MiMeDB: Showing metabocard for 1D-myo-inositol 4,5-bisphosphate (MMDBc0033119)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:35:33 UTC

Update Date

2024-04-30 20:00:34 UTC

Metabolite ID

MMDBc0033119

Metabolite Identification

Common Name

1D-myo-inositol 4,5-bisphosphate

Description

1-phosphatidyl-1D-myo-inositol-3,4-bisphosphate is also known as D-myo-Inositol 4,5-bisphosphate or Inositol 4,5-bisphosphate, (D)-isomer. 1-phosphatidyl-1D-myo-inositol-3,4-bisphosphate is considered to be soluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222352D          

 20 20  0  0  0  0            999 V2000
   -0.3930    1.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3930    1.9594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074    0.7218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8219    1.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074   -0.1032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8219   -0.5157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215   -0.1032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3215    0.7218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0360    1.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930   -0.5157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3930   -1.3407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219   -1.3407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074   -2.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074   -1.7532    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219   -2.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360   -0.5157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4649   -0.5157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504    0.7218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504   -0.1032    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504   -0.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  8  1  0  0  0  0
  3  5  1  0  0  0  0
  5 10  1  0  0  0  0
 10  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  2  1  1  0  0  0
  3  4  1  1  0  0  0
  5  6  1  1  0  0  0
  7 16  1  1  0  0  0
  8  9  1  6  0  0  0
 10 11  1  6  0  0  0
 11 14  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  2  0  0  0  0
 14 15  1  0  0  0  0
 16 19  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033119

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@H]1[C@@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H14O12P2/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2+,3-,4-,5+,6+/m0/s1

> <INCHI_KEY>
MCKAJXMRULSUKI-UZAAGFTCSA-N

> <FORMULA>
C6H14O12P2

> <MOLECULAR_WEIGHT>
340.1157

> <EXACT_MASS>
339.996048936

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
25.042447929874676

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(1R,2S,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)cyclohexyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.31

> <JCHEM_LOGP>
-4.029141714666666

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.2901930470509493

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6564929747342663

> <JCHEM_PKA_STRONGEST_BASIC>
-3.646813811123052

> <JCHEM_POLAR_SURFACE_AREA>
214.43999999999997

> <JCHEM_REFRACTIVITY>
57.5208

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.37e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)cyclohexyl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.734   2.117   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.734   3.658   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.067   1.347   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.401   2.117   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.067  -0.193   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.401  -0.963   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.600  -0.193   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.600   1.347   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.934   2.117   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.734  -0.963   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.734  -2.503   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.401  -2.503   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.067  -4.813   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -2.067  -3.273   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -3.401  -4.043   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.934  -0.963   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.601  -0.963   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.267   1.347   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0       3.267  -0.193   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0       3.267  -1.733   0.000  0.00  0.00           O+0
CONECT    1    3    8    2                                                  
CONECT    2    1                                                            
CONECT    3    1    5    4                                                  
CONECT    4    3                                                            
CONECT    5    3   10    6                                                  
CONECT    6    5                                                            
CONECT    7   10    8   16                                                  
CONECT    8    1    7    9                                                  
CONECT    9    8                                                            
CONECT   10    5    7   11                                                  
CONECT   11   10   14                                                       
CONECT   12   14                                                            
CONECT   13   14                                                            
CONECT   14   11   12   13   15                                             
CONECT   15   14                                                            
CONECT   16    7   19                                                       
CONECT   17   19                                                            
CONECT   18   19                                                            
CONECT   19   16   17   18   20                                             
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

Synonyms

Value	Source
D-Myo-inositol 4,5-bisphosphate	ChEBI
D-MYO-inositol-4,5-bisphosphATE	ChEBI
D-Myo-inositol 4,5-bisphosphoric acid	Generator
D-MYO-inositol-4,5-bisphosphoric acid	Generator
1-Phosphatidyl-1D-myo-inositol-3,4-bisphosphoric acid	Generator
1D-Myo-inositol 4,5-bisphosphoric acid	Generator
Myo-inositol 4,5-diphosphate	MeSH
Inositol 4,5-bisphosphate	MeSH
Ins(4,5)P2	MeSH
Inositol 4,5-biphosphate	MeSH
Inositol-4,5-bisphosphate	MeSH
Inositol 4,5-bisphosphate, (D)-isomer	MeSH

Molecular Formula

C₆H₁₄O₁₂P₂

Average Mass

340.1157

Monoisotopic Mass

339.996048936

IUPAC Name

{[(1R,2S,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)cyclohexyl]oxy}phosphonic acid

Traditional Name

[(1R,2S,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)cyclohexyl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O

InChI Identifier

InChI=1S/C6H14O12P2/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2+,3-,4-,5+,6+/m0/s1

InChI Key

MCKAJXMRULSUKI-UZAAGFTCSA-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
Monoalkyl phosphate
Cyclohexanol
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Polyol
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

myo-inositol bisphosphate (CHEBI:18156 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	23.7 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-4	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	0.66	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	214.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.52 m³·mol⁻¹	ChemAxon
Polarizability	25.04 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	splash10-0002-9332000000-8240ef1e1d222135238a	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-01ot-9010135000-910c6826f5ad1ed949c7	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-2029000000-1195e7ce60913971906d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-2029000000-c3e0fac36289e655819f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000w-8920000000-3aa518a31c4e7bc4857c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-4009000000-40bb88d61d505ce29206	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9012000000-a144b2a1549f5a9a9b8a	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-39772b52beaff83371d8	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	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

Not Available

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

Source Type	Source Sub-type	Species	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

HMDB0062191

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

111287

KEGG Compound ID

C04064

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

125004

PDB ID

IP2

ChEBI ID

18156

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.

Showing metabocard for 1D-myo-inositol 4,5-bisphosphate (MMDBc0033119)

MOL for #<Metabolite:0x00005634c27c5fe0>

3D MOL for #<Metabolite:0x00005634c27c5fe0>

3D SDF for #<Metabolite:0x00005634c27c5fe0>

3D-SDF for #<Metabolite:0x00005634c27c5fe0>

PDB for #<Metabolite:0x00005634c27c5fe0>

3D PDB for #<Metabolite:0x00005634c27c5fe0>

SMILES for #<Metabolite:0x00005634c27c5fe0>

INCHI for #<Metabolite:0x00005634c27c5fe0>

Structure for #<Metabolite:0x00005634c27c5fe0>

3D Structure for #<Metabolite:0x00005634c27c5fe0>