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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11) Show 11 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:28:50 UTC

Update Date

2021-10-01 22:38:10 UTC

HMDB ID

HMDB0254272

Secondary Accession Numbers

None

Metabolite Identification

Common Name

lysophosphatidylinositol

Description

lysophosphatidylinositol 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. Based on a literature review a significant number of articles have been published on lysophosphatidylinositol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lysophosphatidylinositol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically lysophosphatidylinositol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0254272
     RDKit          3D
lysophosphatidylinositol
 45 45  0  0  0  0  0  0  0  0999 V2000
    6.9919    1.5796   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7943    0.8127    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125    1.2823   -0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8393   -0.5598    0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6344   -1.1249    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5356   -1.3631   -0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -2.4780   -0.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1444   -1.1817    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687    0.1476    0.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2454   -0.0124   -0.3857 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1313    0.8825   -1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363   -1.6352   -0.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0423    0.3238    0.5646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -0.0193   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6591    1.2904   -0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373    1.1479   -2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5629    1.9415    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078    1.8614    1.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8365    1.1061    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4297    1.3009   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -0.3448    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.0929   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -0.7185    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504   -2.0998    0.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1393    1.7440   -1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9269    2.5547    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9214    1.1166    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.9275    1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -2.2770    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5204   -0.5091   -0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0520   -2.3914   -1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463   -1.9342    0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3691   -1.0042    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3028   -2.1777   -0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184   -0.6054   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    1.9465   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931    0.5200   -2.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8238    2.9763   -0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6030    1.9109    2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5655    1.5175    0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4296    2.2552   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1518   -0.6637    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230   -1.8850   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9259   -0.6415    1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -2.5714    0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END


  Mrv1652309112115292D          

 24 24  0  0  0  0            999 V2000
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 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
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  0  0  0  0
 14 23  1  0  0  0  0
  6 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254272

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H21O12P/c1-4(12)21-2-5(13)3-22-24(19,20)23-11-9(17)7(15)6(14)8(16)10(11)18/h5-11,13-18H,2-3H2,1H3,(H,19,20)

> <INCHI_KEY>
FBDBXJJQMHPGMP-UHFFFAOYSA-N

> <FORMULA>
C11H21O12P

> <MOLECULAR_WEIGHT>
376.251

> <EXACT_MASS>
376.077063114

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.99035837002168

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3-(acetyloxy)-2-hydroxypropoxy][(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

> <ALOGPS_LOGP>
-2.01

> <JCHEM_LOGP>
-4.406926504333333

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.339056688317513

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8335386409397092

> <JCHEM_PKA_STRONGEST_BASIC>
-3.403996960445789

> <JCHEM_POLAR_SURFACE_AREA>
203.43999999999997

> <JCHEM_REFRACTIVITY>
72.53649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-2-hydroxypropoxy((2,3,4,5,6-pentahydroxycyclohexyl)oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254272
     RDKit          3D
lysophosphatidylinositol
 45 45  0  0  0  0  0  0  0  0999 V2000
    6.9919    1.5796   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7943    0.8127    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125    1.2823   -0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8393   -0.5598    0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6344   -1.1249    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5356   -1.3631   -0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -2.4780   -0.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1444   -1.1817    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687    0.1476    0.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2454   -0.0124   -0.3857 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1313    0.8825   -1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363   -1.6352   -0.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0423    0.3238    0.5646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -0.0193   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6591    1.2904   -0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373    1.1479   -2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5629    1.9415    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078    1.8614    1.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8365    1.1061    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4297    1.3009   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -0.3448    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.0929   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -0.7185    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504   -2.0998    0.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1393    1.7440   -1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9269    2.5547    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9214    1.1166    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.9275    1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -2.2770    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5204   -0.5091   -0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0520   -2.3914   -1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463   -1.9342    0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3691   -1.0042    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3028   -2.1777   -0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184   -0.6054   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    1.9465   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931    0.5200   -2.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8238    2.9763   -0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6030    1.9109    2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5655    1.5175    0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4296    2.2552   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1518   -0.6637    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230   -1.8850   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9259   -0.6415    1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -2.5714    0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.003  -8.470   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      13.337  -7.700   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      14.107  -9.034   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      12.567  -6.366   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      14.670  -6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      17.338 -11.550   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      20.005 -10.010   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      20.005  -6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      17.338  -5.390   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21   16                                                            
CONECT   22   15                                                            
CONECT   23   14                                                            
CONECT   24    6                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0254272
HETATM    1  C1  UNL     1       6.992   1.580  -0.377  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.794   0.813   0.017  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.613   1.282  -0.014  1.00  0.00           O  
HETATM    4  O2  UNL     1       5.839  -0.560   0.486  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.634  -1.125   0.870  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.536  -1.363  -0.063  1.00  0.00           C  
HETATM    7  O3  UNL     1       3.569  -2.478  -0.872  1.00  0.00           O  
HETATM    8  C5  UNL     1       2.144  -1.182   0.608  1.00  0.00           C  
HETATM    9  O4  UNL     1       1.769   0.148   0.218  1.00  0.00           O  
HETATM   10  P1  UNL     1       0.245  -0.012  -0.386  1.00  0.00           P  
HETATM   11  O5  UNL     1       0.131   0.883  -1.640  1.00  0.00           O  
HETATM   12  O6  UNL     1       0.036  -1.635  -0.965  1.00  0.00           O  
HETATM   13  O7  UNL     1      -1.042   0.324   0.565  1.00  0.00           O  
HETATM   14  C6  UNL     1      -2.223  -0.019  -0.242  1.00  0.00           C  
HETATM   15  C7  UNL     1      -2.659   1.290  -0.854  1.00  0.00           C  
HETATM   16  O8  UNL     1      -3.237   1.148  -2.116  1.00  0.00           O  
HETATM   17  C8  UNL     1      -3.563   1.942   0.139  1.00  0.00           C  
HETATM   18  O9  UNL     1      -2.908   1.861   1.380  1.00  0.00           O  
HETATM   19  C9  UNL     1      -4.837   1.106   0.168  1.00  0.00           C  
HETATM   20  O10 UNL     1      -5.430   1.301  -1.099  1.00  0.00           O  
HETATM   21  C10 UNL     1      -4.601  -0.345   0.385  1.00  0.00           C  
HETATM   22  O11 UNL     1      -5.147  -1.093  -0.670  1.00  0.00           O  
HETATM   23  C11 UNL     1      -3.154  -0.719   0.603  1.00  0.00           C  
HETATM   24  O12 UNL     1      -3.050  -2.100   0.308  1.00  0.00           O  
HETATM   25  H1  UNL     1       7.139   1.744  -1.479  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.927   2.555   0.124  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.921   1.117   0.054  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.354  -0.928   1.887  1.00  0.00           H  
HETATM   29  H5  UNL     1       5.048  -2.277   1.017  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.520  -0.509  -0.903  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.052  -2.391  -1.680  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.446  -1.934   0.485  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.369  -1.004   1.741  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.303  -2.178  -0.254  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.818  -0.605  -1.128  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.783   1.946  -1.001  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.693   0.520  -2.639  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.824   2.976  -0.119  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.603   1.911   2.058  1.00  0.00           H  
HETATM   40  H16 UNL     1      -5.565   1.517   0.901  1.00  0.00           H  
HETATM   41  H17 UNL     1      -5.430   2.255  -1.364  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.152  -0.664   1.295  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.623  -1.885  -0.897  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.926  -0.642   1.702  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.509  -2.571   0.978  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   28   29
CONECT    6    7    8   30
CONECT    7   31
CONECT    8    9   32   33
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   34
CONECT   13   14
CONECT   14   15   23   35
CONECT   15   16   17   36
CONECT   16   37
CONECT   17   18   19   38
CONECT   18   39
CONECT   19   20   21   40
CONECT   20   41
CONECT   21   22   23   42
CONECT   22   43
CONECT   23   24   44
CONECT   24   45
END

HMDB0254272
     RDKit          3D
lysophosphatidylinositol
 45 45  0  0  0  0  0  0  0  0999 V2000
    6.9919    1.5796   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7943    0.8127    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125    1.2823   -0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8393   -0.5598    0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6344   -1.1249    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5356   -1.3631   -0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -2.4780   -0.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1444   -1.1817    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687    0.1476    0.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2454   -0.0124   -0.3857 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1313    0.8825   -1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363   -1.6352   -0.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0423    0.3238    0.5646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -0.0193   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6591    1.2904   -0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373    1.1479   -2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5629    1.9415    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078    1.8614    1.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8365    1.1061    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4297    1.3009   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -0.3448    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.0929   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -0.7185    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504   -2.0998    0.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1393    1.7440   -1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9269    2.5547    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9214    1.1166    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.9275    1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -2.2770    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5204   -0.5091   -0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0520   -2.3914   -1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463   -1.9342    0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3691   -1.0042    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3028   -2.1777   -0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184   -0.6054   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    1.9465   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931    0.5200   -2.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8238    2.9763   -0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6030    1.9109    2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5655    1.5175    0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4296    2.2552   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1518   -0.6637    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230   -1.8850   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9259   -0.6415    1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -2.5714    0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₂₁O₁₂P

Average Molecular Weight

376.251

Monoisotopic Molecular Weight

376.077063114

IUPAC Name

[3-(acetyloxy)-2-hydroxypropoxy][(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

Traditional Name

3-(acetyloxy)-2-hydroxypropoxy((2,3,4,5,6-pentahydroxycyclohexyl)oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C11H21O12P/c1-4(12)21-2-5(13)3-22-24(19,20)23-11-9(17)7(15)6(14)8(16)10(11)18/h5-11,13-18H,2-3H2,1H3,(H,19,20)

InChI Key

FBDBXJJQMHPGMP-UHFFFAOYSA-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
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Cyclitol or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-4.4	ChemAxon
logS	-0.92	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	8	ChemAxon
Refractivity	72.54 m³·mol⁻¹	ChemAxon
Polarizability	32.99 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	150.304	30932474
DeepCCS	[M-H]-	147.189	30932474
DeepCCS	[M-2H]-	182.76	30932474
DeepCCS	[M+Na]+	158.696	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
lysophosphatidylinositol	CC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	4072.3	Standard polar	33892256
lysophosphatidylinositol	CC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	2733.0	Standard non polar	33892256
lysophosphatidylinositol	CC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	3097.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
lysophosphatidylinositol,7TMS,isomer #1	CC(=O)OCC(COP(=O)(OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2832.4	Semi standard non polar	33892256
lysophosphatidylinositol,7TMS,isomer #1	CC(=O)OCC(COP(=O)(OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2912.1	Standard non polar	33892256
lysophosphatidylinositol,7TMS,isomer #1	CC(=O)OCC(COP(=O)(OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3106.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0903-7579000000-1ec9181edc273e491cf8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lysophosphatidylinositol GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lysophosphatidylinositol 10V, Negative-QTOF	splash10-004i-0009000000-90fbdeed02176f3a8c92	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lysophosphatidylinositol 20V, Negative-QTOF	splash10-004i-0009000000-90fbdeed02176f3a8c92	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lysophosphatidylinositol 40V, Negative-QTOF	splash10-0pxu-5559000000-020d0c138d631aa637f6	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

Lysophosphatidylinositol

METLIN ID

Not Available

PubChem Compound

138149697

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Acyl-protein thioesterase 1

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has depalmitoylating activity and also low lysophospholipase activity.
Gene Name:: LYPLA1
Uniprot ID:: O75608
Molecular weight:: 24669.355

Enzyme Details

2. 1-acyl-sn-glycerol-3-phosphate acyltransferase gamma

General function:: Involved in acyltransferase activity
Specific function:: Converts lysophosphatidic acid (LPA) into phosphatidic acid by incorporating an acyl moiety at the sn-2 position of the glycerol backbone. Acts on LPA containing saturated or unsaturated fatty acids C16:0-C20:4 at the sn-1 position using C18:1, C20:4 or C18:2-CoA as the acyl donor. Also acts on lysophosphatidylcholine, lysophosphatidylinositol and lysophosphatidylserine using C18:1 or C20:4-CoA.
Gene Name:: AGPAT3
Uniprot ID:: Q9NRZ7
Molecular weight:: 43380.605

Enzyme Details

3. Beta-nerve growth factor

General function:: Involved in receptor binding
Specific function:: Nerve growth factor is important for the development and maintenance of the sympathetic and sensory nervous systems. It stimulates division and differentiation of sympathetic and embryonic sensory neurons
Gene Name:: NGF
Uniprot ID:: P01138
Molecular weight:: 26958.5

Enzyme Details

4. 1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon

General function:: Involved in acyltransferase activity
Specific function:: Converts lysophosphatidic acid (LPA) into phosphatidic acid by incorporating an acyl moiety at the sn-2 position of the glycerol backbone. Acts on LPA containing saturated or unsaturated fatty acids C15:0-C20:4 at the sn-1 position using C18:1-CoA as the acyl donor. Also acts on lysophosphatidylethanolamine using oleoyl-CoA, but not arachidonoyl-CoA, and lysophosphatidylinositol using arachidonoyl-CoA, but not oleoyl-CoA. Activity toward lysophosphatidylglycerol not detectable.
Gene Name:: AGPAT5
Uniprot ID:: Q9NUQ2
Molecular weight:: 42071.835

Enzyme Details

5. Lysocardiolipin acyltransferase 1

General function:: Involved in acyltransferase activity
Specific function:: Acyl-CoA:lysocardiolipin acyltransferase. Possesses both lysophosphatidylinositol acyltransferase (LPIAT) and lysophosphatidylglycerol acyltransferase (LPGAT) activities. Recognizes both monolysocardiolipin and dilysocardiolipin as substrates with a preference for linoleoyl-CoA and oleoyl-CoA as acyl donors. Acts as a remodeling enzyme for cardiolipin, a major membrane polyglycerophospholipid. Converts lysophosphatidic acid (LPA) into phosphatidic acid (PA) with a relatively low activity. Required for establishment of the hematopoietic and endothelial lineages.
Gene Name:: LCLAT1
Uniprot ID:: Q6UWP7
Molecular weight:: 44560.815

Enzyme Details

6. Lysophospholipid acyltransferase LPCAT4

General function:: Involved in acyltransferase activity
Specific function:: Displays acyl-CoA-dependent lysophospholipid acyltransferase activity with a subset of lysophospholipids as substrates; converts lysophosphatidylethanolamine to phosphatidylethanolamine, lysophosphatidylcholine to phosphatidycholine, 1-alkenyl-lysophatidylethanolamine to 1- alkenyl-phosphatidylethanolamine, lysophosphatidylglycerol and alkyl-lysophosphatidylcholine to phosphatidylglycerol and alkyl- phosphatidylcholine, respectively. In contrast, has no lysophosphatidylinositol, glycerol-3-phosphate, diacylglycerol or lysophosphatidic acid acyltransferase activity. Prefers long chain acyl-CoAs (C16, C18) as acyl donors
Gene Name:: LPCAT4
Uniprot ID:: Q643R3
Molecular weight:: 57218.6

Enzyme Details

7. Lysophospholipid acyltransferase 7

General function:: Not Available
Specific function:: Acyltransferase which mediates the conversion of lysophosphatidylinositol (1-acylglycerophosphatidylinositol or LPI) into phosphatidylinositol (1,2-diacyl-sn-glycero-3-phosphoinositol or PI) (LPIAT activity). Prefers arachidonoyl-CoA as the acyl donor. Lysophospholipid acyltransferases (LPLATs) catalyze the reacylation step of the phospholipid remodeling pathway also known as the Lands cycle.
Gene Name:: MBOAT7
Uniprot ID:: Q96N66
Molecular weight:: 44732.46

Enzyme Details

8. Beta-nerve growth factor

General function:: Not Available
Specific function:: Nerve growth factor is important for the development and maintenance of the sympathetic and sensory nervous systems. Extracellular ligand for the NTRK1 and NGFR receptors, activates cellular signaling cascades to regulate neuronal proliferation, differentiation and survival (By similarity). The immature NGF precursor (proNGF) functions as ligand for the heterodimeric receptor formed by SORCS2 and NGFR, and activates cellular signaling cascades that lead to inactivation of RAC1 and/or RAC2, reorganization of the actin cytoskeleton and neuronal growth cone collapse. In contrast to mature NGF, the precursor form (proNGF) promotes neuronal apoptosis (in vitro) (By similarity). Inhibits metalloproteinase-dependent proteolysis of platelet glycoprotein VI (By similarity). Binds lysophosphatidylinositol and lysophosphatidylserine between the two chains of the homodimer. The lipid-bound form promotes histamine relase from mast cells, contrary to the lipid-free form (By similarity).
Gene Name:: NGF
Uniprot ID:: Q9N2F0
Molecular weight:: 26915.5

Enzyme Details

9. Beta-nerve growth factor

General function:: Not Available
Specific function:: Nerve growth factor is important for the development and maintenance of the sympathetic and sensory nervous systems (PubMed:20036257). Extracellular ligand for the NTRK1 and NGFR receptors, activates cellular signaling cascades to regulate neuronal proliferation, differentiation and survival (PubMed:22649032). The immature NGF precursor (proNGF) functions as ligand for the heterodimeric receptor formed by SORCS2 and NGFR, and activates cellular signaling cascades that lead to inactivation of RAC1 and/or RAC2, reorganization of the actin cytoskeleton and neuronal growth cone collapse (PubMed:22155786). In contrast to mature NGF, the precursor form (proNGF) promotes neuronal apoptosis (in vitro) (PubMed:20036257). Inhibits metalloproteinase-dependent proteolysis of platelet glycoprotein VI (By similarity). Binds lysophosphatidylinositol and lysophosphatidylserine between the two chains of the homodimer (PubMed:22649032, PubMed:26144237). The lipid-bound form promotes histamine relase from mast cells, contrary to the lipid-free form (PubMed:22649032).
Gene Name:: NGF
Uniprot ID:: P01139
Molecular weight:: 27076.47

Enzyme Details

10. Lysocardiolipin acyltransferase 1

General function:: Not Available
Specific function:: Exhibits acyl-CoA:lysocardiolipin acyltransferase (ALCAT) activity; catalyzes the reacylation of lyso-cardiolipin to cardiolipin (CL), a key step in CL remodeling (PubMed:15152008). Recognizes both monolysocardiolipin and dilysocardiolipin as substrates with a preference for linoleoyl-CoA and oleoyl-CoA as acyl donors (PubMed:15152008). Also exhibits 1-acyl-sn-glycerol-3-phosphate acyltransferase activity (AGPAT) activity; converts 1-acyl-sn-glycerol-3- phosphate (lysophosphatidic acid or LPA) into 1,2-diacyl-sn-glycerol-3- phosphate (phosphatidic acid or PA) by incorporating an acyl moiety at the sn-2 position of the glycerol backbone (By similarity). Possesses lysophosphatidylinositol acyltransferase (LPIAT) activity (PubMed:20668164). Possesses lysophosphatidylglycerol acyltransferase (LPGAT) activity (By similarity). Required for establishment of the hematopoietic and endothelial lineages (PubMed:17675553).
Gene Name:: LCLAT1
Uniprot ID:: Q3UN02
Molecular weight:: 44399.565

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Showing metabocard for lysophosphatidylinositol (HMDB0254272)

MOL for HMDB0254272 (lysophosphatidylinositol)

3D MOL for HMDB0254272 (lysophosphatidylinositol)

3D SDF for HMDB0254272 (lysophosphatidylinositol)

3D-SDF for HMDB0254272 (lysophosphatidylinositol)

PDB for HMDB0254272 (lysophosphatidylinositol)

3D PDB for HMDB0254272 (lysophosphatidylinositol)

SMILES for HMDB0254272 (lysophosphatidylinositol)

INCHI for HMDB0254272 (lysophosphatidylinositol)

Structure for HMDB0254272 (lysophosphatidylinositol)

3D Structure for HMDB0254272 (lysophosphatidylinositol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes