MiMeDB: Showing metabocard for Trans,Trans,Cis-Geranylgeranyl Diphosphate (MMDBc0048236)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:54:27 UTC

Update Date

2022-09-01 02:14:24 UTC

Metabolite ID

MMDBc0048236

Metabolite Identification

Common Name

Trans,Trans,Cis-Geranylgeranyl Diphosphate

Description

omega,E,E,Z-geranylgeranyl diphosphate, also known as di-trans,poly-cis-geranylgeranyl diphosphate or (2Z,6E,10E)-geranylgeranyl diphosphoric acid, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Based on a literature review very few articles have been published on omega,E,E,Z-geranylgeranyl diphosphate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292223542D          

 62 61  0  0  0  0            999 V2000
    3.3000   -7.1447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -8.9862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -9.2881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -8.1612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -7.0342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -7.8592    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -8.6842    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -6.0600    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -6.8005    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -6.0860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -5.3455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -3.2021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -3.9426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -3.2281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -2.4876    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    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
    3.3000   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7518   -0.2611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1105    0.1091    0.0000 H   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
    0.5482   -1.1678    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -1.5381    0.0000 H   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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   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
   -1.1497   -0.3442    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1497   -1.0847    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.7309    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.8579    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.0329    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6500   -3.6829    0.0000 O   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
    1.9520    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579   -1.8734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777   -2.7494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -2.8992    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -4.1763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -5.8263    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 47 50  2  0  0  0  0
 36 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 51 54  1  0  0  0  0
 27 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 55 58  1  0  0  0  0
 18 59  1  0  0  0  0
 59 60  1  0  0  0  0
 59 61  1  0  0  0  0
 59 62  1  0  0  0  0
M  CHG  3  44  -1  48  -1  49  -1
M  END


  Mrv1652304292223542D          

 62 61  0  0  0  0            999 V2000
    3.3000   -7.1447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -8.9862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -9.2881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -8.1612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -7.0342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -7.8592    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -8.6842    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -6.0600    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -6.8005    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -6.0860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -5.3455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -3.2021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -3.9426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -3.2281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -2.4876    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    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
    3.3000   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7518   -0.2611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1105    0.1091    0.0000 H   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
    0.5482   -1.1678    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -1.5381    0.0000 H   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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   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
   -1.1497   -0.3442    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1497   -1.0847    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.7309    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.8579    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.0329    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6500   -3.6829    0.0000 O   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
    1.9520    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579   -1.8734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777   -2.7494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -2.8992    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -4.1763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -5.8263    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 47 50  2  0  0  0  0
 36 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 51 54  1  0  0  0  0
 27 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 55 58  1  0  0  0  0
 18 59  1  0  0  0  0
 59 60  1  0  0  0  0
 59 61  1  0  0  0  0
 59 62  1  0  0  0  0
M  CHG  3  44  -1  48  -1  49  -1
M  END
> <DATABASE_ID>
MMDBc0048236

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])C(=C(\[H])C([H])([H])OP([O-])(=O)OP([O-])([O-])=O)\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b18-11+,19-13+,20-15-

> <INCHI_KEY>
OINNEUNVOZHBOX-KWBDAJKESA-K

> <FORMULA>
C20H33O7P2

> <MOLECULAR_WEIGHT>
447.426

> <EXACT_MASS>
447.171798138

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
46.537976364306246

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl phosphono]oxy}phosphonate

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
5.276447335666666

> <ALOGPS_LOGS>
-3.88

> <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>
121.78

> <JCHEM_REFRACTIVITY>
117.16799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl phosphono]oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  H   UNK     0       6.160 -13.337   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       4.620 -13.337   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850 -14.670   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620 -16.004   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0       3.286 -16.774   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0       5.390 -17.338   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0       5.954 -15.234   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       2.310 -14.670   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       2.310 -13.130   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0       0.770 -14.670   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0       2.310 -16.210   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       3.850 -12.003   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       2.474 -11.312   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       2.474 -12.694   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       4.620 -10.669   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       5.996 -11.361   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       5.996  -9.978   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       3.850  -9.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.620  -8.002   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       6.160  -8.002   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       3.850  -6.668   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       2.474  -5.977   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.474  -7.360   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       4.620  -5.335   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       5.996  -6.026   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.996  -4.644   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0       3.850  -4.001   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0       6.160  -2.667   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       5.137  -0.487   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.940   0.204   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       1.023  -2.180   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.220  -2.871   0.000  0.00  0.00           H+0
HETATM   36  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0      -0.770   1.334   0.000  0.00  0.00           H+0
HETATM   39  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0      -2.146  -0.643   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.146  -2.025   0.000  0.00  0.00           H+0
HETATM   42  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   43  P   UNK     0      -0.770  -4.001   0.000  0.00  0.00           P+0
HETATM   44  O   UNK     0      -2.104  -3.231   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0       0.564  -4.771   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -1.540  -5.335   0.000  0.00  0.00           O+0
HETATM   47  P   UNK     0      -3.080  -5.335   0.000  0.00  0.00           P+0
HETATM   48  O   UNK     0      -4.620  -5.335   0.000  0.00  0.00           O-1
HETATM   49  O   UNK     0      -3.080  -3.795   0.000  0.00  0.00           O-1
HETATM   50  O   UNK     0      -3.080  -6.875   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   52  H   UNK     0       3.644   0.564   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.080   2.667   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.976   2.104   0.000  0.00  0.00           H+0
HETATM   55  C   UNK     0       2.310  -4.001   0.000  0.00  0.00           C+0
HETATM   56  H   UNK     0       0.855  -3.497   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.265  -5.132   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.927  -5.412   0.000  0.00  0.00           H+0
HETATM   59  C   UNK     0       2.310  -9.336   0.000  0.00  0.00           C+0
HETATM   60  H   UNK     0       2.310  -7.796   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.770  -9.336   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.310 -10.876   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4                                                            
CONECT    8    3    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    2   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19   59                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28   55                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   37   51                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   43                                                       
CONECT   43   42   44   45   46                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   43   47                                                       
CONECT   47   46   48   49   50                                             
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   47                                                            
CONECT   51   36   52   53   54                                             
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   51                                                            
CONECT   55   27   56   57   58                                             
CONECT   56   55                                                            
CONECT   57   55                                                            
CONECT   58   55                                                            
CONECT   59   18   60   61   62                                             
CONECT   60   59                                                            
CONECT   61   59                                                            
CONECT   62   59                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  122    0
END

Synonyms

Value	Source
(2Z,6E,10E)-Geranylgeranyl diphosphate	ChEBI
Di-trans,poly-cis-geranylgeranyl diphosphate	ChEBI
(2Z,6E,10E)-Geranylgeranyl diphosphoric acid	Generator
Di-trans,poly-cis-geranylgeranyl diphosphoric acid	Generator
Omega,e,e,Z-geranylgeranyl diphosphoric acid	Generator

Molecular Formula

C₂₀H₃₃O₇P₂

Average Mass

447.426

Monoisotopic Mass

447.171798138

IUPAC Name

{[(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl phosphono]oxy}phosphonate

Traditional Name

[(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl phosphono]oxyphosphonate

CAS Registry Number

Not Available

SMILES

[H]C(=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])C(=C(\[H])C([H])([H])OP([O-])(=O)OP([O-])([O-])=O)\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b18-11+,19-13+,20-15-

InChI Key

OINNEUNVOZHBOX-KWBDAJKESA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Organic pyrophosphate
Isoprenoid phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:62639 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.066 g/L	ALOGPS
logP	4.7	ALOGPS
logP	5.28	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	121.78 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	117.17 m³·mol⁻¹	ChemAxon
Polarizability	46.54 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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	Data Source	Reference
MMDBr0001301	Isopentenyl pyrophosphate	Dehydrodolichol Diphosphate, Human Liver Homolog	Not Available	VMH	30371894
MMDBr0001302	Isopentenyl pyrophosphate	pentaprenyl diphosphate	Not Available	VMH	30371894
MMDBr0007196	Isopentenyl pyrophosphate	Undecaprenyl diphosphate	Not Available	VMH	30371894
MMDBr0007410	Farnesyl pyrophosphate	Trans,Trans,Cis-Geranylgeranyl Diphosphate	Not Available	VMH	30371894
MMDBr0009538	Trans,Trans,Cis-Geranylgeranyl Diphosphate	Dimethylallylpyrophosphate	farnesyl diphosphate synthase	VMH	30371894

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	Firmicutes	202	Human feces; Human pleural fluid plaque; Human ; Pig ; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	50	Human feces; Human ; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	56	Human feces; Human ; Human appendix biopsy; Human supragingival plaque; Human subgingival plaque; Human saliva; Human stool	Metabolic reconstruction
Bacteria	Proteobacteria	118	Human ; Human feces; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction

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
Human Feces	Detected but not Quantified									HMDB

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

23092869

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1028

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25245826

PDB ID

Not Available

ChEBI ID

62639

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for Trans,Trans,Cis-Geranylgeranyl Diphosphate (MMDBc0048236)

MOL for #<Metabolite:0x00007fecedd65538>

3D MOL for #<Metabolite:0x00007fecedd65538>

3D SDF for #<Metabolite:0x00007fecedd65538>

3D-SDF for #<Metabolite:0x00007fecedd65538>

PDB for #<Metabolite:0x00007fecedd65538>

3D PDB for #<Metabolite:0x00007fecedd65538>

SMILES for #<Metabolite:0x00007fecedd65538>

INCHI for #<Metabolite:0x00007fecedd65538>

Structure for #<Metabolite:0x00007fecedd65538>

3D Structure for #<Metabolite:0x00007fecedd65538>