MiMeDB: Showing metabocard for Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0) (MMDBc0045155)

Microbial

Human

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 13:35:11 UTC

Update Date

2022-09-01 00:58:51 UTC

Metabolite ID

MMDBc0045155

Metabolite Identification

Common Name

Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)

Description

Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.

Structure

MOL SDF PDB SMILES InChI

Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)
  Mrv1652307071619212D          

 42 42  0  0  1  0            999 V2000
   15.9228   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6373   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -4.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0662   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7807   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -4.2262    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2096   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5572   -3.4012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -5.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -2.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4163   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -1.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -4.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -5.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -5.0768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2083   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2083   -3.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4942   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7801   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0660   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3519   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5269   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8128   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0986   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2736   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5595   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8454   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0204   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3063   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5921   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7671   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0530   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965   -4.2524    0.0000 C   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
  3 21  1  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
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  7 12  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 18  1  0  0  0  0
 22  1  1  0  0  0  0
 22 23  2  0  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
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)
  Mrv1652307071619212D          

 42 42  0  0  1  0            999 V2000
   15.9228   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6373   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -4.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0662   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7807   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -4.2262    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2096   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5572   -3.4012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -5.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -2.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4163   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -1.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -4.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -5.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -5.0768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2083   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2083   -3.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4942   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7801   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0660   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3519   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5269   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8128   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0986   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2736   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5595   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8454   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0204   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3063   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5921   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7671   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0530   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965   -4.2524    0.0000 C   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
  3 21  1  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
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  7 12  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 18  1  0  0  0  0
 22  1  1  0  0  0  0
 22 23  2  0  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
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0045155

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(31)39-20-22(30)21-40-42(37,38)41-29-27(35)25(33)24(32)26(34)28(29)36/h6-7,9-10,12-13,15-16,22,24-30,32-36H,2-5,8,11,14,17-21H2,1H3,(H,37,38)/b7-6-,10-9-,13-12-,16-15-

> <INCHI_KEY>
LXUGKKVCSTYZFK-DOFZRALJSA-N

> <FORMULA>
C29H49O12P

> <MOLECULAR_WEIGHT>
620.673

> <EXACT_MASS>
620.296164016

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
65.03354487962629

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy}[(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
2.4035900210000003

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.339055972798818

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8335386408404943

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4040034476869314

> <JCHEM_POLAR_SURFACE_AREA>
203.44

> <JCHEM_REFRACTIVITY>
159.8468

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy((2,3,4,5,6-pentahydroxycyclohexyl)oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JUL-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUL-16         0                                  
HETATM    1  O   UNK     0      29.723  -7.937   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      31.056  -7.167   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.390  -7.937   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.724  -7.167   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      35.057  -7.937   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      36.502  -7.889   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      37.725  -7.937   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      36.507  -6.349   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      36.502  -9.429   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      40.778  -4.738   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.444  -5.508   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.444  -7.048   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.778  -7.818   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      42.111  -7.048   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.111  -5.508   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      38.110  -4.738   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      40.778  -3.198   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      43.445  -4.738   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      43.445  -7.818   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      40.778  -9.358   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      32.390  -9.477   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      28.389  -7.167   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      28.389  -5.727   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      27.056  -7.938   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.723  -7.167   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.390  -7.938   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.057  -7.167   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.517  -7.167   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.184  -7.938   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.851  -7.167   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.311  -7.167   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.978  -7.938   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.645  -7.167   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.105  -7.167   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.772  -7.938   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.439  -7.167   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.899  -7.167   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.566  -7.938   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.233  -7.167   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.900  -7.938   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.567  -7.167   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.234  -7.938   0.000  0.00  0.00           C+0
CONECT    1    2   22                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6   12                                                       
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10   11   15   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12    7   11   13                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   10   14   18                                                  
CONECT   16   11                                                            
CONECT   17   10                                                            
CONECT   18   15                                                            
CONECT   19   14                                                            
CONECT   20   13                                                            
CONECT   21    3                                                            
CONECT   22    1   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   84    0
END

Synonyms

Not Available

Molecular Formula

C₂₉H₄₉O₁₂P

Average Mass

620.673

Monoisotopic Mass

620.296164016

IUPAC Name

{2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy}[(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

Traditional Name

2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy((2,3,4,5,6-pentahydroxycyclohexyl)oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C29H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(31)39-20-22(30)21-40-42(37,38)41-29-27(35)25(33)24(32)26(34)28(29)36/h6-7,9-10,12-13,15-16,22,24-30,32-36H,2-5,8,11,14,17-21H2,1H3,(H,37,38)/b7-6-,10-9-,13-12-,16-15-

InChI Key

LXUGKKVCSTYZFK-DOFZRALJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycerol-3-phosphoinositols. These are glycerophosphoinositols where the glycerol is acylated only at position O-1 with a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoinositols

Direct Parent

1-acyl-sn-glycerol-3-phosphoinositols

Alternative Parents

Substituents

1-acyl-sn-glycerol-3-phosphoinositol
Inositol phosphate
Dialkyl phosphate
Cyclohexanol
Fatty acid ester
Cyclitol or derivatives
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	3.41	ALOGPS
logP	2.4	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.44 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	159.85 m³·mol⁻¹	ChemAxon
Polarizability	65.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0odr-1479308000-0a9eff06b41d9339340b	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05n0-2295001000-1c172b906c5370c65d0f	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08fs-7962000000-61fa6801db1783185bfe	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uy0-0079116000-97490d18ac7ea4a85622	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zi9-5298001000-e7f90cc393e81a0969f5	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9021000000-f14f8fff63fd5515620f	2019-02-23	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-24	433.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	103.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	721.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	596.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	783.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	208.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	3101.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	398.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	407.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	447.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	112.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	207.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	173.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	8.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	440.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	253.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	399.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1536.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1494.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	3318.39
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_2	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2334.71
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_3	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	2028.14
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_4	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O	standard non polar	2025-10-24	2614.04
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_5	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	2062.56
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_6	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1023.87
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_7	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	1661.43
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_8	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	2154.74
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_9	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O)C(O)C1O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1310.26
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_10	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2263.9
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_11	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	673.169
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_12	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2168.55
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_13	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	742.025
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_14	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	3070.63
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_15	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	1982.11
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_16	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	2695.39
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_17	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	1763.6
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_18	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	1030.81
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_19	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	109.797
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_20	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2252.13
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_21	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1117.72
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_22	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2920.87
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_23	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	338.682
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_24	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	1515.69
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_25	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	1474.02
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_26	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2093.28
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_27	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	747.425
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_28	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	2444.88
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_29	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2115.3
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_30	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O[Si](C)(C)C)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1572.31
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_31	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2244.38
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_32	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	3866.56
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_33	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1435.54
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_34	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1209.53
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_35	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2948.81
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_36	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	937.093
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_37	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	1635.9
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_38	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	2376.81
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_39	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	860.202
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	2938.27
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_2	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	2706.87
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_3	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	1676.12
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_4	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O	standard polar	2025-10-24	1498.38
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_5	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	1917.0
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_6	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1991.09
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_7	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard polar	2025-10-24	1412.43
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_8	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	1405.18
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_9	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O)C(O)C1O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2043.58
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_10	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	2981.72
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_11	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	1372.31
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_12	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	1669.38
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_13	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2343.43
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_14	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1490.93
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_15	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	1765.69
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_16	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	3321.33
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_17	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard polar	2025-10-24	4156.71
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_18	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	1380.03
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_19	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2879.28
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_20	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2775.98
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_21	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2478.65
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_22	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2421.5
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_23	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2259.09
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_24	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard polar	2025-10-24	1506.86
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_25	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard polar	2025-10-24	2746.81
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_26	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1657.34
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_27	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	3520.73
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_28	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2525.74
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_29	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	1669.59
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_30	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O[Si](C)(C)C)C(O)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1322.63
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_31	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	1926.79
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_32	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2039.94
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_33	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2875.65
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_34	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2034.75
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_35	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1966.73
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_36	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2268.19
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_37	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(O)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	2317.01
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_38	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard polar	2025-10-24	2769.3
Gas Chromatography	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)_TMS_39	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)COP(=O)(OC1C(O)C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard polar	2025-10-24	894.71

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated 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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

23427594

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0) (MMDBc0045155)

MOL for #<Metabolite:0x00007f9ad914d720>

3D MOL for #<Metabolite:0x00007f9ad914d720>

3D SDF for #<Metabolite:0x00007f9ad914d720>

3D-SDF for #<Metabolite:0x00007f9ad914d720>

PDB for #<Metabolite:0x00007f9ad914d720>

3D PDB for #<Metabolite:0x00007f9ad914d720>

SMILES for #<Metabolite:0x00007f9ad914d720>

INCHI for #<Metabolite:0x00007f9ad914d720>

Structure for #<Metabolite:0x00007f9ad914d720>

3D Structure for #<Metabolite:0x00007f9ad914d720>