MiMeDB: Showing metabocard for nonaprenyl diphosphate (MMDBc0033057)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:32:53 UTC

Update Date

2022-08-31 22:21:28 UTC

Metabolite ID

MMDBc0033057

Metabolite Identification

Common Name

nonaprenyl diphosphate

Description

Solanesyl pyrophosphate belongs to the class of organic compounds known as bactoprenol diphosphates. These are polyprenyl compounds consisting of a diphosphate group substituted by a bactoprenyl moiety. Solanesyl pyrophosphate is a moderately acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920592D          

 54 53  0  0  0  0            999 V2000
  -20.2125  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.2125  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7375   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2625   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7875   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.5625  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0875   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6125   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1375   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.9750  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7375  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5000  -10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2625   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0250   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7875   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5500   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0750   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.8000  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.3250  -10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8500   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3750   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9000   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 19 11  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  4  0  0  0
 22 12  1  0  0  0  0
 23 13  1  4  0  0  0
 24 13  1  0  0  0  0
 25 14  1  4  0  0  0
 26 14  1  0  0  0  0
 27 15  1  4  0  0  0
 28 15  1  0  0  0  0
 29 16  1  4  0  0  0
 30 16  1  0  0  0  0
 31 17  1  4  0  0  0
 32 17  1  0  0  0  0
 33 18  1  4  0  0  0
 34 18  1  0  0  0  0
 35 36  1  4  0  0  0
 37  1  1  0  0  0  0
 37  2  1  0  0  0  0
 37 19  2  0  0  0  0
 38  3  1  0  0  0  0
 38 20  1  0  0  0  0
 38 21  2  0  0  0  0
 39  4  1  0  0  0  0
 39 22  1  0  0  0  0
 39 23  2  0  0  0  0
 40  5  1  0  0  0  0
 40 24  1  0  0  0  0
 40 25  2  0  0  0  0
 41  6  1  0  0  0  0
 41 26  1  0  0  0  0
 41 27  2  0  0  0  0
 42  7  1  0  0  0  0
 42 28  1  0  0  0  0
 42 29  2  0  0  0  0
 43  8  1  0  0  0  0
 43 30  1  0  0  0  0
 43 31  2  0  0  0  0
 44  9  1  0  0  0  0
 44 32  1  0  0  0  0
 44 33  2  0  0  0  0
 45 10  1  0  0  0  0
 45 34  1  0  0  0  0
 45 35  2  0  0  0  0
 51 36  1  0  0  0  0
 53 46  1  0  0  0  0
 53 47  1  0  0  0  0
 53 48  2  0  0  0  0
 53 52  1  0  0  0  0
 54 49  1  0  0  0  0
 54 50  2  0  0  0  0
 54 51  1  0  0  0  0
 54 52  1  0  0  0  0
M  END


  Mrv1652305221920592D          

 54 53  0  0  0  0            999 V2000
  -20.2125  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.2125  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7375   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2625   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7875   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.5625  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0875   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6125   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1375   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.9750  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7375  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5000  -10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2625   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0250   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7875   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5500   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0750   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.8000  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.3250  -10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8500   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3750   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9000   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 19 11  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  4  0  0  0
 22 12  1  0  0  0  0
 23 13  1  4  0  0  0
 24 13  1  0  0  0  0
 25 14  1  4  0  0  0
 26 14  1  0  0  0  0
 27 15  1  4  0  0  0
 28 15  1  0  0  0  0
 29 16  1  4  0  0  0
 30 16  1  0  0  0  0
 31 17  1  4  0  0  0
 32 17  1  0  0  0  0
 33 18  1  4  0  0  0
 34 18  1  0  0  0  0
 35 36  1  4  0  0  0
 37  1  1  0  0  0  0
 37  2  1  0  0  0  0
 37 19  2  0  0  0  0
 38  3  1  0  0  0  0
 38 20  1  0  0  0  0
 38 21  2  0  0  0  0
 39  4  1  0  0  0  0
 39 22  1  0  0  0  0
 39 23  2  0  0  0  0
 40  5  1  0  0  0  0
 40 24  1  0  0  0  0
 40 25  2  0  0  0  0
 41  6  1  0  0  0  0
 41 26  1  0  0  0  0
 41 27  2  0  0  0  0
 42  7  1  0  0  0  0
 42 28  1  0  0  0  0
 42 29  2  0  0  0  0
 43  8  1  0  0  0  0
 43 30  1  0  0  0  0
 43 31  2  0  0  0  0
 44  9  1  0  0  0  0
 44 32  1  0  0  0  0
 44 33  2  0  0  0  0
 45 10  1  0  0  0  0
 45 34  1  0  0  0  0
 45 35  2  0  0  0  0
 51 36  1  0  0  0  0
 53 46  1  0  0  0  0
 53 47  1  0  0  0  0
 53 48  2  0  0  0  0
 53 52  1  0  0  0  0
 54 49  1  0  0  0  0
 54 50  2  0  0  0  0
 54 51  1  0  0  0  0
 54 52  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033057

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C45H76O7P2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-51-54(49,50)52-53(46,47)48/h19,21,23,25,27,29,31,33,35H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,49,50)(H2,46,47,48)

> <INCHI_KEY>
IVLBHBFTRNVIAP-UHFFFAOYSA-N

> <FORMULA>
C45H76O7P2

> <MOLECULAR_WEIGHT>
791.0283

> <EXACT_MASS>
790.50662781

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
94.52298788032303

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({hydroxy[(3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)oxy]phosphoryl}oxy)phosphonic acid

> <ALOGPS_LOGP>
8.35

> <JCHEM_LOGP>
13.575018710666667

> <ALOGPS_LOGS>
-6.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2043406094078315

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7672186885241006

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
239.54610000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
29

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nonaprenyl diphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0     -37.730 -22.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -37.730 -20.005   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -33.110 -17.338   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -28.490 -14.670   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -23.870 -12.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -19.250  -9.336   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.630  -6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.010  -4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -34.650 -20.005   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -30.030 -17.338   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -25.410 -14.670   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -20.790 -12.003   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -16.170  -9.336   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -11.550  -6.668   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.930  -4.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -35.420 -21.339   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -33.110 -20.005   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -30.800 -18.672   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -28.490 -17.338   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -26.180 -16.004   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -23.870 -14.670   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -21.560 -13.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -19.250 -12.003   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -16.940 -10.669   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -14.630  -9.336   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.320  -8.002   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.010  -6.668   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -36.960 -21.339   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -32.340 -18.672   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -27.720 -16.004   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -23.100 -13.337   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -18.480 -10.669   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -13.860  -8.002   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.240  -5.335   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       1.540   8.002   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       3.644   7.438   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.976   5.898   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       3.644   3.231   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.976   4.771   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       3.080   5.335   0.000  0.00  0.00           O+0
HETATM   53  P   UNK     0       2.310   6.668   0.000  0.00  0.00           P+0
HETATM   54  P   UNK     0       2.310   4.001   0.000  0.00  0.00           P+0
CONECT    1   37                                                            
CONECT    2   37                                                            
CONECT    3   38                                                            
CONECT    4   39                                                            
CONECT    5   40                                                            
CONECT    6   41                                                            
CONECT    7   42                                                            
CONECT    8   43                                                            
CONECT    9   44                                                            
CONECT   10   45                                                            
CONECT   11   19   20                                                       
CONECT   12   21   22                                                       
CONECT   13   23   24                                                       
CONECT   14   25   26                                                       
CONECT   15   27   28                                                       
CONECT   16   29   30                                                       
CONECT   17   31   32                                                       
CONECT   18   33   34                                                       
CONECT   19   11   37                                                       
CONECT   20   11   38                                                       
CONECT   21   12   38                                                       
CONECT   22   12   39                                                       
CONECT   23   13   39                                                       
CONECT   24   13   40                                                       
CONECT   25   14   40                                                       
CONECT   26   14   41                                                       
CONECT   27   15   41                                                       
CONECT   28   15   42                                                       
CONECT   29   16   42                                                       
CONECT   30   16   43                                                       
CONECT   31   17   43                                                       
CONECT   32   17   44                                                       
CONECT   33   18   44                                                       
CONECT   34   18   45                                                       
CONECT   35   36   45                                                       
CONECT   36   35   51                                                       
CONECT   37    1    2   19                                                  
CONECT   38    3   20   21                                                  
CONECT   39    4   22   23                                                  
CONECT   40    5   24   25                                                  
CONECT   41    6   26   27                                                  
CONECT   42    7   28   29                                                  
CONECT   43    8   30   31                                                  
CONECT   44    9   32   33                                                  
CONECT   45   10   34   35                                                  
CONECT   46   53                                                            
CONECT   47   53                                                            
CONECT   48   53                                                            
CONECT   49   54                                                            
CONECT   50   54                                                            
CONECT   51   36   54                                                       
CONECT   52   53   54                                                       
CONECT   53   46   47   48   52                                             
CONECT   54   49   50   51   52                                             
MASTER        0    0    0    0    0    0    0    0   54    0  106    0
END

Synonyms

Value	Source
Solanesyl pyrophosphoric acid	Generator

Molecular Formula

C₄₅H₇₆O₇P₂

Average Mass

791.0283

Monoisotopic Mass

790.50662781

IUPAC Name

({hydroxy[(3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)oxy]phosphoryl}oxy)phosphonic acid

Traditional Name

nonaprenyl diphosphate

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(O)=O

InChI Identifier

InChI=1S/C45H76O7P2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-51-54(49,50)52-53(46,47)48/h19,21,23,25,27,29,31,33,35H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,49,50)(H2,46,47,48)

InChI Key

IVLBHBFTRNVIAP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bactoprenol diphosphates. These are polyprenyl compounds consisting of a diphosphate group substituted by a bactoprenyl moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenols

Direct Parent

Bactoprenol diphosphates

Alternative Parents

Substituents

Polyterpenoid
Bactoprenol diphosphate
Polyprenyl diphosphate
Polyprenyl monophosphate
Organic pyrophosphate
Isoprenoid phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

polyprenol diphosphate (CHEBI:53044 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00032 g/L	ALOGPS
logP	8.35	ALOGPS
logP	13.58	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	239.55 m³·mol⁻¹	ChemAxon
Polarizability	94.52 Å³	ChemAxon
Number of Rings	0	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 (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-0101026900-3c5ddbc00bf8c42a9365	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1211119200-d20e23e0b6d339e577ae	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-3447697200-5eebead5e0fc7aa5b67b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0400000900-d5057d88a4026c2656d9	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-7900000100-e5e63a7f5d1f50dd43a1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a3f81b6c7a34044731a5	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022981

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

189181

PDB ID

Not Available

ChEBI ID

53044

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

He B, Chen P, Chen SY, Vancura KL, Michaelis S, Powers S: RAM2, an essential gene of yeast, and RAM1 encode the two polypeptide components of the farnesyltransferase that prenylates a-factor and Ras proteins. Proc Natl Acad Sci U S A. 1991 Dec 15;88(24):11373-7. doi: 10.1073/pnas.88.24.11373. [PubMed:1763050 ]
Sato M, Sato K, Nishikawa S, Hirata A, Kato J, Nakano A: The yeast RER2 gene, identified by endoplasmic reticulum protein localization mutations, encodes cis-prenyltransferase, a key enzyme in dolichol synthesis. Mol Cell Biol. 1999 Jan;19(1):471-83. doi: 10.1128/MCB.19.1.471. [PubMed:9858571 ]
Grabinska K, Palamarczyk G: Dolichol biosynthesis in the yeast Saccharomyces cerevisiae: an insight into the regulatory role of farnesyl diphosphate synthase. FEMS Yeast Res. 2002 Aug;2(3):259-65. doi: 10.1016/S1567-1356(02)00110-1. [PubMed:12702274 ]
Herrgard MJ, Swainston N, Dobson P, Dunn WB, Arga KY, Arvas M, Bluthgen N, Borger S, Costenoble R, Heinemann M, Hucka M, Le Novere N, Li P, Liebermeister W, Mo ML, Oliveira AP, Petranovic D, Pettifer S, Simeonidis E, Smallbone K, Spasic I, Weichart D, Brent R, Broomhead DS, Westerhoff HV, Kirdar B, Penttila M, Klipp E, Palsson BO, Sauer U, Oliver SG, Mendes P, Nielsen J, Kell DB: A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology. Nat Biotechnol. 2008 Oct;26(10):1155-60. doi: 10.1038/nbt1492. [PubMed:18846089 ]

Showing metabocard for nonaprenyl diphosphate (MMDBc0033057)

MOL for #<Metabolite:0x00007f46a06b2e00>

3D MOL for #<Metabolite:0x00007f46a06b2e00>

3D SDF for #<Metabolite:0x00007f46a06b2e00>

3D-SDF for #<Metabolite:0x00007f46a06b2e00>

PDB for #<Metabolite:0x00007f46a06b2e00>

3D PDB for #<Metabolite:0x00007f46a06b2e00>

SMILES for #<Metabolite:0x00007f46a06b2e00>

INCHI for #<Metabolite:0x00007f46a06b2e00>

Structure for #<Metabolite:0x00007f46a06b2e00>

3D Structure for #<Metabolite:0x00007f46a06b2e00>