MiMeDB: Showing metabocard for 1-phosphatidyl-1D-myo-inositol 4,5-biphosphate (MMDBc0047842)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:45:27 UTC

Update Date

2022-09-01 01:59:49 UTC

Metabolite ID

MMDBc0047842

Metabolite Identification

Common Name

1-phosphatidyl-1D-myo-inositol 4,5-biphosphate

Description

1-phosphatidyl-1D-myo-inositol 4,5-biphosphate 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. 1-phosphatidyl-1D-myo-inositol 4,5-biphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, 1-phosphatidyl-1D-myo-inositol 4,5-biphosphate participates in a number of enzymatic reactions. In particular, 1,2-diacylglycerol and 1-phosphatidyl-1D-myo-inositol 4,5-biphosphate can be biosynthesized from inositol 1,4,5-trisphosphate; which is mediated by the enzyme 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-3. In addition, 1-phosphatidyl-1D-myo-inositol 4,5-biphosphate can be biosynthesized from 1-phosphatidyl-1D-myo-inositol 4-phosphate; which is catalyzed by the enzyme 1-phosphatidylinositol 3-phosphate 5-kinase. In humans, 1-phosphatidyl-1D-myo-inositol 4,5-biphosphate is involved in inositol metabolism.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10031311062D          

 29 29  0  0  0  0            999 V2000
   -0.9603    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    0.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025    0.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315   -0.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172    1.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226    1.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2592   -1.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731   -0.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7514    1.0218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4066    2.6308    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350    2.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795    3.2168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9491    3.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231    4.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7776    4.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7689    5.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6124    5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038    6.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3024    5.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    5.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7354    4.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783    5.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8078   -1.6506    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611   -2.2937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -1.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978   -2.1029    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
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END


  Mrv0541 10031311062D          

 29 29  0  0  0  0            999 V2000
   -0.9603    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    0.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025    0.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315   -0.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172    1.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226    1.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2592   -1.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731   -0.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7514    1.0218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4066    2.6308    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350    2.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795    3.2168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9491    3.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231    4.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7776    4.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7689    5.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6124    5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038    6.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3024    5.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    5.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7354    4.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783    5.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8078   -1.6506    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611   -2.2937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -1.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978   -2.1029    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
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047842

> <DATABASE_NAME>
MIME

> <SMILES>
OC1C(O)C(OP(O)(=O)OCCOC(=O)COC=O)C(O)C(O)C1OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H20O16P2/c12-4-23-3-5(13)24-1-2-25-29(21,22)27-11-8(16)6(14)10(7(15)9(11)17)26-28(18,19)20/h4,6-11,14-17H,1-3H2,(H,21,22)(H2,18,19,20)

> <INCHI_KEY>
WRNHCUCEOWHZMW-UHFFFAOYSA-N

> <FORMULA>
C11H20O16P2

> <MOLECULAR_WEIGHT>
470.2144

> <EXACT_MASS>
470.022657616

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
37.83922618016847

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(4-{[(2-{[2-(formyloxy)acetyl]oxy}ethoxy)(hydroxy)phosphoryl]oxy}-2,3,5,6-tetrahydroxycyclohexyl)oxy]phosphonic acid

> <ALOGPS_LOGP>
-1.06

> <JCHEM_LOGP>
-4.324978937333333

> <ALOGPS_LOGS>
-1.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.920146292498484

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0789804154535299

> <JCHEM_PKA_STRONGEST_BASIC>
-3.667896896112227

> <JCHEM_POLAR_SURFACE_AREA>
256.03999999999996

> <JCHEM_REFRACTIVITY>
83.81009999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-[(2-{[2-(formyloxy)acetyl]oxy}ethoxy(hydroxy)phosphoryl)oxy]-2,3,5,6-tetrahydroxycyclohexyl}oxyphosphonic 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      -1.793   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       0.635   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   3.596   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   4.911   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0       1.932   4.036   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.335   6.005   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.772   6.081   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.910   7.503   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.318   8.143   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.302   9.683   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.876  10.324   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.860  11.975   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.165   9.467   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.551  10.153   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.839   9.296   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.226   9.983   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      -1.508  -3.081   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      -0.674  -4.282   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.841  -2.311   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.796  -3.925   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   26                                                       
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                                                            
CONECT   26   10   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

Synonyms

Value	Source
1-Phosphatidyl-1D-myo-inositol 4,5-biphosphoric acid	Generator

Molecular Formula

C₁₁H₂₀O₁₆P₂

Average Mass

470.2144

Monoisotopic Mass

470.022657616

IUPAC Name

[(4-{[(2-{[2-(formyloxy)acetyl]oxy}ethoxy)(hydroxy)phosphoryl]oxy}-2,3,5,6-tetrahydroxycyclohexyl)oxy]phosphonic acid

Traditional Name

{4-[(2-{[2-(formyloxy)acetyl]oxy}ethoxy(hydroxy)phosphoryl)oxy]-2,3,5,6-tetrahydroxycyclohexyl}oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OP(O)(=O)OCCOC(=O)COC=O)C(O)C(O)C1OP(O)(O)=O

InChI Identifier

InChI=1S/C11H20O16P2/c12-4-23-3-5(13)24-1-2-25-29(21,22)27-11-8(16)6(14)10(7(15)9(11)17)26-28(18,19)20/h4,6-11,14-17H,1-3H2,(H,21,22)(H2,18,19,20)

InChI Key

WRNHCUCEOWHZMW-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
Cyclohexanol
Monoalkyl phosphate
Dialkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Organic oxide
Carbonyl group
Hydrocarbon derivative
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	16.2 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-4.3	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.08	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	256.04 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	83.81 m³·mol⁻¹	ChemAxon
Polarizability	37.84 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	splash10-0002-9234200000-aab19281835dd350f7d9	2017-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006w-9557700000-e3b91a1742e85371cf2a	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-7229200000-25a3649665dce3864288	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9620000000-7475ae2212cfd244b8db	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fur-9403500000-c24c15931cd3363cf567	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9112100000-d7a789b4029130a80633	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-d8a293c54dc8f6317818	2016-09-14	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0061361

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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-1D-myo-inositol 4,5-biphosphate (MMDBc0047842)

MOL for #<Metabolite:0x00007fdb71f5c090>

3D MOL for #<Metabolite:0x00007fdb71f5c090>

3D SDF for #<Metabolite:0x00007fdb71f5c090>

3D-SDF for #<Metabolite:0x00007fdb71f5c090>

PDB for #<Metabolite:0x00007fdb71f5c090>

3D PDB for #<Metabolite:0x00007fdb71f5c090>

SMILES for #<Metabolite:0x00007fdb71f5c090>

INCHI for #<Metabolite:0x00007fdb71f5c090>

Structure for #<Metabolite:0x00007fdb71f5c090>

3D Structure for #<Metabolite:0x00007fdb71f5c090>