Livestock Metabolome Database: Showing metabocard for Tetradecenoylcarnitine (LMDB01011)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-08-06 05:39:27 UTC

Update Date

2021-04-30 20:57:41 UTC

Lmdb

LMDB01011

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tetradecenoylcarnitine

Description

cis-5-Tetradecenoylcarnitine belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, cis-5-tetradecenoylcarnitine is considered to be a fatty ester. Based on a literature review a significant number of articles have been published on cis-5-Tetradecenoylcarnitine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[(5Z)-Tetradec-5-enoyloxy]-4-(trimethylammonio)butanoate	ChEBI
3-[(5Z)-Tetradec-5-enoyloxy]-4-(trimethylammonio)butanoic acid	Generator
cis-5-Tetradecenoylcarnitine	ChEBI

Chemical Formula

C₂₁H₃₉NO₄

Average Molecular Weight

369.5387

Monoisotopic Molecular Weight

369.287908741

IUPAC Name

3-[(5Z)-tetradec-5-enoyloxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

cis-5-tetradecenoylcarnitine

CAS Registry Number

Not Available

SMILES

CCCCCCCCC=CCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C21H39NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h12-13,19H,5-11,14-18H2,1-4H3

InChI Key

NNCBVXBBLABOCB-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-acylcarnitine (CHEBI:73060 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.48	ALOGPS
logP	0.78	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	128.99 m³·mol⁻¹	ChemAxon
Polarizability	44.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9210000000-d55933555203a81af3b0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fkc-0729000000-b7724178fd672abeda7c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-1900000000-a2f60fad8c99a570c7b0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02fx-4900000000-6ae1e898595b8e8b61f5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0029000000-a5108e2a8a5c949c7942	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aor-1289000000-351e00d1ad0b6a3015e9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6u-7590000000-8eeb0dac52aa2c1d6246	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-1a5965dc435463ee085f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-9005000000-84dcf946c3b41ee8ec83	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Serum	Detected and Quantified	0.05 +/- 0.0 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.05 +/- 0.0 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.05 +/- 0.0 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.05 +/- 0.0 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.05 +/- 0.0 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.02 +/- 0.01 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	0.05 +/- 0.0 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.0507 +/- 0.0155 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.05 +/- 0.0 uM	Normal	Ovine	Goldansaz et al.,...	details