MiMeDB: Showing metabocard for 1-Phosphatidyl-D-myo-inositol (MMDBc0032948)

Plant

Animal

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:30 UTC

Update Date

2024-04-30 19:55:48 UTC

Metabolite ID

MMDBc0032948

Metabolite Identification

Common Name

1-Phosphatidyl-D-myo-inositol

Description

Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02231220562D          

 25 25  0  0  1  0            999 V2000
   14.9650  -10.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2505   -9.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2505   -9.0480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5361   -8.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8216   -9.0480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8216   -9.8730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5361  -10.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5361  -11.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1071  -10.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1071   -8.6355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5361   -7.8105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9650   -8.6355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2505   -7.3980    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.9650   -7.8105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5361   -6.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9650   -6.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9650   -6.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6795   -5.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3918   -6.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1085   -5.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8207   -6.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5374   -5.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6818   -4.9230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3973   -4.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3996   -3.6874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  1  1  0  0  0
  4  5  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  1  0  0  0
  6  7  1  0  0  0  0
  6  9  1  6  0  0  0
  7  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
 23 18  1  6  0  0  0
 24 23  1  0  0  0  0
 25 24  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032948

> <DATABASE_NAME>
MIME

> <SMILES>
OC1C(O)[C@H](O)C(OP(O)(=O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H19O13P/c12-3-21-1-5(22-4-13)2-23-25(19,20)24-11-9(17)7(15)6(14)8(16)10(11)18/h3-11,14-18H,1-2H2,(H,19,20)/t5?,6?,7-,8?,9+,10-,11?/m0/s1

> <INCHI_KEY>
GUBXYMKIJFOYOA-WSRCIYAPSA-N

> <FORMULA>
C11H19O13P

> <MOLECULAR_WEIGHT>
390.2345

> <EXACT_MASS>
390.056327206

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
32.846154765050215

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2,3-bis(formyloxy)propoxy]({[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.66

> <JCHEM_LOGP>
-4.063198509999999

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.360530531715526

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.833256856862767

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6458130204247565

> <JCHEM_POLAR_SURFACE_AREA>
209.50999999999996

> <JCHEM_REFRACTIVITY>
72.707

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.70e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-bis(formyloxy)propoxy[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      27.935 -19.200   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      26.601 -18.430   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.601 -16.890   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.267 -16.120   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.934 -16.890   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.934 -18.430   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.267 -19.200   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      25.267 -20.740   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      22.600 -19.200   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      22.600 -16.120   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      25.267 -14.580   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      27.935 -16.120   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      26.601 -13.810   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      27.935 -14.580   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      25.267 -13.040   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      27.935 -13.040   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      27.935 -11.500   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.268 -10.730   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.598 -11.507   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      31.936 -10.744   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      33.265 -11.521   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      34.603 -10.758   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      29.273  -9.190   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      30.608  -8.423   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      30.613  -6.883   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7    9                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    5                                                            
CONECT   11    4   13                                                       
CONECT   12    3                                                            
CONECT   13   11   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   18   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

Synonyms

Value	Source
(3-Phosphatidyl)-1-D-inositol	HMDB
1,2-Diacyl-sn-glycero-3-phosphoinositol	HMDB
1-Phosphatidyl-1D-myo-inositol	HMDB
1-Phosphatidyl-myo-inositol	HMDB
Phosphatidyl-1D-myo-inositol	HMDB
Phosphatidylinositol	HMDB
Phosphoinositides	HMDB
Inositol phospholipids	HMDB
Phosphatidylinositols	HMDB
Phospholipids, inositide	HMDB
PtdIns	HMDB
Inositide phospholipids	HMDB
Inositol, phosphatidyl	HMDB
Phosphoglycerides, inositol	HMDB
Phospholipids, inositol	HMDB
Inositol phosphoglycerides	HMDB
Phosphatidyl inositol	HMDB

Molecular Formula

C₁₁H₁₉O₁₃P

Average Mass

390.2345

Monoisotopic Mass

390.056327206

IUPAC Name

[2,3-bis(formyloxy)propoxy]({[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

2,3-bis(formyloxy)propoxy[(2R,3S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)[C@H](O)C(OP(O)(=O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C11H19O13P/c12-3-21-1-5(22-4-13)2-23-25(19,20)24-11-9(17)7(15)6(14)8(16)10(11)18/h3-11,14-18H,1-2H2,(H,19,20)/t5?,6?,7-,8?,9+,10-,11?/m0/s1

InChI Key

GUBXYMKIJFOYOA-WSRCIYAPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylinositols. These are glycerophosphoinositols where the glycerol is esterified with two fatty acids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoinositols

Direct Parent

Phosphatidylinositols

Alternative Parents

Substituents

Diacylglycerophosphoinositol
Inositol phosphate
Cyclohexanol
Dialkyl phosphate
Cyclitol or derivatives
Alkyl phosphate
Dicarboxylic acid or derivatives
Phosphoric acid ester
Organic phosphoric acid derivative
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
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	27 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-4.1	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	209.51 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	72.71 m³·mol⁻¹	ChemAxon
Polarizability	32.85 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 (4 TMS) - 70eV, Positive	splash10-03y1-1352149000-d88efb76f7886b51159a	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0005-2429000000-eb25eae6f367048dab43	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001d-9786000000-ef9de9b6628c1ae3f1d0	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000b-8900000000-b353f13d30710ab1440f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000f-3039000000-ebc2bd0d92a4b2183e67	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-9263000000-6deaf9eca5534628df3c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9110000000-46ead7f49d30ae57b126	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	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 (retained)	2025-10-24	648.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	439.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	73.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	280.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	272.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	277.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	676.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	766.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	999.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	161.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	288.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	173.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	27.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	578.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	632.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	82.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	334.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	980.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	633.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_1	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O	standard non polar	2025-10-24	2056.48
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_2	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	2358.95
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_3	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O)C1OP(=O)(O)OCC(COC=O)OC=O	standard non polar	2025-10-24	1824.26
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_4	C[Si](C)(C)O[C@H]1C(OP(=O)(O)OCC(COC=O)OC=O)[C@@H](O)C(O)C(O)[C@@H]1O	standard non polar	2025-10-24	2154.14
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_5	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@@H]1O	standard non polar	2025-10-24	2588.64
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_6	C[Si](C)(C)OP(=O)(OCC(COC=O)OC=O)OC1[C@@H](O)C(O)C(O)[C@H](O)[C@H]1O	standard non polar	2025-10-24	1527.11
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_7	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	1587.97
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_8	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O	standard non polar	2025-10-24	1171.97
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_9	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1881.82
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_10	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2721.55
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_11	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O	standard non polar	2025-10-24	1998.0
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_12	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	1714.83
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_13	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	2313.02
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_14	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2061.92
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_15	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2384.51
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_16	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C1OP(=O)(O)OCC(COC=O)OC=O	standard non polar	2025-10-24	2486.75
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_17	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C1OP(=O)(O)OCC(COC=O)OC=O	standard non polar	2025-10-24	1934.68
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_18	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard non polar	2025-10-24	2322.23
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_19	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1513.26
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_20	C[Si](C)(C)O[C@H]1C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@@H](O)C(O)C(O)[C@@H]1O	standard non polar	2025-10-24	1946.57
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_21	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1876.07
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_22	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	1851.05
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_23	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	2336.35
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_24	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1916.57
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_25	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2717.8
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_26	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1379.12
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_27	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1863.27
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_28	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O	standard non polar	2025-10-24	2082.02
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_29	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2455.92
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_30	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2824.03
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_31	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1802.12
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_32	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	2088.97
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_33	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2185.11
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_34	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2045.47
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_35	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2152.45
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_36	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2357.91
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_37	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2547.31
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_38	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1OP(=O)(O)OCC(COC=O)OC=O	standard non polar	2025-10-24	1879.66
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_39	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard non polar	2025-10-24	3255.53
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_40	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard non polar	2025-10-24	3058.28
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_41	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2260.67
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_42	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard non polar	2025-10-24	1091.81
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_43	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	781.787
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_44	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2062.97
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_45	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2600.48
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_46	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2856.97
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_47	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1999.09
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_48	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1030.54
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_49	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1562.53
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_50	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2924.19
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_51	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2128.57
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_52	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1720.17
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_53	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2525.4
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_54	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2515.18
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_55	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2015.56
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_56	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard non polar	2025-10-24	2221.49
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_57	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1663.61
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_58	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1429.96
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_59	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1472.32
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_60	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2802.42
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_61	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2370.02
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_62	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2417.87
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_63	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1658.04
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_1	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O	standard polar	2025-10-24	2365.62
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_2	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	2913.68
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_3	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O)C1OP(=O)(O)OCC(COC=O)OC=O	standard polar	2025-10-24	2025.66
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_4	C[Si](C)(C)O[C@H]1C(OP(=O)(O)OCC(COC=O)OC=O)[C@@H](O)C(O)C(O)[C@@H]1O	standard polar	2025-10-24	2336.52
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_5	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@@H]1O	standard polar	2025-10-24	1742.11
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_6	C[Si](C)(C)OP(=O)(OCC(COC=O)OC=O)OC1[C@@H](O)C(O)C(O)[C@H](O)[C@H]1O	standard polar	2025-10-24	1347.79
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_7	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	1828.61
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_8	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O	standard polar	2025-10-24	2468.35
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_9	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1836.29
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_10	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2267.03
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_11	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O	standard polar	2025-10-24	1473.9
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_12	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	2135.35
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_13	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	1533.29
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_14	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2655.59
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_15	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2353.24
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_16	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C1OP(=O)(O)OCC(COC=O)OC=O	standard polar	2025-10-24	2046.22
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_17	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C1OP(=O)(O)OCC(COC=O)OC=O	standard polar	2025-10-24	3233.47
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_18	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard polar	2025-10-24	1175.87
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_19	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2157.8
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_20	C[Si](C)(C)O[C@H]1C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@@H](O)C(O)C(O)[C@@H]1O	standard polar	2025-10-24	2349.62
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_21	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2220.23
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_22	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	3282.55
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_23	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	1728.96
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_24	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1636.78
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_25	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1415.29
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_26	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1083.69
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_27	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1906.1
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_28	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O	standard polar	2025-10-24	2037.9
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_29	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2549.88
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_30	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2087.93
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_31	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	3078.15
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_32	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	1642.81
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_33	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2242.47
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_34	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	897.521
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_35	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2833.2
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_36	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1674.23
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_37	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2358.74
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_38	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1OP(=O)(O)OCC(COC=O)OC=O	standard polar	2025-10-24	1818.62
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_39	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard polar	2025-10-24	2164.51
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_40	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard polar	2025-10-24	1360.49
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_41	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2276.6
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_42	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O	standard polar	2025-10-24	2691.83
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_43	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1870.44
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_44	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1290.37
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_45	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2030.08
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_46	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2741.14
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_47	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2072.22
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_48	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2333.21
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_49	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1333.09
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_50	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1851.86
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_51	C[Si](C)(C)OC1C(O)[C@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	3125.46
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_52	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1081.89
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_53	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2921.63
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_54	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1367.34
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_55	C[Si](C)(C)OC1C(O)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2318.39
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_56	C[Si](C)(C)O[C@H]1C(O)C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C	standard polar	2025-10-24	2203.77
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_57	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(O)OCC(COC=O)OC=O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2587.38
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_58	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2014.17
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_59	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1714.76
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_60	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2015.95
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_61	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1886.86
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_62	C[Si](C)(C)OC1C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1943.16
Gas Chromatography	1-Phosphatidyl-D-myo-inositol_TMS_63	C[Si](C)(C)OC1C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(OP(=O)(OCC(COC=O)OC=O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2023.91

Biological Properties

Cellular Locations

Extracellular
Membrane

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

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Quorum Sensing: PlcR Biosynthesis		Bacillus cereus Streptomyces griseus subsp. griseus NBRC 13350 Staphylococcus aureus Alistipes finegoldii DSM 17242 Bacillus cereus AH187 (F4810/72) Bacteroides eggerthii Bacteroides fragilis 638R Bacteroides fragilis YCH46 Bacteroides stercoris Bacteroides stercoris ATCC 43183 Collinsella aerofaciens Ruminococcus torques L2-14 Burkholderia cepacia Pseudomonas fluorescens Bacteroides uniformis Bacillus mycoides Bacillus thuringiensis Clostridium novyi Listeria monocytogenes Burkholderia vietnamiensis Burkholderia cenocepacia Bacteroides fluxus Bacteroides oleiciplenus Alistipes finegoldii Alistipes shahii Bacteroides helcogenes Prevotella ruminicola Streptococcus suis Bacillus cereus ATCC 10987 Bacillus thuringiensis serovar konkukian str. 97-27 Bacillus cereus B4264 Bacillus cereus AH820 Bacillus cereus G9842 Bacillus cereus Q1 Dyadobacter fermentans DSM 18053 Lysinibacillus sphaericus C3-41 Pseudomonas fluorescens Pf0-1 Ruminococcus albus 7 Staphylococcus aureus subsp. aureus Mu50 Staphylococcus aureus subsp. aureus COL Staphylococcus aureus subsp. aureus MRSA252 Staphylococcus aureus subsp. aureus NCTC 8325 Bacteroides eggerthii 1_2_48FAA Bacteroides fluxus YIT 12057 Bacteroides oleiciplenus YIT 12058 Bacteroides uniformis ATCC 8492 Bacteroides sp. D20 Paraprevotella clara YIT 11840 Paraprevotella xylaniphila YIT 11841 Prevotella bivia DSM 20514 Prevotella denticola Prevotella oralis ATCC 33269 Prevotella timonensis CRIS 5C-B1 Burkholderia cepacia GG4 Morganella morganii Morganella morganii subsp. morganii KT Yersinia enterocolitica Grimontia hollisae CIP 101886 Lysinibacillus sphaericus Listeria monocytogenes 10403S [Ruminococcus] lactaris ATCC 29176 Catenulispora acidiphila DSM 44928 Frankia alni ACN14a Stackebrandtia nassauensis DSM 44728 Streptomyces violaceusniger Tu 4113 Aspergillus nomiae NRRL 13137 Aspergillus novofumigatus Aspergillus novofumigatus IBT 16806 Aspergillus parasiticus SU-1 Aspergillus phoenicis Aspergillus ruber Aspergillus sclerotioniger Aspergillus glaucus Aspergillus aculeatus ATCC 16872 Aspergillus leporis Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus terreus NIH2624 Aspergillus wentii Aspergillus clavatus NRRL 1 Aspergillus fischeri NRRL 181 Aspergillus fumigatus A1163 Aspergillus fumigatus Af293 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus taichungensis Aspergillus tamarii Aspergillus thermomutatus Aspergillus tubingensis Aspergillus violaceofuscus Aspergillus viridinutans Penicillium brasilianum Penicillium brevicompactum Penicillium canescens Penicillium chermesinum Penicillium citrinum Penicillium concentricum Penicillium daleae Penicillium decumbens Penicillium griseofulvum Penicillium hordei Penicillium italicum Penicillium nalgiovense Penicillium oxalicum Penicillium polonicum Penicillium roqueforti FM164 Penicillium solitum Penicillium steckii Penicillium thymicola Penicillium vulpinum Verticillium alfalfae VaMs.102 Trichoderma arundinaceum Trichoderma asperellum Trichoderma atroviride IMI 206040 Trichoderma citrinoviride Trichoderma harzianum Trichoderma longibrachiatum Trichoderma parareesei Trichoderma reesei QM6a Trichoderma virens Trichoderma virens Gv29-8 Fusarium acutatum Fusarium fujikuroi IMI 58289 Fusarium mangiferae Fusarium nygamai Fusarium proliferatum ET1 Fusarium subglutinans Fusarium verticillioides 7600 Fusarium heterosporum Fusarium equiseti Fusarium oxysporum Fo5176 Fusarium oxysporum f. sp. lycopersici 4287 Fusarium austroamericanum Fusarium graminearum PH-1 Fusarium poae Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium vanettenii Fusarium vanettenii 77-13-4 Fusarium tricinctum Bacteroides helcogenes P 36-108 Burkholderia sp. 383 Burkholderia ambifaria AMMD Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia cenocepacia J2315 Chitinophaga pinensis DSM 2588 Erwinia amylovora CFBP1430

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
MMDBr0020021	1-Phosphatidyl-D-myo-inositol	1-phosphatidyl-1D-myo-inositol 4-phosphate	Phosphatidylinositol 3-kinase VPS34	Phosphorylation	PathBank	31602464
MMDBr0020022	1-Phosphatidyl-D-myo-inositol	1-Phosphatidyl-1D-myo-inositol 3-phosphate	Serine/threonine-protein kinase VPS15	Phosphorylation	PathBank	31602464

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

External Links

HMDB ID

HMDB0006953

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024159

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01194

BioCyc ID

1-PHOSPHATIDYL-MYO-INOSITOL

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477912

PDB ID

Not Available

ChEBI ID

16749

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 1-Phosphatidyl-D-myo-inositol (MMDBc0032948)

MOL for #<Metabolite:0x00007f9a9ed7ef48>

3D MOL for #<Metabolite:0x00007f9a9ed7ef48>

3D SDF for #<Metabolite:0x00007f9a9ed7ef48>

3D-SDF for #<Metabolite:0x00007f9a9ed7ef48>

PDB for #<Metabolite:0x00007f9a9ed7ef48>

3D PDB for #<Metabolite:0x00007f9a9ed7ef48>

SMILES for #<Metabolite:0x00007f9a9ed7ef48>

INCHI for #<Metabolite:0x00007f9a9ed7ef48>

Structure for #<Metabolite:0x00007f9a9ed7ef48>

3D Structure for #<Metabolite:0x00007f9a9ed7ef48>