remain obscure. Live luminal Lactobacillus reuteri (DSM 17938) and its conditioned medium dose dependently reduced jejunal spinal nerve firing evoked by distension or capsaicin, and

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