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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:55:04 UTC

Update Date

2022-03-07 03:17:39 UTC

HMDB ID

HMDB0060108

Secondary Accession Numbers

HMDB60108

Metabolite Identification

Common Name

2-cis,6-trans,10-trans-Geranylgeranyl diphosphate

Description

2-cis,6-trans,10-trans-Geranylgeranyl diphosphate, also known as geranylneryl diphosphate or trans,trans,cis-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. 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

 
  Mrv0541 07191212082D          
 
 29 28  0  0  0  0            999 V2000
   18.4499   -9.8215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1967   -9.8182    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.9509   -9.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1967   -9.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2001  -10.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7018   -9.8182    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.4518   -9.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7018   -9.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7018  -10.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7338   -9.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7419   -8.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7529   -8.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4649   -8.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1770   -8.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8931   -8.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6051   -8.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3172   -8.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0333   -8.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7454   -8.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4574   -8.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1735   -8.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8856   -8.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5977   -8.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3138   -8.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0258   -8.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608   -7.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3131   -7.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1694   -7.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0217   -7.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
 11 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
 10  1  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 14  2  0  0  0  0
 24 25  1  0  0  0  0
 14 15  1  0  0  0  0
 13 26  1  0  0  0  0
 15 16  1  0  0  0  0
 17 27  1  0  0  0  0
 21 28  1  0  0  0  0
 16 17  1  0  0  0  0
 25 29  1  0  0  0  0
 25 11  2  0  0  0  0
M  END

HMDB0060108
     RDKit          3D
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate
 65 64  0  0  0  0  0  0  0  0999 V2000
   -7.3251    1.5903    1.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9617    0.2359    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9565   -0.8644    0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7359    0.0074    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7796    1.1256    0.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2733    1.3960   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    0.3536   -1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0375    0.5913   -3.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0698   -0.7514   -1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2285   -1.7315   -1.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610   -2.0458   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.8577   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -0.0641   -1.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717   -0.4724    0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.6939    0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    0.2603    1.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978    1.4730    1.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310    2.5934    2.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.6596    1.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    0.7834    0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826   -0.4309    0.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8366   -1.2871   -0.4795 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3186   -1.6042   -1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0362   -2.7969    0.2938 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3007   -0.4737   -0.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5265   -1.5340   -0.0829 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.6219   -1.4120    1.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1557   -3.1236   -0.4467 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0274   -1.1041   -0.6989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486    1.8666    2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3608    1.6176    1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2502    2.3579    0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4850   -1.8483    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4761   -0.9711    0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7098   -0.6936    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228   -0.9950    0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2595    2.0567    0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561    0.9276    1.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    2.3238   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1697    1.6553   -1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    1.5118   -3.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992   -0.2277   -3.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686    0.7000   -3.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3019   -1.0148    0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -1.4311   -2.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381   -2.6619   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3940   -2.8498   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -2.5219   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661    0.0286   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    0.9593   -1.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2651   -0.5538   -2.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.0862    1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624    1.2249   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490    1.4314    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.5249    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914   -0.1279    2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6690    3.1578    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825    3.2827    3.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945    2.1463    3.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    2.6409    1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6321    1.3484   -0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0096    0.5792    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2700   -2.5880    1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9064   -3.5893   -0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0122   -0.3407   -1.3102 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

 
  Mrv0541 07191212082D          
 
 29 28  0  0  0  0            999 V2000
   18.4499   -9.8215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1967   -9.8182    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.9509   -9.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1967   -9.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2001  -10.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7018   -9.8182    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.4518   -9.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7018   -9.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7018  -10.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7338   -9.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7419   -8.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7529   -8.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4649   -8.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1770   -8.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8931   -8.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6051   -8.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3172   -8.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0333   -8.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7454   -8.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4574   -8.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1735   -8.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8856   -8.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5977   -8.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3138   -8.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0258   -8.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608   -7.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3131   -7.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1694   -7.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0217   -7.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
 11 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
 10  1  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 14  2  0  0  0  0
 24 25  1  0  0  0  0
 14 15  1  0  0  0  0
 13 26  1  0  0  0  0
 15 16  1  0  0  0  0
 17 27  1  0  0  0  0
 21 28  1  0  0  0  0
 16 17  1  0  0  0  0
 25 29  1  0  0  0  0
 25 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060108

> <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-KWBDAJKESA-N

> <FORMULA>
C20H36O7P2

> <MOLECULAR_WEIGHT>
450.4432

> <EXACT_MASS>
450.19362653

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.47509924881298

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[hydroxy({[(2Z,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>
3.1843406094078315

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7672186885241006

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
120.53309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{hydroxy[(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxyphosphoryl}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060108
     RDKit          3D
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate
 65 64  0  0  0  0  0  0  0  0999 V2000
   -7.3251    1.5903    1.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9617    0.2359    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9565   -0.8644    0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7359    0.0074    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7796    1.1256    0.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2733    1.3960   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    0.3536   -1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0375    0.5913   -3.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0698   -0.7514   -1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2285   -1.7315   -1.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610   -2.0458   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.8577   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -0.0641   -1.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717   -0.4724    0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.6939    0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    0.2603    1.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978    1.4730    1.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310    2.5934    2.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.6596    1.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    0.7834    0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826   -0.4309    0.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8366   -1.2871   -0.4795 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3186   -1.6042   -1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0362   -2.7969    0.2938 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3007   -0.4737   -0.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5265   -1.5340   -0.0829 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.6219   -1.4120    1.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1557   -3.1236   -0.4467 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0274   -1.1041   -0.6989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486    1.8666    2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3608    1.6176    1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2502    2.3579    0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4850   -1.8483    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4761   -0.9711    0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7098   -0.6936    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228   -0.9950    0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2595    2.0567    0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561    0.9276    1.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    2.3238   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1697    1.6553   -1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    1.5118   -3.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992   -0.2277   -3.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686    0.7000   -3.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3019   -1.0148    0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -1.4311   -2.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381   -2.6619   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3940   -2.8498   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -2.5219   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661    0.0286   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    0.9593   -1.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2651   -0.5538   -2.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.0862    1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624    1.2249   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490    1.4314    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.5249    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914   -0.1279    2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6690    3.1578    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825    3.2827    3.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945    2.1463    3.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    2.6409    1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6321    1.3484   -0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0096    0.5792    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2700   -2.5880    1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9064   -3.5893   -0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0122   -0.3407   -1.3102 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                                 19-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-12         0                                  
HETATM    1  O   UNK     0      34.440 -18.333   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0      35.834 -18.327   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0      37.242 -18.327   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      35.834 -16.919   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.840 -19.721   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      38.643 -18.327   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      40.043 -18.327   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      38.643 -16.919   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      38.643 -19.721   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      33.103 -17.571   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.118 -16.023   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.472 -16.076   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.801 -15.305   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.130 -16.068   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.467 -15.290   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.796 -16.060   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.125 -15.282   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.462 -16.053   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.791 -15.275   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.121 -16.045   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.457 -15.267   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.786 -16.030   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.116 -15.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.452 -16.023   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      31.781 -15.252   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.794 -13.757   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.118 -13.742   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      26.450 -13.727   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.774 -13.712   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    5    1    3    4                                             
CONECT    3    6    2                                                       
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    3    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10   11    1                                                       
CONECT   11   10   25                                                       
CONECT   12   13                                                            
CONECT   13   12   14   26                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   18   27   16                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   29   11                                                  
CONECT   26   13                                                            
CONECT   27   17                                                            
CONECT   28   21                                                            
CONECT   29   25                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0060108
HETATM    1  C1  UNL     1      -7.325   1.590   1.396  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.962   0.236   0.925  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.957  -0.864   0.989  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.736   0.007   0.443  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.780   1.126   0.396  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.273   1.396  -0.971  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.448   0.354  -1.595  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.037   0.591  -3.020  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.070  -0.751  -1.016  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.229  -1.731  -1.770  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.961  -2.046  -1.009  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.113  -0.858  -0.763  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.461  -0.064  -1.869  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.172  -0.472   0.500  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.004   0.694   0.834  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.246   0.260   1.652  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.998   1.473   1.932  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.331   2.593   2.721  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.237   1.660   1.536  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.117   0.783   0.779  1.00  0.00           C  
HETATM   21  O1  UNL     1       4.683  -0.431   0.375  1.00  0.00           O  
HETATM   22  P1  UNL     1       5.837  -1.287  -0.479  1.00  0.00           P  
HETATM   23  O2  UNL     1       5.319  -1.604  -1.879  1.00  0.00           O  
HETATM   24  O3  UNL     1       6.036  -2.797   0.294  1.00  0.00           O  
HETATM   25  O4  UNL     1       7.301  -0.474  -0.613  1.00  0.00           O  
HETATM   26  P2  UNL     1       8.527  -1.534  -0.083  1.00  0.00           P  
HETATM   27  O5  UNL     1       8.622  -1.412   1.438  1.00  0.00           O  
HETATM   28  O6  UNL     1       8.156  -3.124  -0.447  1.00  0.00           O  
HETATM   29  O7  UNL     1      10.027  -1.104  -0.699  1.00  0.00           O  
HETATM   30  H1  UNL     1      -6.649   1.867   2.225  1.00  0.00           H  
HETATM   31  H2  UNL     1      -8.361   1.618   1.817  1.00  0.00           H  
HETATM   32  H3  UNL     1      -7.250   2.358   0.584  1.00  0.00           H  
HETATM   33  H4  UNL     1      -7.485  -1.848   1.184  1.00  0.00           H  
HETATM   34  H5  UNL     1      -8.476  -0.971   0.007  1.00  0.00           H  
HETATM   35  H6  UNL     1      -8.710  -0.694   1.807  1.00  0.00           H  
HETATM   36  H7  UNL     1      -5.523  -0.995   0.103  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.259   2.057   0.768  1.00  0.00           H  
HETATM   38  H9  UNL     1      -3.956   0.928   1.135  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.620   2.324  -0.943  1.00  0.00           H  
HETATM   40  H11 UNL     1      -5.170   1.655  -1.603  1.00  0.00           H  
HETATM   41  H12 UNL     1      -3.517   1.512  -3.444  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.399  -0.228  -3.686  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.969   0.700  -3.154  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.302  -1.015   0.015  1.00  0.00           H  
HETATM   45  H16 UNL     1      -2.028  -1.431  -2.804  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.838  -2.662  -1.826  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.394  -2.850  -1.557  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.238  -2.522  -0.030  1.00  0.00           H  
HETATM   49  H20 UNL     1       1.566   0.029  -1.790  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.010   0.959  -1.820  1.00  0.00           H  
HETATM   51  H22 UNL     1       0.265  -0.554  -2.844  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.259  -1.086   1.281  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.362   1.225  -0.067  1.00  0.00           H  
HETATM   54  H25 UNL     1       0.449   1.431   1.445  1.00  0.00           H  
HETATM   55  H26 UNL     1       2.699  -0.525   1.066  1.00  0.00           H  
HETATM   56  H27 UNL     1       1.791  -0.128   2.609  1.00  0.00           H  
HETATM   57  H28 UNL     1       1.669   3.158   2.046  1.00  0.00           H  
HETATM   58  H29 UNL     1       3.083   3.283   3.118  1.00  0.00           H  
HETATM   59  H30 UNL     1       1.794   2.146   3.586  1.00  0.00           H  
HETATM   60  H31 UNL     1       4.701   2.641   1.819  1.00  0.00           H  
HETATM   61  H32 UNL     1       5.632   1.348  -0.066  1.00  0.00           H  
HETATM   62  H33 UNL     1       6.010   0.579   1.467  1.00  0.00           H  
HETATM   63  H34 UNL     1       6.270  -2.588   1.251  1.00  0.00           H  
HETATM   64  H35 UNL     1       8.906  -3.589  -0.871  1.00  0.00           H  
HETATM   65  H36 UNL     1      10.012  -0.341  -1.310  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

HMDB0060108
     RDKit          3D
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate
 65 64  0  0  0  0  0  0  0  0999 V2000
   -7.3251    1.5903    1.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9617    0.2359    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9565   -0.8644    0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7359    0.0074    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7796    1.1256    0.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2733    1.3960   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    0.3536   -1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0375    0.5913   -3.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0698   -0.7514   -1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2285   -1.7315   -1.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610   -2.0458   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.8577   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -0.0641   -1.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717   -0.4724    0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.6939    0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    0.2603    1.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978    1.4730    1.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310    2.5934    2.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.6596    1.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    0.7834    0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826   -0.4309    0.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8366   -1.2871   -0.4795 P   0  0  0  0  0  5  0  0  0  0  0  0
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    6.0362   -2.7969    0.2938 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3007   -0.4737   -0.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6219   -1.4120    1.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0274   -1.1041   -0.6989 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2502    2.3579    0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4850   -1.8483    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4761   -0.9711    0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7098   -0.6936    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228   -0.9950    0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2595    2.0567    0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561    0.9276    1.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    2.3238   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1697    1.6553   -1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    1.5118   -3.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992   -0.2277   -3.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686    0.7000   -3.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3019   -1.0148    0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -1.4311   -2.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381   -2.6619   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3940   -2.8498   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -2.5219   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661    0.0286   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    0.9593   -1.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2651   -0.5538   -2.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.0862    1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624    1.2249   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490    1.4314    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.5249    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914   -0.1279    2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6690    3.1578    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825    3.2827    3.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945    2.1463    3.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    2.6409    1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6321    1.3484   -0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0096    0.5792    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2700   -2.5880    1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9064   -3.5893   -0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0122   -0.3407   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2  4  2  3
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Geranylneryl diphosphate	ChEBI
trans,trans,cis-Geranylgeranyl diphosphate	ChEBI
trans,trans,cis-Geranylgeranyl pyrophosphate	ChEBI
Geranylneryl diphosphoric acid	Generator
trans,trans,cis-Geranylgeranyl diphosphoric acid	Generator
trans,trans,cis-Geranylgeranyl pyrophosphoric acid	Generator
2-cis,6-trans,10-trans-Geranylgeranyl diphosphoric acid	Generator

Chemical Formula

C₂₀H₃₆O₇P₂

Average Molecular Weight

450.4432

Monoisotopic Molecular Weight

450.19362653

IUPAC Name

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

Traditional Name

{hydroxy[(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxyphosphoryl}oxyphosphonic acid

CAS Registry Number

Not Available

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-KWBDAJKESA-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:10698 )
Acyclic diterpenoids (C11356 )
Linear diterpenes (C11356 )
Acyclic diterpenoids (LMPR0104010003 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060108)

Source

Exogenous

Exogenous (HMDB: HMDB0060108)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	47.48 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]+	204.128	31661259
DarkChem	[M-H]-	197.899	31661259
DeepCCS	[M+H]+	194.817	30932474
DeepCCS	[M-H]-	190.99	30932474
DeepCCS	[M-2H]-	227.216	30932474
DeepCCS	[M+Na]+	203.382	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate	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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate	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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate	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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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
2-cis,6-trans,10-trans-Geranylgeranyl diphosphate,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 - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00p1-8966200000-998d239f267a150b43ed	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate 10V, Positive-QTOF	splash10-0fk9-1393600000-7e52bf466a422a84900e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate 20V, Positive-QTOF	splash10-00di-4591000000-4e6a442e6dcd4a36353a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate 40V, Positive-QTOF	splash10-0aba-6590000000-d329421b9963b6e87bee	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate 10V, Negative-QTOF	splash10-0002-0400900000-b846901ff8e4beebaf25	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate 20V, Negative-QTOF	splash10-004i-9210000000-b26810763895353e2319	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate 40V, Negative-QTOF	splash10-004i-9000000000-9fcecdd44b53bc65fe73	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11356

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281909

PDB ID

Not Available

ChEBI ID

10698

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

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 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 2-cis,6-trans,10-trans-Geranylgeranyl diphosphate (HMDB0060108)

MOL for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

3D MOL for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

3D SDF for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

3D-SDF for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

PDB for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

3D PDB for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

SMILES for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

INCHI for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

Structure for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

3D Structure for HMDB0060108 (2-cis,6-trans,10-trans-Geranylgeranyl diphosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra