NONADECANOIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H38O2
Molecular Weight	298.5038
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCCCCCCCCC(O)=O

InChI

InChIKey=ISYWECDDZWTKFF-UHFFFAOYSA-N

InChI=1S/C19H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21/h2-18H2,1H3,(H,20,21)

HIDE SMILES / InChI

Description
Sources: http://www.hmdb.ca/metabolites/HMDB00772 | https://www.ncbi.nlm.nih.gov/pubmed/18827358

Nonadecanoic acid is an odd-numbered long chain fatty acid, likely derived from bacterial or plant sources. Nonadecanoic acid has been found in ox fats and vegetable oils. It is also used by certain insects as a phermone. Nonadecanoic acid is a saturated fatty acid. It is an antiproliferative agent. Nonadecanoic acid inhibits cancer cell growth (IC50 = 68 uM, HL-60 cells). Energy source in vivo.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
HL-60 8 Target ID: CHEMBL383 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18827358	Inhibitor 8297		68.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22230194 https://www.ncbi.nlm.nih.gov/pubmed/18827358	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
GC determination of long chain fatty acids that compose D003 in 5-mg film-coated tablets.	2003 Mar 26	12644187
Effect of indomethacin on motor activity and spinal cord free fatty acid content after experimental spinal cord injury in rabbits.	2005 Sep	15852057
Biodegradation of n-eicosane by fungi screened from nature.	2007 Jun 1	19086541
Petiveria alliacea extracts uses multiple mechanisms to inhibit growth of human and mouse tumoral cells.	2008 Nov 18	19017389
Identification of light-independent inhibition of human immunodeficiency virus-1 infection through bioguided fractionation of Hypericum perforatum.	2009 Jul 13	19594941
Conjugated nonadecadienoic acid is more potent than conjugated linoleic acid on body fat reduction.	2010 Aug	19615881
Effect of nitrate supply and mycorrhizal inoculation on characteristics of tobacco root plasma membrane vesicles.	2010 Jan	19937342

Patents

Sample Use Guides

In Vivo Use Guide

Nonadecanoic acid (C19) reduced the rate of aberrant metaphases from 9.4 to about 3% at doses of 100 mg/kg and less.

Route of Administration: Unknown

In Vitro Use Guide

Nonadecanoic acid (C19:0) showed the highest inhibitory activity for HL-60 cell proliferation with IC(50) value of 68+/-7 uM.

Name

Type

Language

NONADECANOIC ACID

Systematic Name

English

NSC-11914

Code

English

N-NONADECANOIC ACID

Common Name

English

N-NONADECYLIC ACID

Common Name

English

Code System Code Type Description

NSC

11914