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

Molecular Formula	C19H38O2
Molecular Weight	298.5038
Charge	0
Count

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

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
Validation of a gas chromatographic method for determining fatty acids that compose D003 in 10 mg film-coated tablets.	2004 Jul	15231430
Effect of indomethacin on motor activity and spinal cord free fatty acid content after experimental spinal cord injury in rabbits.	2005 Sep	15852057
Abiotic condensation synthesis of glyceride lipids and wax esters under simulated hydrothermal conditions.	2006 Apr	16642268
Self-assembled monolayers of alkanoic acids on the native oxide surface of SS316L by solution deposition.	2007 Feb 27	17266343
Biodegradation of n-eicosane by fungi screened from nature.	2007 Jun 1	19086541
Evaluation of five methods for derivatization and GC determination of a mixture of very long chain fatty acids (C24:0-C36:0).	2008 Jan 7	18031966
[Studies on the constituents from Cacalia ambigua].	2008 Nov	19260274
Petiveria alliacea extracts uses multiple mechanisms to inhibit growth of human and mouse tumoral cells.	2008 Nov 18	19017389
Possible involvement of long chain fatty acids in the spores of Ganoderma lucidum (Reishi Houshi) to its anti-tumor activity.	2008 Oct	18827358
Identification of light-independent inhibition of human immunodeficiency virus-1 infection through bioguided fractionation of Hypericum perforatum.	2009 Jul 13	19594941
Raman microspectroscopy of individual algal cells: sensing unsaturation of storage lipids in vivo.	2010	22163676
Conjugated nonadecadienoic acid is more potent than conjugated linoleic acid on body fat reduction.	2010 Aug	19615881
Understanding organic film behavior on alloy and metal oxides.	2010 Feb 2	20039608
Effect of nitrate supply and mycorrhizal inoculation on characteristics of tobacco root plasma membrane vesicles.	2010 Jan	19937342
A simple reversed phase high-performance liquid chromatography method for polysorbate 80 quantitation in monoclonal antibody drug products.	2010 Jul 1	20537600
TFA and EPA productivities of Nannochloropsis salina influenced by temperature and nitrate stimuli in turbidostatic controlled experiments.	2010 Sep 27	20948904
A conformation and orientation model of the carboxylic group of fatty acids dependent on chain length in a Langmuir monolayer film studied by polarization-modulation infrared reflection absorption spectroscopy.	2010 Sep 9	20718412

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:46:16 GMT 2023` Edited by `admin` on `Fri Dec 15 17:46:16 GMT 2023`
Record UNII	H6M3VYC62P
Record Status	`Validated (UNII)`
Record Version

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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