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
Gas chromatographic method for determining very long chain fatty acids that compose D003 in aqueous suspensions from 20 to 200 mg/ml, used in pharmacological and toxicological studies.	2003 Jul	12818691
GC determination of long chain fatty acids that compose D003 in 5-mg film-coated tablets.	2003 Mar 26	12644187
Tunneling characteristics of octadecyl derivatives on tin and indium electrodes.	2004 Feb 3	15773115
Validation of a gas chromatographic method for determining fatty acids that compose D003 in 10 mg film-coated tablets.	2004 Jul	15231430
Condensation reactions and formation of amides, esters, and nitriles under hydrothermal conditions.	2004 Summer	15253839
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
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
Petiveria alliacea extracts uses multiple mechanisms to inhibit growth of human and mouse tumoral cells.	2008 Nov 18	19017389
Raman microspectroscopy of individual algal cells: sensing unsaturation of storage lipids in vivo.	2010	22163676
Understanding organic film behavior on alloy and metal oxides.	2010 Feb 2	20039608
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 UTC 2023` Edited by `admin` on `Fri Dec 15 17:46:16 UTC 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