Showing Compound Methyl hexadecanoate (FDB003050)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:38 UTC

Update date

2020-09-17 15:31:15 UTC

Primary ID

FDB003050

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methyl hexadecanoate

Description

Methyl hexadecanoic acid, also known as palmitic acid methyl ester, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O) OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl hexadecanoic acid is very hydrophobic, practically insoluble in water, and relatively neutral. Methyl hexadecanoic acid has a fatty, oily, and waxy taste. Methyl hexadecanoic acid has been detected in cauliflowers, cloves, and evergreen blackberries. This could make methyl hexadecanoic acid a potential biomarker for the consumption of these foods.

CAS Number

112-39-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Methyl hexadecanoate	Generator
Methyl palmitate	HMDB
Methyl palmitic acid	HMDB
Hexadecanoate methyl ester	HMDB
Hexadecanoic acid methyl ester	HMDB
Palmitic acid methyl ester	HMDB
Methyl hexadecanoic acid	Generator
Hexadecanoic acid, methyl ester	biospider
Metholene 2216	biospider
Methyl hexadecanate	biospider
Methyl n-hexadecanoate	biospider
N-hexadecanoic acid methyl ester	biospider
Palmitic acid, methyl ester	biospider
Palmitic acid, methyl ester (8CI)	biospider
Uniphat A60	biospider

Predicted Properties

Property	Value	Source
Water Solubility	7.5e-05 g/L	ALOGPS
logP	7.41	ALOGPS
logP	6.4	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	81.85 m³·mol⁻¹	ChemAxon
Polarizability	36.41 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

methyl hexadecanoate

InChI Identifier

InChI=1S/C17H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h3-16H2,1-2H3

InChI Key

FLIACVVOZYBSBS-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCCCCCCCCC(=O)OC

Average Molecular Weight

270.4507

Monoisotopic Molecular Weight

270.255880332

Classification

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty acid methyl ester (CHEBI:69187 )
Wax monoesters (LMFA07010470 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Biofluid and excreta:

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Biochemical pathway:

Lipid metabolism pathway

Chemical reaction:

Lipid peroxidation

Role

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 30.5°	DFC
Boiling Point	Bp2 148°	DFC
Experimental Water Solubility	Not Available
Experimental logP	7.38	KROP,HB ET AL. (1997)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Methyl hexadecanoate, non-derivatized, GC-MS Spectrum	splash10-000i-9410000000-06e342f68cdd631a32fa	Spectrum
GC-MS	Methyl hexadecanoate, non-derivatized, GC-MS Spectrum	splash10-00di-0090000000-db5787e9b3eaac96f146	Spectrum
GC-MS	Methyl hexadecanoate, non-derivatized, GC-MS Spectrum	splash10-00dr-9100000000-683d8a1de530bbfa7510	Spectrum
GC-MS	Methyl hexadecanoate, non-derivatized, GC-MS Spectrum	splash10-05g3-9000000000-a2b255dd0fdd1efd2edc	Spectrum
GC-MS	Methyl hexadecanoate, non-derivatized, GC-MS Spectrum	splash10-05fr-9000000000-baccd6187fe64ba0fb81	Spectrum
GC-MS	Methyl hexadecanoate, non-derivatized, GC-MS Spectrum	splash10-000i-9400000000-6e386a4925d22e506f67	Spectrum
Predicted GC-MS	Methyl hexadecanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0540-5920000000-18adf3ceb15daf1890ff	Spectrum
Predicted GC-MS	Methyl hexadecanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-00di-0090000000-e3f1fb41bc39cf5c3980	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-00di-0190000000-837b670351375a88e317	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-00di-5980000000-412d3cc4d2d44a828547	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 12V, positive	splash10-0uyj-8910000000-abb13bbae38141c27067	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 15V, positive	splash10-0uej-9600000000-6d6061fa61e38f88aceb	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-0gbi-1910000000-3309cf3659c2c2662fe6	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-00di-9000000000-1501685b2e06c466d3b7	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-000i-9000000000-e103d05527cb34385856	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-0a4i-9000000000-cad0cc415c906a783cfc	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-0abc-5900000000-252b278e11ad05aaf4f5	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-01vt-1900000000-9e5b1071dde4e1224b3e	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-0a4i-5900000000-356dc1d8cd57cb9b8810	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-00di-3900000000-8c7e326caeaf4b57bbd0	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dr-0190000000-8d32a33ec60435ad4078	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ds-6970000000-be7dcb63dde8bf429a3d	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9610000000-bb567c889e6285679c0d	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-d0e2f55cef37f22099f3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014r-1090000000-1b8c8aae3c8b029cfbd4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9240000000-4159ba9834de8d7f67c2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00kr-0090000000-5b7592ccc42ad579e1ae	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014r-1090000000-dbc31b0134593f446482	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9230000000-db97441651327b503413	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-3290000000-bf26cd76362604fe9bd7	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ab9-9320000000-09573567cce883917735	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-0dd6e755d6f048efee33	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C16995

Pubchem Compound ID

8181

Pubchem Substance ID

Not Available

ChEBI ID

564095

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

GXZ18-W:CQD41-D

EAFUS ID

Not Available

Dr. Duke ID

PALMITIC-ACID-METHYL-ESTER

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

rw1057631

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

Flavor	Citations
oily	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.