MiMeDB: Showing metabocard for 1-phosphatidyl-1D-myo-inositol 4-phosphate (MMDBc0047840)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:45:20 UTC

Update Date

2025-10-07 16:08:05 UTC

Metabolite ID

MMDBc0047840

Metabolite Identification

Common Name

1-phosphatidyl-1D-myo-inositol 4-phosphate

Description

1-phosphatidyl-1D-myo-inositol 4-phosphate is a phosphoinositide, a subclass of phospholipids that play crucial roles in cellular signaling and membrane dynamics. Its chemical structure features a myo-inositol moiety phosphorylated at the 4-position, linked to a phosphatidyl group, which contributes to its amphipathic nature and ability to integrate into cellular membranes. This metabolite is involved in various biological pathways, particularly in the regulation of exocytosis. For instance, studies indicate that ARF6 activates phospholipase D (PLD) and ATP:1-phosphatidyl-1D-myo-inositol 4-phosphate 5-phosphotransferase (EC 2.7.1.68, PI4P-5K), leading to enhanced synthesis of phosphatidylinositol 4,5-bisphosphate (PIP2) and facilitating nerve ending membrane trafficking (PMID:15234105 ). This highlights the compound's role in modulating membrane dynamics and signaling cascades critical for neurotransmitter release and cellular communication.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10031311002D          

 25 25  0  0  0  0            999 V2000
   -0.9601    0.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2674   -0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3399    0.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0023    0.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313   -0.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170    1.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226    1.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2592   -1.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729   -0.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    1.0216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4066    2.6304    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    2.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795    3.2164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    3.2572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0229    4.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7774    4.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687    5.1868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120    5.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034    6.4142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3020    5.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448    5.4385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347    4.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4775    5.3472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  2 10  1  0  0  0  0
  1 11  1  0  0  0  0
  6 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047840

> <DATABASE_NAME>
MIME

> <SMILES>
OC1C(O)C(O)C(OP(O)(=O)OCCOC(=O)COC=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H19O13P/c12-4-21-3-5(13)22-1-2-23-25(19,20)24-11-9(17)7(15)6(14)8(16)10(11)18/h4,6-11,14-18H,1-3H2,(H,19,20)

> <INCHI_KEY>
YDHAXCHJTOHGPB-UHFFFAOYSA-N

> <FORMULA>
C11H19O13P

> <MOLECULAR_WEIGHT>
390.2345

> <EXACT_MASS>
390.056327206

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
33.251093012724226

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[2-(formyloxy)acetyl]oxy}ethoxy)[(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

> <ALOGPS_LOGP>
-1.89

> <JCHEM_LOGP>
-4.201412906

> <ALOGPS_LOGS>
-1.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.360530532250554

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8368013046311256

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6458130204247503

> <JCHEM_POLAR_SURFACE_AREA>
209.50999999999996

> <JCHEM_REFRACTIVITY>
72.9372

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2-(formyloxy)acetyl]oxy}ethoxy(2,3,4,5,6-pentahydroxycyclohexyl)oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-OCT-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-OCT-13         0                                  
HETATM    1  C   UNK     0      -1.792   0.043   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.499  -0.777   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.710   0.130   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.634   1.403   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.590   2.159   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.871   1.244   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.112  -0.524   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.712   2.435   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.602   3.595   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.484  -2.324   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.123  -0.747   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.269   1.907   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0       0.759   4.910   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0       1.932   4.035   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.335   6.004   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.771   6.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.909   7.502   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.318   8.142   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.302   9.682   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.876  10.323   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.860  11.973   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.164   9.465   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.550  10.152   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.838   9.295   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.225   9.981   0.000  0.00  0.00           O+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1   12                                                  
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    5   13                                                       
CONECT   10    2                                                            
CONECT   11    1                                                            
CONECT   12    6                                                            
CONECT   13    9   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   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
1-Phosphatidyl-1D-myo-inositol 4-phosphoric acid	Generator

Molecular Formula

C₁₁H₁₉O₁₃P

Average Mass

390.2345

Monoisotopic Mass

390.056327206

IUPAC Name

(2-{[2-(formyloxy)acetyl]oxy}ethoxy)[(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

Traditional Name

2-{[2-(formyloxy)acetyl]oxy}ethoxy(2,3,4,5,6-pentahydroxycyclohexyl)oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(O)C(OP(O)(=O)OCCOC(=O)COC=O)C(O)C1O

InChI Identifier

InChI=1S/C11H19O13P/c12-4-21-3-5(13)22-1-2-23-25(19,20)24-11-9(17)7(15)6(14)8(16)10(11)18/h4,6-11,14-18H,1-3H2,(H,19,20)

InChI Key

YDHAXCHJTOHGPB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Inositol phosphates

Alternative Parents

Substituents

Inositol phosphate
Dialkyl phosphate
Cyclohexanol
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	25 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-4.2	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.84	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	72.94 m³·mol⁻¹	ChemAxon
Polarizability	33.25 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 (Non-derivatized) - 70eV, Positive	splash10-01w1-9376000000-2233d1f51ef132d8c0c7	2017-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01p5-6879000000-904a77ecf0da5cf04f4f	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06rm-6493000000-558a925ca37b04d01239	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9700000000-b6a8b8f1924d97b52ef6	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uel-7549000000-a805f2a1f1f1c18486de	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-054o-9342000000-214f716f80b679b4bf12	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9110000000-745aa369b663eb9938f4	2016-09-14	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 (eluted)	2025-10-24	575.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-24	404.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	74.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	267.7
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	259.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	258.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	660.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	664.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	913.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	153.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	294.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	166.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	33.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	552.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	635.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	69.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	293.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	879.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	598.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_1	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C1O	standard non polar	2025-10-24	1698.7
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_2	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard non polar	2025-10-24	3228.47
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_3	C[Si](C)(C)OC1C(O)C(O)C(O)C(O)C1OP(=O)(O)OCCOC(=O)COC=O	standard non polar	2025-10-24	1246.39
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_4	C[Si](C)(C)OP(=O)(OCCOC(=O)COC=O)OC1C(O)C(O)C(O)C(O)C1O	standard non polar	2025-10-24	1583.67
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_5	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2462.56
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_6	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	1728.11
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_7	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C1O	standard non polar	2025-10-24	2244.89
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_8	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard non polar	2025-10-24	1916.5
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_9	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard non polar	2025-10-24	1918.95
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_10	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C1O[Si](C)(C)C	standard non polar	2025-10-24	1938.29
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_11	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard non polar	2025-10-24	2668.63
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_12	C[Si](C)(C)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1OP(=O)(O)OCCOC(=O)COC=O	standard non polar	2025-10-24	1868.22
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_13	C[Si](C)(C)OC1C(O)C(O)C(O)C(O)C1OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C	standard non polar	2025-10-24	2344.6
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_14	C[Si](C)(C)OC1C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	2120.04
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_15	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2088.42
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_16	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1851.11
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_17	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	985.137
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_18	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	444.442
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_19	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	1637.47
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_20	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard non polar	2025-10-24	1834.65
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_21	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard non polar	2025-10-24	1275.62
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_22	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O[Si](C)(C)C	standard non polar	2025-10-24	1993.05
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_23	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard non polar	2025-10-24	2227.7
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_24	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1900.87
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_25	C[Si](C)(C)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C	standard non polar	2025-10-24	2245.06
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_26	C[Si](C)(C)OC1C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1945.23
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_27	C[Si](C)(C)OC1C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1653.34
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_28	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1471.59
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_29	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2410.81
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_30	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1975.7
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_31	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard non polar	2025-10-24	277.309
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_32	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2039.46
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_33	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard non polar	2025-10-24	963.385
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_34	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	2032.78
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_35	C[Si](C)(C)OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	2466.33
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_36	C[Si](C)(C)OC1C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	2837.48
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_37	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1141.64
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_38	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	917.492
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_39	C[Si](C)(C)OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	1383.52
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_1	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C1O	standard polar	2025-10-24	2008.2
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_2	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard polar	2025-10-24	1904.74
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_3	C[Si](C)(C)OC1C(O)C(O)C(O)C(O)C1OP(=O)(O)OCCOC(=O)COC=O	standard polar	2025-10-24	2274.92
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_4	C[Si](C)(C)OP(=O)(OCCOC(=O)COC=O)OC1C(O)C(O)C(O)C(O)C1O	standard polar	2025-10-24	1399.18
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_5	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	2687.9
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_6	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	2313.6
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_7	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C1O	standard polar	2025-10-24	2168.85
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_8	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard polar	2025-10-24	2009.83
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_9	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard polar	2025-10-24	2008.51
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_10	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C1O[Si](C)(C)C	standard polar	2025-10-24	1300.47
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_11	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard polar	2025-10-24	1975.85
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_12	C[Si](C)(C)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1OP(=O)(O)OCCOC(=O)COC=O	standard polar	2025-10-24	2161.41
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_13	C[Si](C)(C)OC1C(O)C(O)C(O)C(O)C1OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C	standard polar	2025-10-24	2454.36
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_14	C[Si](C)(C)OC1C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	1690.49
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_15	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	1158.19
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_16	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	1473.24
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_17	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	1992.71
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_18	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	2181.51
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_19	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	1976.91
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_20	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O	standard polar	2025-10-24	1900.64
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_21	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard polar	2025-10-24	2064.64
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_22	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O[Si](C)(C)C	standard polar	2025-10-24	2934.09
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_23	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard polar	2025-10-24	1738.28
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_24	C[Si](C)(C)OC1C(O)C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2737.13
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_25	C[Si](C)(C)OC1C(O)C(O)C(O)C(O[Si](C)(C)C)C1OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C	standard polar	2025-10-24	2353.98
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_26	C[Si](C)(C)OC1C(O)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	1117.18
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_27	C[Si](C)(C)OC1C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	1395.68
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_28	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	1086.87
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_29	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	standard polar	2025-10-24	954.66
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_30	C[Si](C)(C)OC1C(O)C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	796.378
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_31	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	standard polar	2025-10-24	4196.59
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_32	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C1O[Si](C)(C)C	standard polar	2025-10-24	1932.54
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_33	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O	standard polar	2025-10-24	2828.13
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_34	C[Si](C)(C)OC1C(O)C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2279.21
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_35	C[Si](C)(C)OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(O)OCCOC(=O)COC=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2298.66
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_36	C[Si](C)(C)OC1C(O)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2376.72
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_37	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	1805.8
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_38	C[Si](C)(C)OC1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	3110.64
Gas Chromatography	1-phosphatidyl-1D-myo-inositol 4-phosphate _TMS_39	C[Si](C)(C)OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OP(=O)(OCCOC(=O)COC=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	2728.47

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

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

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0020020	1-phosphatidyl-1D-myo-inositol 4-phosphate	1-phosphatidyl-1D-myo-inositol 4,5-biphosphate	1-phosphatidylinositol 3-phosphate 5-kinase FAB1	Phosphorylation	PathBank	31602464
MMDBr0020021	1-Phosphatidyl-D-myo-inositol	1-phosphatidyl-1D-myo-inositol 4-phosphate	Phosphatidylinositol 3-kinase VPS34	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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0061341

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

Phosphatidylinositol 4-phosphate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Irvine RF: Nuclear lipid signalling. Nat Rev Mol Cell Biol. 2003 May;4(5):349-60. doi: 10.1038/nrm1100. [PubMed:12728269 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
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-1D-myo-inositol 4-phosphate (MMDBc0047840)

MOL for #<Metabolite:0x00005624c93838c8>

3D MOL for #<Metabolite:0x00005624c93838c8>

3D SDF for #<Metabolite:0x00005624c93838c8>

3D-SDF for #<Metabolite:0x00005624c93838c8>

PDB for #<Metabolite:0x00005624c93838c8>

3D PDB for #<Metabolite:0x00005624c93838c8>

SMILES for #<Metabolite:0x00005624c93838c8>

INCHI for #<Metabolite:0x00005624c93838c8>

Structure for #<Metabolite:0x00005624c93838c8>

3D Structure for #<Metabolite:0x00005624c93838c8>