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=C(O)C(OC)=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 2752		0.5 nM [EC50]

PubMed

Title	Date	PubMed
TRPV1 and TRPA1 stimulation induces MUC5B secretion in the human nasal airway in vivo.	2011-11	21981454
Olvanil, a non-pungent vanilloid enhances the gastrointestinal toxicity of cisplatin in the ferret.	2010-02-15	19931602
N-oleoyldopamine enhances glucose homeostasis through the activation of GPR119.	2010-01	19901198
TRPV1-mediated itch in seasonal allergic rhinitis.	2009-05	19220220
Signaling mechanisms of down-regulation of voltage-activated Ca2+ channels by transient receptor potential vanilloid type 1 stimulation with olvanil in primary sensory neurons.	2006-08-11	16678970
Localization of substance P gene expression for evaluating protective countermeasures against sulfur mustard.	2004-11-15	15388249
Cloning and pharmacological characterization of mouse TRPV1.	2004-11-03	15489017
Analysis of the native quaternary structure of vanilloid receptor 1.	2001-07-27	11358970
Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology.	2001-04-06	11301059
Characterization using FLIPR of rat vanilloid receptor (rVR1) pharmacology.	2000-06	10864900
Anti-inflammatory pharmacology and mechanism of the orally active capsaicin analogs, NE-19550 and NE-28345.	1990-11	2128168

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:21:04 GMT 2025` Edited by `admin` on `Mon Mar 31 19:21:04 GMT 2025`
Record UNII	4P7KIU7003
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OLVANIL

Official Name

English

NE-19550

Preferred Name

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