OLVANIL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C26H43NO3
Molecular Weight	417.6245
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)NCC1=CC(OC)=C(O)C=C1

InChI

InChIKey=OPZKBPQVWDSATI-KHPPLWFESA-N

InChI=1S/C26H43NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26(29)27-22-23-19-20-24(28)25(21-23)30-2/h10-11,19-21,28H,3-9,12-18,22H2,1-2H3,(H,27,29)/b11-10-

HIDE SMILES / InChI

Molecular Formula	C26H43NO3
Molecular Weight	417.6245
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27439609 | https://www.ncbi.nlm.nih.gov/pubmed/29335158

Olvanil, a structural analog of capsaicin, is an agonist of the transient receptor potential vanilloid type-1 (TRPV1) channel. This compound was developed as a potential analgesic compound. Olvanil has potent anti-hyperalgesic effects in several experimental models of chronic pain.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Transient receptor potential cation channel subfamily V member 1 6 Target ID: Q8NER1 Gene ID: 7442.0 Gene Symbol: TRPV1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27439609	Agonist 2678		0.5 nM [EC50]

PubMed

Title	Date	PubMed
Anti-inflammatory pharmacology and mechanism of the orally active capsaicin analogs, NE-19550 and NE-28345.	1990 Nov	2128168
Characterization using FLIPR of rat vanilloid receptor (rVR1) pharmacology.	2000 Jun	10864900
Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology.	2001 Apr 6	11301059
Analysis of the native quaternary structure of vanilloid receptor 1.	2001 Jul 27	11358970
Localization of substance P gene expression for evaluating protective countermeasures against sulfur mustard.	2004 Nov 15	15388249
Cloning and pharmacological characterization of mouse TRPV1.	2004 Nov 3	15489017
Signaling mechanisms of down-regulation of voltage-activated Ca2+ channels by transient receptor potential vanilloid type 1 stimulation with olvanil in primary sensory neurons.	2006 Aug 11	16678970
TRPV1-mediated itch in seasonal allergic rhinitis.	2009 May	19220220
Olvanil, a non-pungent vanilloid enhances the gastrointestinal toxicity of cisplatin in the ferret.	2010 Feb 15	19931602
N-oleoyldopamine enhances glucose homeostasis through the activation of GPR119.	2010 Jan	19901198
TRPV1 and TRPA1 stimulation induces MUC5B secretion in the human nasal airway in vivo.	2011 Nov	21981454

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:46:18 GMT 2023` Edited by `admin` on `Fri Dec 15 18:46:18 GMT 2023`
Record UNII	4P7KIU7003
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OLVANIL

Official Name

English

NE-19550

Code

English

olvanil [INN]

Common Name

English

N-Vanillyloleamide

Systematic Name

English

TCMDC-124289

Code

English

OLVANIL [USAN]

Common Name

English

Code System Code Type Description

PUBCHEM

5311093