MiMeDB: Showing metabocard for LysoPC(18:3(6Z,9Z,12Z)/0:0) (MMDBc0060164)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2023-02-02 23:59:04 UTC

Update Date

2023-02-02 23:59:04 UTC

Metabolite ID

MMDBc0060164

Metabolite Identification

Common Name

LysoPC(18:3(6Z,9Z,12Z)/0:0)

Description

LysoPC(18:3(6Z,9Z,12Z)) belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. LysoPC(18:3(6Z,9Z,12Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251200362D          

 36 35  0  0  1  0            999 V2000
    2.0354   -0.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771   -0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5487   -1.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -3.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036   -3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5753   -4.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169   -4.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869   -4.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6285   -5.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984   -4.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5267   -3.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7834   -2.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9117   -1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6816   -1.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3233   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949   -2.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0932   -1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7348   -1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5047   -1.6725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6331   -0.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1464   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9163   -1.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5579   -2.4134    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.0393   -3.0550    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.0765   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1995   -2.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9695   -2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6111   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810   -2.8579    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1509   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6774   -3.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0847   -2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8631   -1.1538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  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  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 22 36  1  6  0  0  0
M  CHG  2  27  -1  32   1
M  END


  Mrv0541 02251200362D          

 36 35  0  0  1  0            999 V2000
    2.0354   -0.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771   -0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5487   -1.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -3.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036   -3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5753   -4.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169   -4.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869   -4.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6285   -5.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984   -4.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5267   -3.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7834   -2.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9117   -1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6816   -1.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3233   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949   -2.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0932   -1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7348   -1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5047   -1.6725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6331   -0.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1464   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9163   -1.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5579   -2.4134    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.0393   -3.0550    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.0765   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1995   -2.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9695   -2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6111   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810   -2.8579    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1509   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6774   -3.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0847   -2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8631   -1.1538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  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  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 22 36  1  6  0  0  0
M  CHG  2  27  -1  32   1
M  END
> <DATABASE_ID>
MMDBc0060164

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(COC(=O)CCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,15-16,25,28H,5-8,11,14,17-24H2,1-4H3/t25-/m1/s1

> <INCHI_KEY>
MRTUWVDDQVMUCR-RUZDIDTESA-N

> <FORMULA>
C26H48NO7P

> <MOLECULAR_WEIGHT>
517.6356

> <EXACT_MASS>
517.316839407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
58.700580584146735

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
0.9961148368615873

> <ALOGPS_LOGS>
-6.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.655609236406608

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.855340613627086

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4040033707866657

> <JCHEM_POLAR_SURFACE_AREA>
105.12000000000002

> <JCHEM_REFRACTIVITY>
154.82549999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.97e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

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       3.799  -0.633   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.997  -1.601   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.758  -3.122   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.955  -4.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.716  -5.611   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.913  -6.579   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.674  -8.101   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.872  -9.069   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.309  -8.516   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.507  -9.484   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.944  -8.931   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.183  -7.409   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.621  -6.856   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.860  -5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.662  -4.367   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.902  -2.845   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.339  -2.292   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.537  -3.260   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.297  -4.781   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.974  -2.707   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      18.172  -3.675   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.609  -3.122   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      19.848  -1.601   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      20.807  -4.090   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      22.244  -3.537   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      23.441  -4.505   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      22.473  -5.703   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0      24.409  -3.307   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      24.639  -5.473   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      26.076  -4.920   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      27.274  -5.888   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      28.711  -5.335   0.000  0.00  0.00           N+1
HETATM   33  C   UNK     0      30.148  -4.781   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.264  -6.772   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      28.158  -3.897   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0      18.411  -2.154   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
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   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   36                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32                                                            
CONECT   36   22                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

Synonyms

Not Available

Molecular Formula

C₂₆H₄₈NO₇P

Average Mass

517.6356

Monoisotopic Mass

517.316839407

IUPAC Name

(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C26H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,15-16,25,28H,5-8,11,14,17-24H2,1-4H3/t25-/m1/s1

InChI Key

MRTUWVDDQVMUCR-RUZDIDTESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-acyl-sn-glycero-3-phosphocholines

Alternative Parents

Substituents

1-acyl-sn-glycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Tetraalkylammonium salt
Quaternary ammonium salt
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organic salt
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0004 g/L	ALOGPS
logP	2.04	ALOGPS
logP	1	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.12 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	154.83 m³·mol⁻¹	ChemAxon
Polarizability	58.7 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

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	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027538

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for LysoPC(18:3(6Z,9Z,12Z)/0:0) (MMDBc0060164)

MOL for #<Metabolite:0x00007fdb4c540108>

3D MOL for #<Metabolite:0x00007fdb4c540108>

3D SDF for #<Metabolite:0x00007fdb4c540108>

3D-SDF for #<Metabolite:0x00007fdb4c540108>

PDB for #<Metabolite:0x00007fdb4c540108>

3D PDB for #<Metabolite:0x00007fdb4c540108>

SMILES for #<Metabolite:0x00007fdb4c540108>

INCHI for #<Metabolite:0x00007fdb4c540108>

Structure for #<Metabolite:0x00007fdb4c540108>

3D Structure for #<Metabolite:0x00007fdb4c540108>