MiMeDB: Showing metabocard for Stearoylcarnitine (MMDBc0000552)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:40:22 UTC

Update Date

2024-04-30 19:32:57 UTC

Metabolite ID

MMDBc0000552

Metabolite Identification

Common Name

Stearoylcarnitine

Description

Stearoylcarnitine, also known as acylcarnitine C18:0, is a fatty ester lipid molecule. It is found in significantly greater amounts of patients with carnitine palmitoyltransferase (CPT) II deficiency when compared to controls (PMID:15653102 ). Stearoylcarnitine is also found to be associated with celiac disease, another inborn error of metabolism. The carnitine palmitoyltransferase (CPT; EC 2.3.1.21) enzyme system, in conjunction with acyl-CoA synthetase and carnitine/acylcarnitine translocase, provides the mechanism whereby long-chain fatty acids are transferred from the cytosol to the mitochondrial matrix to undergo beta-oxidation (OMIM: 600650 ). Stearoylcarnitine is considered to be practically insoluble in water and acidic.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309172008222D          

 30 29  0  0  0  0            999 V2000
   -6.0008   -0.1993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2867   -0.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5726   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1445   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7164   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0024   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1410   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5705   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9979   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1410   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8546   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5726    0.6252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0008    0.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149    1.0356    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -7.4332    0.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149    1.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5683    1.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7087   -0.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7087   -1.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9926   -1.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4209   -1.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  1  6  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  CHG  1  23   1
M  END


  Mrv1652309172008222D          

 30 29  0  0  0  0            999 V2000
   -6.0008   -0.1993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2867   -0.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5726   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1445   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7164   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0024   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1410   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5705   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9979   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1410   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8546   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5726    0.6252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0008    0.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149    1.0356    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -7.4332    0.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149    1.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5683    1.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7087   -0.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7087   -1.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9926   -1.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4209   -1.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  1  6  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  CHG  1  23   1
M  END
> <DATABASE_ID>
MMDBc0000552

> <DATABASE_NAME>
MIME

> <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/p+1/t23-/m1/s1

> <INCHI_KEY>
FNPHNLNTJNMAEE-HSZRJFAPSA-O

> <FORMULA>
C25H50NO4

> <MOLECULAR_WEIGHT>
428.677

> <EXACT_MASS>
428.373435514

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
54.96848238877963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-carboxy-2-(octadecanoyloxy)propyl]trimethylazanium

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.9226851841949206

> <ALOGPS_LOGS>
-7.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.216763902737658

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057186892022335

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
135.44160000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.01e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-stearoylcarnitine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-SEP-20         0                                  
HETATM    1  C   UNK     0     -11.201  -0.372   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.869  -1.144   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.536  -0.372   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.203  -1.144   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.870  -0.372   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.537  -1.144   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.204  -0.372   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.871  -1.144   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.538  -0.372   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.794  -1.144   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.130  -0.372   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.462  -1.144   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.798  -0.372   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.131  -1.144   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.463  -0.372   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.795  -1.144   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.131  -0.372   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.463  -1.144   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.795  -0.372   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.128  -1.144   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.536   1.167   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -11.201   1.167   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0     -12.534   1.933   0.000  0.00  0.00           N+1
HETATM   24  C   UNK     0     -13.875   1.163   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -12.534   3.473   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -14.127   2.853   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.523  -1.163   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -12.523  -2.702   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -11.186  -3.473   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -13.852  -3.473   0.000  0.00  0.00           O+0
CONECT    1    2   22   27                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21    3                                                            
CONECT   22    1   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27    1   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

Synonyms

Value	Source
(-)-Stearoylcarnitine	ChEBI
(R)-Octadecanoylcarnitine	ChEBI
(R)-Stearoylcarnitine	ChEBI
Acylcarnitine C18:0	ChEBI
L-Stearoylcarnitine	ChEBI
O-Octadecanoyl-(R)-carnitine	ChEBI
O-Stearoyl-L-carnitine	ChEBI
Octadecanoylcarnitine	ChEBI
Stearoylcarnitine	ChEBI
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoate	ChEBI
O-Octadecanoylcarnitine	ChEBI
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoic acid	Generator
Octadecanoyl-L-carnitine	HMDB
Stearoyl-L-carnitine	HMDB
O-Octadecanoyl-R-carnitine	HMDB
C18:0 Carnitine	HMDB

Molecular Formula

C₂₅H₅₀NO₄

Average Mass

428.677

Monoisotopic Mass

428.373435514

IUPAC Name

[(2R)-3-carboxy-2-(octadecanoyloxy)propyl]trimethylazanium

Traditional Name

(-)-stearoylcarnitine

CAS Registry Number

Not Available

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/p+1/t23-/m1/s1

InChI Key

FNPHNLNTJNMAEE-HSZRJFAPSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Quaternary ammonium salts

Direct Parent

Acyl cholines

Alternative Parents

Substituents

Acyl choline
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Amine
Organooxygen compound
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.0e-05 g/L	ALOGPS
logP	2.52	ALOGPS
logP	2.92	ChemAxon
logS	-7.4	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	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	135.44 m³·mol⁻¹	ChemAxon
Polarizability	54.97 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-004i-0000900000-69f3d757e110ec8c3b98	2020-09-17	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9000000000-2ea2540d550fb015d5e5	2020-09-17	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-6ab6988a50a1903532bb	2020-09-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)		2020-09-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2020-09-17	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

Biospecimen Locations

Blood
Feces
Placenta
Urine

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000421	L-Carnitine	Stearoylcarnitine	carnitine palmitoyltransferase 1A (liver)	VMH	1988962
MMDBr0000422	Stearoylcarnitine	L-Carnitine	carnitine palmitoyltransferase 2	VMH	1528846 1988962
MMDBr0000423	Stearoylcarnitine	Stearoylcarnitine	solute carrier family 25 (carnitine/acylcarnitine translocase), member 20	VMH	14598172

Health Effects and Bioactivity

Health Outcome/Bioactivity	Evidence Type	Host and Biospecimen	Data Source	Reference
Celiac disease	Association	Human Blood	HMDB	16425363
Obesity	Association	Human Blood	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Obesity	Association	Human Blood	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1		Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Actinobacteria	1	Human ; Human supragingival plaque; Human saliva	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.076	0.004			uM	Adult (>18 years old)	Both	Celiac disease	HMDB	16425363
Human Blood	Detected and Quantified	0.0371	0.0085			uM	Adult (>18 years old)	Female	Pregnancy	HMDB	24704061
Human Urine	Detected and Quantified			0.0	0.07	umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	HMDB	32340350
Human Urine	Detected and Quantified	0.01		0.0	0.02	umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	HMDB	32340350
Human Urine	Detected and Quantified	0.01		0.0	0.1	umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	HMDB	32340350
Human Blood	Detected and Quantified	0.04	0.01			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	0.04	0.01			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Blood	Detected and Quantified	0.080	0.004			uM	Adult (>18 years old)	Both	Normal	HMDB	16425363
Human Feces	Detected and Quantified	0.24	0.13			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Feces	Detected and Quantified	0.64	0.56			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	0.036	0.012			uM	Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Human Blood	Detected and Quantified	0.040	0.013			uM	Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Human Blood	Detected and Quantified			0.020	0.070	uM	Adult (>18 years old)	Both	Normal	HMDB	Molecular You (https://molecularyou.com)
Human Blood	Detected and Quantified			0.020	0.070	uM	Adult (>18 years old)	Both	Normal	HMDB	Molecular You (https://molecularyou.com)
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000848

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022278

KNApSAcK ID

Not Available

Chemspider ID

2276556

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5811

PubChem Compound

3006797

PDB ID

Not Available

ChEBI ID

84644

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Zhang AQ, Mitchell SC, Ayesh R, Smith RL: Determination of trimethylamine and related aliphatic amines in human urine by head-space gas chromatography. J Chromatogr. 1992 Dec 23;584(2):141-5. doi: 10.1016/0378-4347(92)80569-c. [PubMed:1484098 ]
Minkler PE, Ingalls ST, Hoppel CL: High-performance liquid chromatographic separation of acylcarnitines following derivatization with 4'-bromophenacyl trifluoromethanesulfonate. Anal Biochem. 1990 Feb 15;185(1):29-35. doi: 10.1016/0003-2697(90)90250-d. [PubMed:2344045 ]
Bell FP: Carnitine esters: novel inhibitors of plasma lecithin: cholesterol acyltransferase in experimental animals but not in man (Homo sapiens). Int J Biochem. 1983;15(2):133-6. doi: 10.1016/0020-711x(83)90053-8. [PubMed:6822312 ]
Kamimori H, Hamashima Y, Konishi M: Determination of carnitine and saturated-acyl group carnitines in human urine by high-performance liquid chromatography with fluorescence detection. Anal Biochem. 1994 May 1;218(2):417-24. doi: 10.1006/abio.1994.1201. [PubMed:8074302 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Fingerhut R, Roschinger W, Muntau AC, Dame T, Kreischer J, Arnecke R, Superti-Furga A, Troxler H, Liebl B, Olgemoller B, Roscher AA: Hepatic carnitine palmitoyltransferase I deficiency: acylcarnitine profiles in blood spots are highly specific. Clin Chem. 2001 Oct;47(10):1763-8. [PubMed:11568084 ]
Minkler PE, Kerner J, North KN, Hoppel CL: Quantitation of long-chain acylcarnitines by HPLC/fluorescence detection: application to plasma and tissue specimens from patients with carnitine palmitoyltransferase-II deficiency. Clin Chim Acta. 2005 Feb;352(1-2):81-92. doi: 10.1016/j.cccn.2004.02.004. [PubMed:15653102 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Stearoylcarnitine (MMDBc0000552)

MOL for #<Metabolite:0x00007fdb701dc5d8>

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3D SDF for #<Metabolite:0x00007fdb701dc5d8>

3D-SDF for #<Metabolite:0x00007fdb701dc5d8>

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Structure for #<Metabolite:0x00007fdb701dc5d8>

3D Structure for #<Metabolite:0x00007fdb701dc5d8>