NP-MRD: Showing NP-Card for [hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid (NP0199020)

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Record Information

Version

2.0

Created at

2022-09-04 17:35:11 UTC

Updated at

2022-09-04 17:35:11 UTC

NP-MRD ID

NP0199020

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid

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. These are diterpenes (compounds made of four consecutive isoprene units) that do not contain a cycle. [hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid is found in Homo sapiens and Mus musculus. 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 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

     RDKit          3D

 65 64  0  0  0  0  0  0  0  0999 V2000
   -7.9994    2.8522    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4571    1.5510   -0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9108    1.5828   -0.9731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8776    0.4142   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5539   -0.0905   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4134    0.8524   -0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1022    0.0849    0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9731   -0.7841    1.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998    0.1721   -0.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8388   -0.6063   -0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5923    0.2205   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4865   -0.7320   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5350   -1.4657    1.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145   -0.9992   -0.9520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4973   -1.9810   -0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9306   -1.4138   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6595   -2.4979    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7065   -3.8538   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3355   -2.1502    1.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3022   -0.6955    1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7400   -0.3947    1.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777    0.9419    0.8081 P   0  0  2  0  0  5  0  0  0  0  0  0
    5.6968    1.5518    0.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7239    0.2694   -0.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0468    2.0386    1.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2810    3.2889    0.2048 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.1224    4.3547    0.8797 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0686    2.6315   -1.1414 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868    3.9013   -0.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1396    3.6218   -0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7291    3.2515    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9778    2.9936    0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8622    1.2518   -2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4561    0.8523   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3532    2.5612   -0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5988   -0.3929   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6559   -0.4716    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3297   -1.0557   -0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2482    1.4660   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5121    1.4674    0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8647   -0.5826    2.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0787   -0.5969    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1231   -1.8607    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632    0.8227   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9460   -1.1952    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7146   -1.2635   -1.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847    0.8269   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    0.9248    0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3209   -0.9928    1.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -1.1874    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5314   -2.5430    1.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623   -0.4919   -1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3122   -2.4773    0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5401   -2.8140   -1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744   -1.2643   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006   -0.4683    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9269   -3.6847   -1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7953   -4.4403   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120   -4.4476    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8414   -2.8473    2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910   -0.0162    1.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0753   -0.6530    2.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1188   -0.6194   -0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3635    2.4407   -1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7458    4.8430   -0.4271 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
 22 21  1  1
 22 24  1  0
 22 23  2  0
 22 25  1  0
 25 26  1  0
 26 28  1  0
 26 29  1  0
 26 27  2  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>
NP0199020

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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 Mass

450.4432 Da

Monoisotopic Mass

450.19363 Da

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Homo sapiens	LOTUS Database	35616633
Mus musculus	LOTUS Database	35616633

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 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
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

External Links

HMDB ID

HMDB0060108

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid (NP0199020)

MOL for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

3D MOL for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

3D SDF for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

3D-SDF for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

PDB for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

3D PDB for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

SMILES for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

INCHI for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

Structure for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)

3D Structure for NP0199020 ([hydroxy([(2z,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy)phosphoryl]oxyphosphonic acid)