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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 19:43:10 UTC

Update Date

2022-03-07 02:49:21 UTC

HMDB ID

HMDB0004486

Secondary Accession Numbers

HMDB0060109
HMDB04486
HMDB60109

Metabolite Identification

Common Name

Geranylgeranyl-PP

Description

Geranylgeranyl pyrophosphate, also known as geranylgeranyl-PP or GGPP, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. This compound belongs to the family of acyclic diterpenes. These are diterpenes (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, GGPP is considered to be an isoprenoid lipid molecule. GGPP is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000302D          

 29 28  0  0  0  0            999 V2000
10002.8771 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1622 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5920 9998.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4474 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3070 9999.0628    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.7304 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4474 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0219 9998.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.8931 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.7187 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0154 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.7368 9999.0628    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3015 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.3231 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.4558 9998.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.1485 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5858 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8701 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5858 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1565 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4408 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7251 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0114 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7251 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2958 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5821 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8664 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1507 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8664 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  2  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0004486
     RDKit          3D
Geranylgeranyl-PP
 65 64  0  0  0  0  0  0  0  0999 V2000
   -7.9051    1.4874    3.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7453    1.3171    1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9154    1.4670    0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5514    1.0334    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015    0.8883    2.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7344   -0.4355    2.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721   -0.9580    1.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9913   -1.2795   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -1.1896    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334   -1.7064   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019   -0.6651   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3061   -1.1073   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -1.4087   -3.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.2275   -1.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706   -1.6606   -2.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416   -0.6468   -3.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232   -0.1343   -2.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783    0.6836   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -0.3487   -2.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2016    0.1024   -1.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8213    0.7988   -0.4318 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1153    1.2589    0.5203 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8616    2.6389    1.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5565    1.2329   -0.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094    0.1299    1.7571 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8925    0.1312    2.3645 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.4292   -1.2844    2.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8285    0.5308    4.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8464    1.2673    1.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9701    1.6940    3.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3309    2.3720    3.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6345    0.5635    3.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7834    1.8798    1.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7487    2.1253    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2608    0.4880    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4804    0.9313    0.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6317    1.6702    1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7485    1.1040    3.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8977   -0.3353    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4229   -1.1833    2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6519   -2.1999   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -0.4564   -0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0584   -1.3632    0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2520   -0.9731    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5271   -2.5855    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054   -2.0774   -1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4404   -0.4207    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172    0.3008   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -0.7811   -3.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0236   -1.1942   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8666   -2.4924   -3.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -1.0191   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -2.5486   -2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -2.0190   -3.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.2814   -3.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3835   -1.0974   -4.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970    0.9840   -1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9100    1.6833   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473    0.1670   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -0.9234   -3.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7220   -0.8352   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0207    0.6328   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6201    0.3175   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9243    0.8656    4.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2344    1.9413    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 24 63  1  0
 28 64  1  0
 29 65  1  0
M  END


  Mrv1652309042000302D          

 29 28  0  0  0  0            999 V2000
10002.8771 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1622 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5920 9998.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4474 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3070 9999.0628    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.7304 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4474 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0219 9998.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.8931 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.7187 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0154 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.7368 9999.0628    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3015 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.3231 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.4558 9998.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.1485 9999.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5858 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8701 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5858 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1565 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4408 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7251 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0114 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7251 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2958 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5821 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8664 9999.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1507 9998.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8664 9999.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  2  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004486

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O

> <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)/b18-11+,19-13+,20-15+

> <INCHI_KEY>
OINNEUNVOZHBOX-QIRCYJPOSA-N

> <FORMULA>
C20H36O7P2

> <MOLECULAR_WEIGHT>
450.4432

> <EXACT_MASS>
450.19362653

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.8204807988394

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acid

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
5.276447335666666

> <ALOGPS_LOGS>
-4.99

> <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>
113.28999999999999

> <JCHEM_REFRACTIVITY>
120.5331

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
geranylgeranyl diphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004486
     RDKit          3D
Geranylgeranyl-PP
 65 64  0  0  0  0  0  0  0  0999 V2000
   -7.9051    1.4874    3.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7453    1.3171    1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9154    1.4670    0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5514    1.0334    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015    0.8883    2.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7344   -0.4355    2.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721   -0.9580    1.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9913   -1.2795   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -1.1896    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334   -1.7064   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019   -0.6651   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3061   -1.1073   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -1.4087   -3.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.2275   -1.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706   -1.6606   -2.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416   -0.6468   -3.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232   -0.1343   -2.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783    0.6836   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -0.3487   -2.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2016    0.1024   -1.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8213    0.7988   -0.4318 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1153    1.2589    0.5203 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8616    2.6389    1.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5565    1.2329   -0.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094    0.1299    1.7571 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8925    0.1312    2.3645 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.4292   -1.2844    2.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8285    0.5308    4.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8464    1.2673    1.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9701    1.6940    3.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3309    2.3720    3.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6345    0.5635    3.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7834    1.8798    1.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7487    2.1253    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2608    0.4880    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4804    0.9313    0.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6317    1.6702    1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7485    1.1040    3.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8977   -0.3353    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4229   -1.1833    2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6519   -2.1999   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -0.4564   -0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0584   -1.3632    0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2520   -0.9731    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5271   -2.5855    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054   -2.0774   -1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4404   -0.4207    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172    0.3008   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -0.7811   -3.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0236   -1.1942   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8666   -2.4924   -3.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -1.0191   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -2.5486   -2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -2.0190   -3.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.2814   -3.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3835   -1.0974   -4.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970    0.9840   -1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9100    1.6833   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473    0.1670   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -0.9234   -3.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7220   -0.8352   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0207    0.6328   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6201    0.3175   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9243    0.8656    4.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2344    1.9413    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 24 63  1  0
 28 64  1  0
 29 65  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8672.0378664.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8670.7038664.149   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8673.3728664.149   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8669.3688664.917   0.000  0.00  0.00           C+0
HETATM    5  P   UNK     0    8674.7068664.917   0.000  0.00  0.00           P+0
HETATM    6  C   UNK     0    8668.0308664.149   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8669.3688666.457   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8676.0418664.149   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8673.9348666.252   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8675.4758666.252   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8666.6958664.917   0.000  0.00  0.00           C+0
HETATM   12  P   UNK     0    8677.3758664.917   0.000  0.00  0.00           P+0
HETATM   13  C   UNK     0    8665.3638664.149   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8676.6038666.252   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8678.7178664.145   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8678.1448666.252   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8664.0278664.917   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.6918664.149   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.0278666.457   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8661.3598664.917   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8660.0238664.149   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8658.6878664.917   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8657.3558664.149   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8658.6878666.457   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8656.0198664.917   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8654.6878664.149   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8653.3518664.917   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8652.0158664.149   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8653.3518666.457   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6    7                                                  
CONECT    5    3    8    9   10                                             
CONECT    6    4   11                                                       
CONECT    7    4                                                            
CONECT    8    5   12                                                       
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    6   13                                                       
CONECT   12    8   14   15   16                                             
CONECT   13   11   17                                                       
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   12                                                            
CONECT   17   13   18   19                                                  
CONECT   18   17   20                                                       
CONECT   19   17                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0004486
HETATM    1  C1  UNL     1      -7.905   1.487   3.257  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.745   1.317   1.794  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.915   1.467   0.915  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.551   1.033   1.308  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.402   0.888   2.196  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.734  -0.435   2.248  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.172  -0.958   1.005  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.991  -1.279  -0.178  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.866  -1.190   0.920  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.133  -1.706  -0.235  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.102  -0.665  -0.625  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.306  -1.107  -1.796  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.939  -1.409  -3.099  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.024  -1.227  -1.637  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.871  -1.661  -2.756  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.842  -0.647  -3.268  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.823  -0.134  -2.281  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.378   0.684  -1.142  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.143  -0.349  -2.443  1.00  0.00           C  
HETATM   20  C20 UNL     1       6.202   0.102  -1.540  1.00  0.00           C  
HETATM   21  O1  UNL     1       5.821   0.799  -0.432  1.00  0.00           O  
HETATM   22  P1  UNL     1       7.115   1.259   0.520  1.00  0.00           P  
HETATM   23  O2  UNL     1       6.862   2.639   1.069  1.00  0.00           O  
HETATM   24  O3  UNL     1       8.557   1.233  -0.401  1.00  0.00           O  
HETATM   25  O4  UNL     1       7.309   0.130   1.757  1.00  0.00           O  
HETATM   26  P2  UNL     1       8.892   0.131   2.364  1.00  0.00           P  
HETATM   27  O5  UNL     1       9.429  -1.284   2.179  1.00  0.00           O  
HETATM   28  O6  UNL     1       8.829   0.531   4.020  1.00  0.00           O  
HETATM   29  O7  UNL     1       9.846   1.267   1.585  1.00  0.00           O  
HETATM   30  H1  UNL     1      -8.970   1.694   3.524  1.00  0.00           H  
HETATM   31  H2  UNL     1      -7.331   2.372   3.639  1.00  0.00           H  
HETATM   32  H3  UNL     1      -7.634   0.563   3.817  1.00  0.00           H  
HETATM   33  H4  UNL     1      -9.783   1.880   1.479  1.00  0.00           H  
HETATM   34  H5  UNL     1      -8.749   2.125   0.057  1.00  0.00           H  
HETATM   35  H6  UNL     1      -9.261   0.488   0.503  1.00  0.00           H  
HETATM   36  H7  UNL     1      -6.480   0.931   0.228  1.00  0.00           H  
HETATM   37  H8  UNL     1      -4.632   1.670   1.984  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.749   1.104   3.253  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.898  -0.335   3.002  1.00  0.00           H  
HETATM   40  H11 UNL     1      -5.423  -1.183   2.744  1.00  0.00           H  
HETATM   41  H12 UNL     1      -4.652  -2.200  -0.702  1.00  0.00           H  
HETATM   42  H13 UNL     1      -4.925  -0.456  -0.910  1.00  0.00           H  
HETATM   43  H14 UNL     1      -6.058  -1.363   0.126  1.00  0.00           H  
HETATM   44  H15 UNL     1      -2.252  -0.973   1.811  1.00  0.00           H  
HETATM   45  H16 UNL     1      -1.527  -2.585   0.137  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.705  -2.077  -1.073  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.440  -0.421   0.228  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.617   0.301  -0.886  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.551  -0.781  -3.926  1.00  0.00           H  
HETATM   50  H21 UNL     1      -2.024  -1.194  -3.025  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.867  -2.492  -3.369  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.438  -1.019  -0.650  1.00  0.00           H  
HETATM   53  H24 UNL     1       2.496  -2.549  -2.413  1.00  0.00           H  
HETATM   54  H25 UNL     1       1.184  -2.019  -3.575  1.00  0.00           H  
HETATM   55  H26 UNL     1       2.296   0.281  -3.630  1.00  0.00           H  
HETATM   56  H27 UNL     1       3.384  -1.097  -4.142  1.00  0.00           H  
HETATM   57  H28 UNL     1       2.297   0.984  -1.287  1.00  0.00           H  
HETATM   58  H29 UNL     1       3.910   1.683  -1.143  1.00  0.00           H  
HETATM   59  H30 UNL     1       3.447   0.167  -0.182  1.00  0.00           H  
HETATM   60  H31 UNL     1       5.376  -0.923  -3.362  1.00  0.00           H  
HETATM   61  H32 UNL     1       6.722  -0.835  -1.168  1.00  0.00           H  
HETATM   62  H33 UNL     1       7.021   0.633  -2.092  1.00  0.00           H  
HETATM   63  H34 UNL     1       8.620   0.318  -0.780  1.00  0.00           H  
HETATM   64  H35 UNL     1       7.924   0.866   4.257  1.00  0.00           H  
HETATM   65  H36 UNL     1      10.234   1.941   2.222  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8    9    9
CONECT    8   41   42   43
CONECT    9   10   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   14   14
CONECT   13   49   50   51
CONECT   14   15   52
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18   19   19
CONECT   18   57   58   59
CONECT   19   20   60
CONECT   20   21   61   62
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   24   63
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   64
CONECT   29   65
END

HMDB0004486
     RDKit          3D
Geranylgeranyl-PP
 65 64  0  0  0  0  0  0  0  0999 V2000
   -7.9051    1.4874    3.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7453    1.3171    1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9154    1.4670    0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5514    1.0334    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015    0.8883    2.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7344   -0.4355    2.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721   -0.9580    1.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9913   -1.2795   -0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -1.1896    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334   -1.7064   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019   -0.6651   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3061   -1.1073   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -1.4087   -3.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.2275   -1.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706   -1.6606   -2.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416   -0.6468   -3.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232   -0.1343   -2.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783    0.6836   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -0.3487   -2.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2016    0.1024   -1.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8213    0.7988   -0.4318 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1153    1.2589    0.5203 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8616    2.6389    1.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5565    1.2329   -0.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094    0.1299    1.7571 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8925    0.1312    2.3645 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.4292   -1.2844    2.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8285    0.5308    4.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8464    1.2673    1.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9701    1.6940    3.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3309    2.3720    3.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6345    0.5635    3.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7834    1.8798    1.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7487    2.1253    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2608    0.4880    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4804    0.9313    0.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6317    1.6702    1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7485    1.1040    3.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8977   -0.3353    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4229   -1.1833    2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6519   -2.1999   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -0.4564   -0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0584   -1.3632    0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2520   -0.9731    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5271   -2.5855    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054   -2.0774   -1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4404   -0.4207    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172    0.3008   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -0.7811   -3.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0236   -1.1942   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8666   -2.4924   -3.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -1.0191   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -2.5486   -2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -2.0190   -3.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.2814   -3.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3835   -1.0974   -4.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970    0.9840   -1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9100    1.6833   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473    0.1670   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -0.9234   -3.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7220   -0.8352   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0207    0.6328   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6201    0.3175   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9243    0.8656    4.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2344    1.9413    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
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 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
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 18 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 24 63  1  0
 28 64  1  0
 29 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
all-trans-Geranylgeranyl diphosphate	ChEBI
all-trans-Geranylgeranyl pyrophosphate	ChEBI
Geranylgeranyl diphosphate	ChEBI
Geranylgeranyl pyrophosphate	ChEBI
GGDP	ChEBI
(2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-yl diphosphate	Kegg
all-trans-Geranylgeranyl diphosphoric acid	Generator
all-trans-Geranylgeranyl pyrophosphoric acid	Generator
Geranylgeranyl diphosphoric acid	Generator
Geranylgeranyl pyrophosphoric acid	Generator
(2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-yl diphosphoric acid	Generator
2-trans,6-trans,10-trans-Geranylgeranyl diphosphate	HMDB
3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenyl diphosphate	HMDB
all-trans-Geranyl-geranyl-PP	HMDB
Geranylgeranyl-diphosphate	HMDB
Geranylgeraniol diphosphate	HMDB
Geranylgeranyl pyrophosphate, (Z,e,e)-isomer	HMDB
Nerylneryl diphosphate	HMDB
GGPP Diphosphate	HMDB
Geranylgeranyl pyrophosphate, 14C-labeled, (e,e,e)-isomer	HMDB
GGPP CPD	HMDB

Chemical Formula

C₂₀H₃₆O₇P₂

Average Molecular Weight

450.4432

Monoisotopic Molecular Weight

450.19362653

IUPAC Name

{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acid

Traditional Name

geranylgeranyl diphosphate

CAS Registry Number

6699-20-3

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O

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)/b18-11+,19-13+,20-15+

InChI Key

OINNEUNVOZHBOX-QIRCYJPOSA-N

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
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

geranylgeranyl diphosphate (CHEBI:48861 )
Acyclic diterpenoids (C00353 )
Linear diterpenes (C00353 )
Acyclic diterpenoids (LMPR0104010001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0004486)

Source

Endogenous

Endogenous (HMDB: HMDB0004486)

Plant

Animal

Animal (HMDB: HMDB0004486)

Exogenous

Food

Food (HMDB: HMDB0004486)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Almond (FooDB: FOOD00148)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Exogenous (HMDB: HMDB0004486)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0004486)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0004486)
Terpenoid Backbone Biosynthesis (PathBank: SMP0121210)
Chlorophyll a Biosynthesis II (PathBank: SMP0012038)
Phylloquinol Biosynthesis (PathBank: SMP0012040)
Plastoquinol-9 Biosynthesis (PathBank: SMP0012043)
Chlorophyll a Biosynthesis I (PathBank: SMP0012050)

Lipid metabolism pathway (HMDB: HMDB0004486)

Cellular process

Cell signaling (HMDB: HMDB0004486)

Biochemical process

Lipid transport (HMDB: HMDB0004486)

Role

Biological role

Energy source (HMDB: HMDB0004486)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0004486)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0046 g/L	ALOGPS
logP	3.57	ALOGPS
logP	5.28	ChemAxon
logS	-5	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	14	ChemAxon
Refractivity	120.53 m³·mol⁻¹	ChemAxon
Polarizability	47.82 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.708	31661259
DarkChem	[M-H]-	197.259	31661259
DeepCCS	[M+H]+	194.141	30932474
DeepCCS	[M-H]-	190.314	30932474
DeepCCS	[M-2H]-	226.541	30932474
DeepCCS	[M+Na]+	202.73	30932474
AllCCS	[M+H]+	215.8	32859911
AllCCS	[M+H-H2O]+	213.7	32859911
AllCCS	[M+NH4]+	217.7	32859911
AllCCS	[M+Na]+	218.3	32859911
AllCCS	[M-H]-	206.7	32859911
AllCCS	[M+Na-2H]-	208.7	32859911
AllCCS	[M+HCOO]-	211.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.41 minutes	32390414
Predicted by Siyang on May 30, 2022	12.5231 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	129.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2728.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	178.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	178.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	105.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	611.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	755.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	107.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1107.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	645.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	540.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	467.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	389.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	302.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Geranylgeranyl-PP	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O	4269.2	Standard polar	33892256
Geranylgeranyl-PP	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O	2741.9	Standard non polar	33892256
Geranylgeranyl-PP	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O	3232.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Geranylgeranyl-PP,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O)O	3168.1	Semi standard non polar	33892256
Geranylgeranyl-PP,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O)O	2616.3	Standard non polar	33892256
Geranylgeranyl-PP,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O)O	4059.7	Standard polar	33892256
Geranylgeranyl-PP,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O[Si](C)(C)C	3158.6	Semi standard non polar	33892256
Geranylgeranyl-PP,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O[Si](C)(C)C	2623.0	Standard non polar	33892256
Geranylgeranyl-PP,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O[Si](C)(C)C	4085.3	Standard polar	33892256
Geranylgeranyl-PP,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C	3154.2	Semi standard non polar	33892256
Geranylgeranyl-PP,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C	2695.2	Standard non polar	33892256
Geranylgeranyl-PP,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C	3653.1	Standard polar	33892256
Geranylgeranyl-PP,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3155.0	Semi standard non polar	33892256
Geranylgeranyl-PP,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2674.4	Standard non polar	33892256
Geranylgeranyl-PP,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3650.2	Standard polar	33892256
Geranylgeranyl-PP,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3125.1	Semi standard non polar	33892256
Geranylgeranyl-PP,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2758.6	Standard non polar	33892256
Geranylgeranyl-PP,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3229.4	Standard polar	33892256
Geranylgeranyl-PP,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O	3381.1	Semi standard non polar	33892256
Geranylgeranyl-PP,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O	2767.8	Standard non polar	33892256
Geranylgeranyl-PP,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O	4158.7	Standard polar	33892256
Geranylgeranyl-PP,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3369.6	Semi standard non polar	33892256
Geranylgeranyl-PP,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C	2787.3	Standard non polar	33892256
Geranylgeranyl-PP,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C	4178.6	Standard polar	33892256
Geranylgeranyl-PP,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3524.5	Semi standard non polar	33892256
Geranylgeranyl-PP,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C	2992.9	Standard non polar	33892256
Geranylgeranyl-PP,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3766.3	Standard polar	33892256
Geranylgeranyl-PP,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3532.2	Semi standard non polar	33892256
Geranylgeranyl-PP,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2957.4	Standard non polar	33892256
Geranylgeranyl-PP,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3791.1	Standard polar	33892256
Geranylgeranyl-PP,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3662.1	Semi standard non polar	33892256
Geranylgeranyl-PP,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3170.3	Standard non polar	33892256
Geranylgeranyl-PP,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3428.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Geranylgeranyl-PP GC-MS (Non-derivatized) - 70eV, Positive	splash10-00p1-8966200000-998d239f267a150b43ed	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranylgeranyl-PP GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 11V, negative-QTOF	splash10-0002-0000900000-e7c9a733fcef12117c3d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 15V, negative-QTOF	splash10-0002-1000900000-51a8d5ce498d65e79691	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 19V, negative-QTOF	splash10-004j-9000800000-4beea4fd2eb20ffa4ad9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 26V, negative-QTOF	splash10-004i-9000000000-4db0a53ff36e5e4b9935	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 31V, negative-QTOF	splash10-004i-9000000000-cf199ce4e78be9534fb7	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 37V, negative-QTOF	splash10-004i-9000000000-7867ab9db012f87e43c8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 44V, negative-QTOF	splash10-004i-9000000000-be17e3662a7647d871aa	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 52V, negative-QTOF	splash10-004i-9000000000-1f4ff46767d08f6c4824	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 60V, negative-QTOF	splash10-004i-9000000000-d99bb72e9136380d8698	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP Orbitrap 72V, negative-QTOF	splash10-004i-9000000000-d99bb72e9136380d8698	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP n/a 31V, negative-QTOF	splash10-001i-0300900000-fecb2380f7e0ec863abc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP n/a 31V, negative-QTOF	splash10-004i-9000000000-5ef060d5ec4b80c35c1a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP n/a 31V, negative-QTOF	splash10-0a4i-0900000000-dc954ce23ecf1a263189	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP n/a 31V, negative-QTOF	splash10-0a4i-0900000000-8ab5606bd668c2535e4d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Geranylgeranyl-PP n/a 31V, negative-QTOF	splash10-004i-9000000000-5ef060d5ec4b80c35c1a	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 10V, Positive-QTOF	splash10-0fk9-1394600000-c6d91e9bfb5eeb46563e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 20V, Positive-QTOF	splash10-00di-3592000000-c8aa1820057f6139aad8	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 40V, Positive-QTOF	splash10-00xs-5690000000-5fa48d769648b6310c2d	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 10V, Negative-QTOF	splash10-0002-0400900000-86700e111b6b2b0215c0	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 20V, Negative-QTOF	splash10-057i-7900100000-c5c0d2a89df8d138cebb	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 40V, Negative-QTOF	splash10-004i-9000000000-0ec0eed3d4d479d9c002	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 10V, Positive-QTOF	splash10-0udi-1214900000-f698165f4dfead7c9d55	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 20V, Positive-QTOF	splash10-00di-1189100000-6a265357a808fdf96bf8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 40V, Positive-QTOF	splash10-05s1-3910000000-59003e6f3766239ee38a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranylgeranyl-PP 10V, Negative-QTOF	splash10-0002-0000900000-582b037b919c4a7e747f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

447277

PDB ID

GRG

ChEBI ID

48861

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Denis M, Bissonnette R, Haidar B, Krimbou L, Bouvier M, Genest J: Expression, regulation, and activity of ABCA1 in human cell lines. Mol Genet Metab. 2003 Apr;78(4):265-74. [PubMed:12706378 ]
Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Enzymes

Enzyme Details

1. Geranylgeranyl pyrophosphate synthase

General function:: Involved in isoprenoid biosynthetic process
Specific function:: Catalyzes the trans-addition of the three molecules of IPP onto DMAPP to form geranylgeranyl pyrophosphate, an important precursor of carotenoids and geranylated proteins.
Gene Name:: GGPS1
Uniprot ID:: O95749
Molecular weight:: 34870.625

Reactions

Farnesyl pyrophosphate + Isopentenyl pyrophosphate → Pyrophosphate + Geranylgeranyl-PP	details

Enzyme Details

2. Geranylgeranyl transferase type-1 subunit beta

General function:: Involved in CAAX-protein geranylgeranyltransferase acti
Specific function:: Catalyzes the transfer of a geranyl-geranyl moiety from geranyl-geranyl pyrophosphate to a cysteine at the fourth position from the C-terminus of proteins having the C-terminal sequence Cys-aliphatic-aliphatic-X. Acts on the Rac1, Rac2, Rap1A and Rap1B proteins. The beta subunit is responsible for peptide-binding.
Gene Name:: PGGT1B
Uniprot ID:: P53609
Molecular weight:: 42367.81

Reactions

Geranylgeranyl-PP + protein-cysteine → S-geranylgeranyl-protein + Pyrophosphate	details

Enzyme Details

3. Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha

General function:: Involved in protein prenyltransferase activity
Specific function:: Catalyzes the transfer of a farnesyl or geranyl-geranyl moiety from farnesyl or geranyl-geranyl pyrophosphate to a cysteine at the fourth position from the C-terminus of several proteins having the C-terminal sequence Cys-aliphatic-aliphatic-X. The alpha subunit is thought to participate in a stable complex with the substrate. The beta subunit binds the peptide substrate. Through RAC1 prenylation and activation may positively regulate neuromuscular junction development downstream of MUSK (By similarity).
Gene Name:: FNTA
Uniprot ID:: P49354
Molecular weight:: 44408.32

Reactions

Geranylgeranyl-PP + protein-cysteine → S-geranylgeranyl-protein + Pyrophosphate	details

Enzyme Details

4. Geranylgeranyl transferase type-2 subunit alpha

General function:: Not Available
Specific function:: Catalyzes the transfer of a geranyl-geranyl moiety from geranyl-geranyl pyrophosphate to both cysteines in Rab proteins with an -XXCC, -XCXC and -CCXX C-terminal, such as RAB1A, RAB3A and RAB5A respectively.
Gene Name:: RABGGTA
Uniprot ID:: Q92696
Molecular weight:: 65071.06

Reactions

Geranylgeranyl-PP + protein-cysteine → S-geranylgeranyl-protein + Pyrophosphate	details

Enzyme Details

5. Geranylgeranyl transferase type-2 subunit beta

General function:: Not Available
Specific function:: Catalyzes the transfer of a geranyl-geranyl moiety from geranyl-geranyl pyrophosphate to both cysteines in Rab proteins with an -XXCC, -XCXC and -CCXX C-terminal, such as RAB1A, RAB3A and RAB5A respectively.
Gene Name:: RABGGTB
Uniprot ID:: P53611
Molecular weight:: 36924.04

Reactions

Geranylgeranyl-PP + protein-cysteine → S-geranylgeranyl-protein + Pyrophosphate	details

Showing metabocard for Geranylgeranyl-PP (HMDB0004486)

MOL for HMDB0004486 (Geranylgeranyl-PP)

3D MOL for HMDB0004486 (Geranylgeranyl-PP)

3D SDF for HMDB0004486 (Geranylgeranyl-PP)

3D-SDF for HMDB0004486 (Geranylgeranyl-PP)

PDB for HMDB0004486 (Geranylgeranyl-PP)

3D PDB for HMDB0004486 (Geranylgeranyl-PP)

SMILES for HMDB0004486 (Geranylgeranyl-PP)

INCHI for HMDB0004486 (Geranylgeranyl-PP)

Structure for HMDB0004486 (Geranylgeranyl-PP)

3D Structure for HMDB0004486 (Geranylgeranyl-PP)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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