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I0909

6-Iodonordihydrocapsaicin

Name: 6-Iodonordihydrocapsaicin
Brand: SIGMA

≥98% (HPLC), solid

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About This Item

Empirical Formula (Hill Notation):

C₁₇H₂₆INO₃

CAS Number:

859171-97-4

Molecular Weight:

419.30

NACRES:

NA.77

PubChem Substance ID:

24895913

UNSPSC Code:

12352200

MDL number:

MFCD09878233

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

protect from light

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Properties

Quality Level

100

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)

Description

Biochem/physiol Actions

TRPV1 (V1) vanilloid receptor antagonist.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

074K4604

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Halogenation of a capsaicin analogue leads to novel vanilloid TRPV1 receptor antagonists.

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

Oleuropein aglycone enhances UCP1 expression in brown adipose tissue in high-fat-diet-induced obese rats by activating β-adrenergic signaling.

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

Differential modulation of the contextual conditioned emotional response by CB1 and TRPV1 receptors in the ventromedial prefrontal cortex: Possible involvement of NMDA/nitric oxide-related mechanisms.

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

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Global Trade Item Number

SKU	GTIN
I0909-25MG	04061832556765
I0909-5MG	04061832556772