Showing metabocard for 1-(sn-glycero-3-phospho)-1D-myo-inositol (MMDBc0033124)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:35:45 UTC
Update Date2022-08-31 22:26:28 UTC
Metabolite IDMMDBc0033124
Metabolite Identification
Common Name1-(sn-glycero-3-phospho)-1D-myo-inositol
Description1-(sn-glycero-3-phospho)-1D-myo-inositol belongs to the class of organic compounds known as glycerophosphoinositols. These are lipids containing a glycerol moiety carrying a phosphoinositol at the 3-position. 1-(sn-glycero-3-phospho)-1D-myo-inositol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fd5f8abc658>

  Mrv0541 02241222362D          

 22 22  0  0  0  0            999 V2000
   -0.9332   -0.1187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6477    0.2938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187    0.2938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4957   -0.1187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2102    0.2938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -0.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2102   -1.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -1.3563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2187   -2.1813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6477   -1.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187    1.1188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    2.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    1.5313    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    1.5313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4727    1.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4727    3.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    4.0063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    2.7688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4727    2.7688    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2977    2.7688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10  8  1  0  0  0  0
  8  6  1  0  0  0  0
  6  4  1  0  0  0  0
  1  2  1  1  0  0  0
  3 12  1  1  0  0  0
  4  5  1  6  0  0  0
  6  7  1  1  0  0  0
  8  9  1  6  0  0  0
 10 11  1  1  0  0  0
 12 14  1  0  0  0  0
 14 13  2  0  0  0  0
 14 16  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 21  1  0  0  0  0
 21 18  1  0  0  0  0
 18 19  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  1  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fd5f8abc658>

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3D SDF for #<Metabolite:0x00007fd5f8abc658>
  Mrv0541 02241222362D          

 22 22  0  0  0  0            999 V2000
   -0.9332   -0.1187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6477    0.2938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187    0.2938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4957   -0.1187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2102    0.2938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -0.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2102   -1.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -1.3563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2187   -2.1813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6477   -1.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187    1.1188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    2.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    1.5313    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    1.5313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4727    1.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4727    3.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    4.0063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    2.7688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4727    2.7688    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2977    2.7688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10  8  1  0  0  0  0
  8  6  1  0  0  0  0
  6  4  1  0  0  0  0
  1  2  1  1  0  0  0
  3 12  1  1  0  0  0
  4  5  1  6  0  0  0
  6  7  1  1  0  0  0
  8  9  1  6  0  0  0
 10 11  1  1  0  0  0
 12 14  1  0  0  0  0
 14 13  2  0  0  0  0
 14 16  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 21  1  0  0  0  0
 21 18  1  0  0  0  0
 18 19  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033124

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H19O11P/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16/h3-16H,1-2H2,(H,17,18)/t3-,4-,5-,6+,7+,8+,9-/m0/s1

> <INCHI_KEY>
BMVUIWJCUQSHLZ-HVVSXIBASA-N

> <FORMULA>
C9H19O11P

> <MOLECULAR_WEIGHT>
334.2143

> <EXACT_MASS>
334.066497962

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
28.672438907216907

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2,3-dihydroxypropoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-4.848051914666666

> <ALOGPS_LOGS>
-0.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.338351990720948

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8335431742771062

> <JCHEM_PKA_STRONGEST_BASIC>
-2.968964768452052

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
63.385000000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-dihydroxypropoxy[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fd5f8abc658>
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PDB for #<Metabolite:0x00007fd5f8abc658>
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      -1.742  -0.222   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.076   0.548   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.408   0.548   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.925  -0.222   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.259   0.548   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.925  -1.762   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.259  -2.532   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.408  -2.532   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.408  -4.072   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.742  -1.762   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.076  -2.532   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.408   2.088   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.742   4.398   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -1.742   2.858   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -1.742   1.318   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.282   2.858   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.616   3.628   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.616   6.708   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.282   7.478   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.076   5.168   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.616   5.168   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      -6.156   5.168   0.000  0.00  0.00           H+0
CONECT    1    3   10    2                                                  
CONECT    2    1                                                            
CONECT    3    1    4   12                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4                                                            
CONECT    6    8    4    7                                                  
CONECT    7    6                                                            
CONECT    8   10    6    9                                                  
CONECT    9    8                                                            
CONECT   10    1    8   11                                                  
CONECT   11   10                                                            
CONECT   12    3   14                                                       
CONECT   13   14                                                            
CONECT   14   12   13   16   15                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   21                                                       
CONECT   18   21   19                                                       
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   17   18   20   22                                             
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

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3D PDB for #<Metabolite:0x00007fd5f8abc658>
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SMILES for #<Metabolite:0x00007fd5f8abc658>
[H][C@](O)(CO)COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O
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INCHI for #<Metabolite:0x00007fd5f8abc658>
InChI=1S/C9H19O11P/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16/h3-16H,1-2H2,(H,17,18)/t3-,4-,5-,6+,7+,8+,9-/m0/s1
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SynonymsNot Available
Molecular FormulaC9H19O11P
Average Mass334.2143
Monoisotopic Mass334.066497962
IUPAC Name[(2S)-2,3-dihydroxypropoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C9H19O11P/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16/h3-16H,1-2H2,(H,17,18)/t3-,4-,5-,6+,7+,8+,9-/m0/s1
InChI KeyBMVUIWJCUQSHLZ-HVVSXIBASA-N