Showing Compound (S)-14-Methylhexadecanoic acid (FDB003069)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:38 UTC

Update date

2019-11-26 02:58:25 UTC

Primary ID

FDB003069

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(S)-14-Methylhexadecanoic acid

Description

(S)-14-Methylhexadecanoic acid, also known as 14-methylpalmitic acid or anteisoheptadecanoate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review a significant number of articles have been published on (S)-14-Methylhexadecanoic acid.

CAS Number

5746-59-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
14-Methylpalmitic acid	ChEBI
14-Methylpalmitate	Generator
(S)-14-Methylhexadecanoate	Generator
14-Methylhexadecanoic acid, (+-)-isomer	HMDB
Anteisoheptadecanoate	HMDB
14-Methylhexadecanoic acid	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	0.00015 g/L	ALOGPS
logP	7.63	ALOGPS
logP	6.54	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	81.63 m³·mol⁻¹	ChemAxon
Polarizability	36.07 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C17H34O2

IUPAC name

14-methylhexadecanoic acid

InChI Identifier

InChI=1S/C17H34O2/c1-3-16(2)14-12-10-8-6-4-5-7-9-11-13-15-17(18)19/h16H,3-15H2,1-2H3,(H,18,19)

InChI Key

FXUKWLSZZHVEJD-UHFFFAOYSA-N

Isomeric SMILES

CCC(C)CCCCCCCCCCCCC(O)=O

Average Molecular Weight

270.4507

Monoisotopic Molecular Weight

270.255880332

Classification

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:84874 )
branched-chain saturated fatty acid (CHEBI:84874 )
methyl-branched fatty acid (CHEBI:84874 )
Branched fatty acids (LMFA01020011 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Biofluid and excreta:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 75.50%; H 12.67%; O 11.83%	DFC
Melting Point	Mp 39.5-40°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]29D +5.2 (c, 14 in Me2CO)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(S)-14-Methylhexadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-054o-9420000000-227dc22195b4a320e5aa	Spectrum
Predicted GC-MS	(S)-14-Methylhexadecanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056r-9331000000-66336baf886a12667cd8	Spectrum
Predicted GC-MS	(S)-14-Methylhexadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-0090000000-8fd320690cbfe873915e	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fmi-6690000000-2c3ef3b9e1e7f3b752bc	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9400000000-05304dfda2a1976653c2	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-d59e1c0613e3b4b6fe35	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-016r-1090000000-64825023c5e41833a6ad	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9230000000-1e1c0f9de3e1884a06c8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-3190000000-a06b4b0912b4097e36a7	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0aba-9210000000-815ec68f705dcd84cf90	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-27c125614e357e7cc338	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-ae5b777e86dbd2f5172a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gb9-0090000000-fbd4711f4fb6af5092de	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9210000000-83bfe38f5f6e24e3afb1	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

20849

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

22207

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31067

CRC / DFC (Dictionary of Food Compounds) ID

CQK98-I:CQK99-J

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound (S)-14-Methylhexadecanoic acid (FDB003069)

Structure for FDB003069 ((S)-14-Methylhexadecanoic acid)