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Showing NP-Card for Propenoylcarnitine (NP0339191)

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Record Information
Version2.0
Created at2024-09-11 20:18:21 UTC
Updated at2024-09-11 20:18:22 UTC
NP-MRD IDNP0339191
Secondary Accession NumbersNone
Natural Product Identification
Common NamePropenoylcarnitine
DescriptionPropenoylcarnitine 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, propenoylcarnitine is considered to be a fatty ester lipid molecule. Propenoylcarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Propenoylcarnitine has been detected, but not quantified in, several different foods, such as cow milks, cow milks, cow milks, and cow milks. This could make propenoylcarnitine a potential biomarker for the consumption of these foods. An O-acyl-L-carnitine in which the acyl group specified is propenoyl.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0339191 (Propenoylcarnitine)


  Mrv0541 02251208172D          

 15 14  0  0  1  0            999 V2000
   16.0519   -8.5707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7664   -8.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4808   -8.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4808   -9.3957    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   16.0519   -9.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1953   -8.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -8.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -7.3332    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1625   -7.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5125   -7.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -6.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3974  -10.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8110  -10.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6383  -10.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0519  -10.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  1  5  1  6  0  0  0
  3  6  2  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
  5 14  1  0  0  0  0
 15 14  2  0  0  0  0
M  CHG  2   4  -1   8   1
M  END
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3D MOL for NP0339191 (Propenoylcarnitine)

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3D SDF for NP0339191 (Propenoylcarnitine)

  Mrv0541 02251208172D          

 15 14  0  0  1  0            999 V2000
   16.0519   -8.5707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7664   -8.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4808   -8.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4808   -9.3957    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   16.0519   -9.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1953   -8.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -8.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -7.3332    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1625   -7.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5125   -7.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -6.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3974  -10.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8110  -10.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6383  -10.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0519  -10.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  1  5  1  6  0  0  0
  3  6  2  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
  5 14  1  0  0  0  0
 15 14  2  0  0  0  0
M  CHG  2   4  -1   8   1
M  END
> <DATABASE_ID>
NP0339191

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[N+](C)(C)C[C@H](CC([O-])=O)OC(=O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H17NO4/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4/h5,8H,1,6-7H2,2-4H3/t8-/m0/s1

> <INCHI_KEY>
YUCNWOKTRWJLGY-QMMMGPOBSA-N

> <FORMULA>
C10H17NO4

> <MOLECULAR_WEIGHT>
215.2463

> <EXACT_MASS>
215.115758037

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.912584592738924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-(prop-2-enoyloxy)-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
-2.22

> <JCHEM_LOGP>
-3.4567542974717442

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.130183878634363

> <JCHEM_PKA_STRONGEST_BASIC>
-6.801669212235793

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
77.2845

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-(prop-2-enoyloxy)-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339191 (Propenoylcarnitine)
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PDB for NP0339191 (Propenoylcarnitine)
HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      29.964 -15.999   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.297 -15.229   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.631 -15.999   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      32.631 -17.539   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      29.964 -17.539   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.965 -15.229   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      28.630 -15.229   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      28.630 -13.689   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      30.170 -13.689   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.090 -13.689   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.630 -12.149   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.875 -20.213   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.647 -18.876   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.191 -18.876   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      29.964 -20.213   0.000  0.00  0.00           O+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3                                                            
CONECT    5    1   14                                                       
CONECT    6    3                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12   13                                                            
CONECT   13   12   14                                                       
CONECT   14   13    5   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

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3D PDB for NP0339191 (Propenoylcarnitine)
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SMILES for NP0339191 (Propenoylcarnitine)
C[N+](C)(C)C[C@H](CC([O-])=O)OC(=O)C=C
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INCHI for NP0339191 (Propenoylcarnitine)
InChI=1S/C10H17NO4/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4/h5,8H,1,6-7H2,2-4H3/t8-/m0/s1
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Synonyms
ValueSource
(3S)-3-(Prop-2-enoyloxy)-4-(trimethylazaniumyl)butanoateChEBI
(3S)-3-(Prop-2-enoyloxy)-4-(trimethylazaniumyl)butanoic acidGenerator
Propenoyl-L-carnitineHMDB
Chemical FormulaC10H17NO4
Average Mass215.2463 Da
Monoisotopic Mass215.11576 Da
IUPAC Name(3S)-3-(prop-2-enoyloxy)-4-(trimethylazaniumyl)butanoate
Traditional Name(3S)-3-(prop-2-enoyloxy)-4-(trimethylammonio)butanoate
CAS Registry NumberNot Available
SMILES
C[N+](C)(C)C[C@H](CC([O-])=O)OC(=O)C=C
InChI Identifier
InChI=1S/C10H17NO4/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4/h5,8H,1,6-7H2,2-4H3/t8-/m0/s1
InChI KeyYUCNWOKTRWJLGY-QMMMGPOBSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentAcyl carnitines  
Alternative Parents
Substituents
  • Acyl-carnitine
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Acrylic acid ester
    • 

  • Quaternary ammonium salt
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Tetraalkylammonium salt
    • 

  • Acrylic acid or derivatives
    • 

  • Carboxylic acid salt
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic salt
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.2ALOGPS
logP-3.5ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)4.13ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.43 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity77.28 m³·mol⁻¹ChemAxon
Polarizability21.91 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0013124  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029297  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53481699  
PDB IDNot Available
ChEBI ID86076  
Good Scents IDNot Available
References
General References