MiMeDB: Showing metabocard for 3-heptaprenyl-sn-glycero-1-phosphate (MMDBc0055367)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:50:14 UTC

Update Date

2025-10-07 16:09:05 UTC

Metabolite ID

MMDBc0055367

Metabolite Identification

Common Name

3-heptaprenyl-sn-glycero-1-phosphate

Description

3-heptaprenyl-sn-glycero-1-phosphate is a phospholipid belonging to the class of glycerophospholipids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and functions.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221502D          

 52 51  0  0  1  0            999 V2000
  -20.0052    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2907    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8618    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0039    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.5762    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1473    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7184    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2894    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2907    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9849   -0.3020    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1599    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7184   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  9  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 14  1  0  0  0  0
 28 27  1  0  0  0  0
 31  1  1  0  0  0  0
 31  2  1  0  0  0  0
 31 15  2  0  0  0  0
 32  3  1  0  0  0  0
 32 16  1  0  0  0  0
 32 17  2  0  0  0  0
 33  4  1  0  0  0  0
 33 18  1  0  0  0  0
 33 19  2  0  0  0  0
 34  5  1  0  0  0  0
 34 20  1  0  0  0  0
 34 21  2  0  0  0  0
 35  6  1  0  0  0  0
 35 22  1  0  0  0  0
 35 23  2  0  0  0  0
 36  7  1  0  0  0  0
 36 24  1  0  0  0  0
 36 25  2  0  0  0  0
 37  8  1  0  0  0  0
 37 26  1  0  0  0  0
 37 27  2  0  0  0  0
 38 29  1  0  0  0  0
 38 30  1  0  0  0  0
 38 39  1  6  0  0  0
 43 28  1  0  0  0  0
 43 29  1  0  0  0  0
 44 30  1  0  0  0  0
 45 40  1  0  0  0  0
 45 41  1  0  0  0  0
 45 42  2  0  0  0  0
 45 44  1  0  0  0  0
 46 17  1  0  0  0  0
 47 19  1  0  0  0  0
 48 21  1  0  0  0  0
 49 23  1  0  0  0  0
 50 25  1  0  0  0  0
 51 27  1  0  0  0  0
 38 52  1  6  0  0  0
M  CHG  2  40  -1  41  -1
M  END


  Mrv1652306172221502D          

 52 51  0  0  1  0            999 V2000
  -20.0052    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2907    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8618    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0039    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.5762    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1473    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7184    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2894    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2907    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9849   -0.3020    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1599    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7184   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  9  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 14  1  0  0  0  0
 28 27  1  0  0  0  0
 31  1  1  0  0  0  0
 31  2  1  0  0  0  0
 31 15  2  0  0  0  0
 32  3  1  0  0  0  0
 32 16  1  0  0  0  0
 32 17  2  0  0  0  0
 33  4  1  0  0  0  0
 33 18  1  0  0  0  0
 33 19  2  0  0  0  0
 34  5  1  0  0  0  0
 34 20  1  0  0  0  0
 34 21  2  0  0  0  0
 35  6  1  0  0  0  0
 35 22  1  0  0  0  0
 35 23  2  0  0  0  0
 36  7  1  0  0  0  0
 36 24  1  0  0  0  0
 36 25  2  0  0  0  0
 37  8  1  0  0  0  0
 37 26  1  0  0  0  0
 37 27  2  0  0  0  0
 38 29  1  0  0  0  0
 38 30  1  0  0  0  0
 38 39  1  6  0  0  0
 43 28  1  0  0  0  0
 43 29  1  0  0  0  0
 44 30  1  0  0  0  0
 45 40  1  0  0  0  0
 45 41  1  0  0  0  0
 45 42  2  0  0  0  0
 45 44  1  0  0  0  0
 46 17  1  0  0  0  0
 47 19  1  0  0  0  0
 48 21  1  0  0  0  0
 49 23  1  0  0  0  0
 50 25  1  0  0  0  0
 51 27  1  0  0  0  0
 38 52  1  6  0  0  0
M  CHG  2  40  -1  41  -1
M  END
> <DATABASE_ID>
MMDBc0055367

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])COC[C@]([H])(O)COP([O-])([O-])=O)=C(\C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H65O6P/c1-31(2)15-9-16-32(3)17-10-18-33(4)19-11-20-34(5)21-12-22-35(6)23-13-24-36(7)25-14-26-37(8)27-28-43-29-38(39)30-44-45(40,41)42/h15,17,19,21,23,25,27,38-39H,9-14,16,18,20,22,24,26,28-30H2,1-8H3,(H2,40,41,42)/p-2/b32-17+,33-19+,34-21+,35-23+,36-25+,37-27+/t38-/m0/s1

> <INCHI_KEY>
CVJYKALOCTYTRR-HNNRUBMXSA-L

> <FORMULA>
C38H63O6P

> <MOLECULAR_WEIGHT>
646.891

> <EXACT_MASS>
646.437323906

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
78.49606893090876

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-{[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]oxy}-3-(phosphonooxy)propan-2-ol

> <JCHEM_LOGP>
10.000078189333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.532781306916074

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5069848404295634

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3935261977748485

> <JCHEM_POLAR_SURFACE_AREA>
101.88

> <JCHEM_REFRACTIVITY>
195.83060000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-{[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]oxy}-3-(phosphonooxy)propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -37.343   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -36.009   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -30.675   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -25.340   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -20.005   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.670   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -33.342   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -28.007   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -22.673   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -17.338   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.003   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -34.676   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -32.008   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -29.341   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -26.674   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -24.006   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -21.339   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -18.672   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.004   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.337   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -10.669   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -36.009   0.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -30.675   0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -25.340   0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -20.005   0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -14.670   0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0       7.438  -0.564   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0       5.898   2.104   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0       6.668   0.770   0.000  0.00  0.00           P+0
HETATM   46  H   UNK     0     -29.341  -1.540   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0     -24.006  -1.540   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0     -18.672  -1.540   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0     -13.337  -1.540   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -8.002  -1.540   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.667   1.540   0.000  0.00  0.00           H+0
CONECT    1   31                                                            
CONECT    2   31                                                            
CONECT    3   32                                                            
CONECT    4   33                                                            
CONECT    5   34                                                            
CONECT    6   35                                                            
CONECT    7   36                                                            
CONECT    8   37                                                            
CONECT    9   15   16                                                       
CONECT   10   17   18                                                       
CONECT   11   19   20                                                       
CONECT   12   21   22                                                       
CONECT   13   23   24                                                       
CONECT   14   25   26                                                       
CONECT   15    9   31                                                       
CONECT   16    9   32                                                       
CONECT   17   10   32   46                                                  
CONECT   18   10   33                                                       
CONECT   19   11   33   47                                                  
CONECT   20   11   34                                                       
CONECT   21   12   34   48                                                  
CONECT   22   12   35                                                       
CONECT   23   13   35   49                                                  
CONECT   24   13   36                                                       
CONECT   25   14   36   50                                                  
CONECT   26   14   37                                                       
CONECT   27   28   37   51                                                  
CONECT   28   27   43                                                       
CONECT   29   38   43                                                       
CONECT   30   38   44                                                       
CONECT   31    1    2   15                                                  
CONECT   32    3   16   17                                                  
CONECT   33    4   18   19                                                  
CONECT   34    5   20   21                                                  
CONECT   35    6   22   23                                                  
CONECT   36    7   24   25                                                  
CONECT   37    8   26   27                                                  
CONECT   38   29   30   39   52                                             
CONECT   39   38                                                            
CONECT   40   45                                                            
CONECT   41   45                                                            
CONECT   42   45                                                            
CONECT   43   28   29                                                       
CONECT   44   30   45                                                       
CONECT   45   40   41   42   44                                             
CONECT   46   17                                                            
CONECT   47   19                                                            
CONECT   48   21                                                            
CONECT   49   23                                                            
CONECT   50   25                                                            
CONECT   51   27                                                            
CONECT   52   38                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  102    0
END

Synonyms

Value	Source
1-Heptaprenyl-glycero-3-phosphate	ChEBI
3-Heptaprenyl-sn-glycero-1-phosphate	ChEBI
Heptaprenylglycerophosphate(1-)	ChEBI
Heptaprenylglyceryl phosphate	ChEBI
Heptaprenylglyceryl phosphate(2-)	ChEBI
1-Heptaprenyl-glycero-3-phosphoric acid	Generator
3-Heptaprenyl-sn-glycero-1-phosphoric acid	Generator
Heptaprenylglycerophosphoric acid(1-)	Generator
Heptaprenylglyceryl phosphoric acid	Generator
Heptaprenylglyceryl phosphoric acid(2-)	Generator
Heptaprenylglycerophosphoric acid	Generator

Molecular Formula

C₃₈H₆₃O₆P

Average Mass

646.891

Monoisotopic Mass

646.437323906

IUPAC Name

(2S)-1-{[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]oxy}-3-(phosphonooxy)propan-2-ol

Traditional Name

(2S)-1-{[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]oxy}-3-(phosphonooxy)propan-2-ol

CAS Registry Number

Not Available

SMILES

[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])COC[C@]([H])(O)COP([O-])([O-])=O)=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C38H65O6P/c1-31(2)15-9-16-32(3)17-10-18-33(4)19-11-20-34(5)21-12-22-35(6)23-13-24-36(7)25-14-26-37(8)27-28-43-29-38(39)30-44-45(40,41)42/h15,17,19,21,23,25,27,38-39H,9-14,16,18,20,22,24,26,28-30H2,1-8H3,(H2,40,41,42)/p-2/b32-17+,33-19+,34-21+,35-23+,36-25+,37-27+/t38-/m0/s1

InChI Key

CVJYKALOCTYTRR-HNNRUBMXSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquaterpenoids. These are terpenoids with at least 7 consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquaterpenoids

Direct Parent

Sesquaterpenoids

Alternative Parents

Substituents

Sesquaterpenoid
1-(1z-alkenyl)-glycero-3-phosphate
Monoalkylglycerophosphate
Sn-glycerol-3-phosphate
Glycerophospholipid
Glycerol ether
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Ether
Dialkyl ether
Organic oxygen compound
Organooxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

anionic phospholipid (CHEBI:64781 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	10	ChemAxon
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.88 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	195.83 m³·mol⁻¹	ChemAxon
Polarizability	78.5 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

Not Available

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	444.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	57.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	1195.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	1418.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	1313.6
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	587.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	5449.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	113.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	384.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1244.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	715.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	277.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	353.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	10.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	222.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	210.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	628.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1614.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	2845.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	3-heptaprenyl-sn-glycero-1-phosphate_TMS_1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COC[C@@H](COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-24	-25.8762
Gas Chromatography	3-heptaprenyl-sn-glycero-1-phosphate_TMS_1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COC[C@@H](COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-24	1561.41

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

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

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
Bacteria/Eubacteria	Firmicutes	54	Human feces; Human ; Catfish ; Cattle

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28184673

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57339276

PDB ID

Not Available

ChEBI ID

64781

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 3-heptaprenyl-sn-glycero-1-phosphate (MMDBc0055367)

MOL for #<Metabolite:0x00007f9adbdcad70>

3D MOL for #<Metabolite:0x00007f9adbdcad70>

3D SDF for #<Metabolite:0x00007f9adbdcad70>

3D-SDF for #<Metabolite:0x00007f9adbdcad70>

PDB for #<Metabolite:0x00007f9adbdcad70>

3D PDB for #<Metabolite:0x00007f9adbdcad70>

SMILES for #<Metabolite:0x00007f9adbdcad70>

INCHI for #<Metabolite:0x00007f9adbdcad70>

Structure for #<Metabolite:0x00007f9adbdcad70>

3D Structure for #<Metabolite:0x00007f9adbdcad70>