ChemFOnt: Showing chemical card for O-octadecanoyl-R-carnitine (CFc000042944)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:44 UTC

Chemfont ID

CFc000042944

Molecule Identification

Common Name

O-octadecanoyl-R-carnitine

Definition

O-octadecanoyl-R-carnitine is also known as (-)-Stearoylcarnitine or Acylcarnitine C18:0. O-octadecanoyl-R-carnitine is considered to be practically insoluble (in water) and acidic. O-octadecanoyl-R-carnitine is a fatty ester lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-Stearoylcarnitine	ChEBI
(R)-Octadecanoylcarnitine	ChEBI
(R)-Stearoylcarnitine	ChEBI
Acylcarnitine C18:0	ChEBI
L-Stearoylcarnitine	ChEBI
O-Octadecanoyl-(R)-carnitine	ChEBI
O-Octadecanoyl-R-carnitine	ChEBI
O-Stearoyl-L-carnitine	ChEBI
Octadecanoylcarnitine	ChEBI
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoate	HMDB
O-Octadecanoylcarnitine	HMDB
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoic acid	HMDB
(R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctadecyl)oxy]-1-propanaminium inner salt	HMDB
L-(3-Carboxy-2-hydroxypropyl)trimethyl-ammonium stearate hydroxide inner salt	HMDB
L-Stearic acid ester with (3-carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt	HMDB
Octadecanoyl-L-carnitine	HMDB
Stearoyl-L-carnitine	HMDB
Stearoylcarnitine	ChEBI

Chemical Formula

C₂₅H₄₉NO₄

Average Molecular Weight

427.67

Monoisotopic Molecular Weight

427.366159062

IUPAC Name

(3R)-3-(octadecanoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

stearoylcarnitine

CAS Registry Number

1976-27-8

SMILES

CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C25H49NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h23H,5-22H2,1-4H3/t23-/m1/s1

InChI Key

FNPHNLNTJNMAEE-HSZRJFAPSA-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-acyl-L-carnitine (CHEBI:84644 )
Fatty acyl carnitines (LMFA07070008 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 28278231)

Excreta

Biofluid or Excreta

Feces (PMID: 27624970)

Source

Exogenous

Exogenous (HMDB: HMDB0062532)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.0e-05 g/L	ALOGPS
logP	2.62	ALOGPS
logP	2.92	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Acidic)	4.22	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	22	ChemAxon
Refractivity	146.28 m³·mol⁻¹	ChemAxon
Polarizability	54.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000848

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022278

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

1585824

Wikipedia Link

Not Available

METLIN ID

5811

PubChem Compound

52922056

PDB ID

Not Available

ChEBI ID

84644

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for O-octadecanoyl-R-carnitine (CFc000042944)

MOL for CFc000042944 (O-octadecanoyl-R-carnitine)

3D MOL for CFc000042944 (O-octadecanoyl-R-carnitine)

3D SDF for CFc000042944 (O-octadecanoyl-R-carnitine)

3D-SDF for CFc000042944 (O-octadecanoyl-R-carnitine)

PDB for CFc000042944 (O-octadecanoyl-R-carnitine)

3D PDB for CFc000042944 (O-octadecanoyl-R-carnitine)

SMILES for CFc000042944 (O-octadecanoyl-R-carnitine)

INCHI for CFc000042944 (O-octadecanoyl-R-carnitine)

Structure for CFc000042944 (O-octadecanoyl-R-carnitine)

3D Structure for CFc000042944 (O-octadecanoyl-R-carnitine)