MiMeDB: Showing metabocard for 2,3-bis-O-(geranylgeranyl)-sn-glycerol 1-phosphate (MMDBc0054191)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:58:05 UTC

Update Date

2022-09-01 02:27:46 UTC

Metabolite ID

MMDBc0054191

Metabolite Identification

Common Name

2,3-bis-O-(geranylgeranyl)-sn-glycerol 1-phosphate

Description

2,3-bis-O-(geranylgeranyl)-sn-glycerol 1-phosphate, also known as 2,3-digeranylgeranyl sn-g-1-p, 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. 2,3-bis-O-(geranylgeranyl)-sn-glycerol 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041521272D          
 
 50 49  0  0  1  0            999 V2000
   19.4066   -7.2411    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4066   -8.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5816   -7.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4027   -6.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2277   -7.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4104   -8.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6977   -9.3017    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9851   -8.8950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6977  -10.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2724   -9.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9812  -10.5373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5558   -8.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2646  -10.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8431   -9.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2607  -11.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1265   -8.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8431  -10.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5442  -12.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4138   -9.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5403  -13.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8354  -11.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7012   -8.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8237  -13.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9884   -9.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8199  -14.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2757   -8.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9884  -10.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1033  -14.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2718   -8.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1033  -15.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3906  -14.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8761   -7.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8547  -15.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6547   -7.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5326  -15.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0653   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1311   -8.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2452  -16.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8903   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9580  -15.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2491  -16.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3047   -6.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6746  -16.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1259   -6.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3872  -15.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5403   -5.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5403   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1038  -16.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8165  -15.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1038  -16.8354    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
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 30 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 35 38  2  0  0  0  0
 36 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 39 42  1  0  0  0  0
 40 43  1  0  0  0  0
 42 44  2  0  0  0  0
 43 45  1  0  0  0  0
 44 46  1  0  0  0  0
 44 47  1  0  0  0  0
 45 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
M  END

 
  Mrv1533006041521272D          
 
 50 49  0  0  1  0            999 V2000
   19.4066   -7.2411    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4066   -8.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5816   -7.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4027   -6.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2277   -7.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4104   -8.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6977   -9.3017    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9851   -8.8950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6977  -10.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2724   -9.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9812  -10.5373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5558   -8.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2646  -10.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8431   -9.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2607  -11.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1265   -8.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8431  -10.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5442  -12.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4138   -9.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5403  -13.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8354  -11.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7012   -8.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8237  -13.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9884   -9.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8199  -14.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2757   -8.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9884  -10.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1033  -14.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2718   -8.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1033  -15.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3906  -14.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8761   -7.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8547  -15.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6547   -7.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5326  -15.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0653   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1311   -8.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2452  -16.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8903   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9580  -15.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2491  -16.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3047   -6.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6746  -16.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1259   -6.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3872  -15.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5403   -5.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5403   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1038  -16.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8165  -15.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1038  -16.8354    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
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 30 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 35 38  2  0  0  0  0
 36 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 39 42  1  0  0  0  0
 40 43  1  0  0  0  0
 42 44  2  0  0  0  0
 43 45  1  0  0  0  0
 44 46  1  0  0  0  0
 44 47  1  0  0  0  0
 45 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054191

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C43H73O6P/c1-35(2)17-11-19-37(5)21-13-23-39(7)25-15-27-41(9)29-31-47-33-43(34-49-50(44,45)46)48-32-30-42(10)28-16-26-40(8)24-14-22-38(6)20-12-18-36(3)4/h17-18,21-22,25-26,29-30,43H,11-16,19-20,23-24,27-28,31-34H2,1-10H3,(H2,44,45,46)/b37-21+,38-22+,39-25+,40-26+,41-29+,42-30+/t43-/m0/s1

> <INCHI_KEY>
WHMXLRRVANEOOG-MVFIEKMPSA-N

> <FORMULA>
C43H73O6P

> <MOLECULAR_WEIGHT>
717.025

> <EXACT_MASS>
716.514477069

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
88.60105375228166

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
8.16

> <JCHEM_LOGP>
12.00445078266667

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.2714442430983235

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2456425155669688

> <JCHEM_PKA_STRONGEST_BASIC>
-3.885229206305397

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
221.94340000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.88e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-digeranylgeranyl sn-G-1-P

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  P   UNK     0      36.226 -13.517   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      36.226 -15.057   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      34.686 -13.524   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      36.218 -11.977   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      37.758 -13.517   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      36.233 -16.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.902 -17.363   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      33.572 -16.604   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      34.902 -18.903   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.242 -17.371   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      33.565 -19.670   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      30.904 -16.604   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.227 -20.436   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.574 -17.378   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.220 -21.976   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.236 -16.604   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.574 -18.918   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.882 -22.735   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.906 -17.378   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.875 -24.275   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.559 -21.962   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.576 -16.611   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.538 -25.034   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.245 -17.378   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      29.531 -26.575   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.915 -16.626   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.245 -18.918   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.193 -27.341   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.907 -14.999   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.193 -28.881   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      26.863 -26.560   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      24.035 -14.204   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      29.595 -29.705   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      25.489 -14.204   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      30.861 -29.134   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      26.255 -12.866   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      26.378 -15.548   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      32.191 -29.901   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      27.795 -12.866   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      33.522 -29.127   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      32.198 -31.441   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      28.569 -11.536   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      34.859 -29.893   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      30.102 -11.536   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      36.189 -29.120   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      30.875 -10.205   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      30.875 -12.866   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      37.527 -29.886   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      38.857 -29.112   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      37.527 -31.426   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16   17                                                  
CONECT   15   13   18                                                       
CONECT   16   14   19                                                       
CONECT   17   14                                                            
CONECT   18   15   20   21                                                  
CONECT   19   16   22                                                       
CONECT   20   18   23                                                       
CONECT   21   18                                                            
CONECT   22   19   24                                                       
CONECT   23   20   25                                                       
CONECT   24   22   26   27                                                  
CONECT   25   23   28                                                       
CONECT   26   24   29                                                       
CONECT   27   24                                                            
CONECT   28   25   30   31                                                  
CONECT   29   26   32                                                       
CONECT   30   28   33                                                       
CONECT   31   28                                                            
CONECT   32   29   34                                                       
CONECT   33   30   35                                                       
CONECT   34   32   36   37                                                  
CONECT   35   33   38                                                       
CONECT   36   34   39                                                       
CONECT   37   34                                                            
CONECT   38   35   40   41                                                  
CONECT   39   36   42                                                       
CONECT   40   38   43                                                       
CONECT   41   38                                                            
CONECT   42   39   44                                                       
CONECT   43   40   45                                                       
CONECT   44   42   46   47                                                  
CONECT   45   43   48                                                       
CONECT   46   44                                                            
CONECT   47   44                                                            
CONECT   48   45   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
MASTER        0    0    0    0    0    0    0    0   50    0   98    0
END

Synonyms

Value	Source
2,3-Bis-O-(geranylgeranyl)-sn-glycerol-1-phosphate	ChEBI
2,3-Digeranylgeranyl sn-g-1-p	ChEBI
2,3-Digeranylgeranyl sn-glycerol 1-phosphate	ChEBI
2,3-Bis-O-(geranylgeranyl)-sn-glycerol-1-phosphoric acid	Generator
2,3-Digeranylgeranyl sn-glycerol 1-phosphoric acid	Generator
2,3-Bis-O-(geranylgeranyl)-sn-glycerol 1-phosphoric acid	Generator
2,3-Bis-O-(geranylgeranyl)glycerol 1-phosphoric acid	Generator

Molecular Formula

C₄₃H₇₃O₆P

Average Mass

717.025

Monoisotopic Mass

716.514477069

IUPAC Name

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

Traditional Name

2,3-digeranylgeranyl sn-G-1-P

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C43H73O6P/c1-35(2)17-11-19-37(5)21-13-23-39(7)25-15-27-41(9)29-31-47-33-43(34-49-50(44,45)46)48-32-30-42(10)28-16-26-40(8)24-14-22-38(6)20-12-18-36(3)4/h17-18,21-22,25-26,29-30,43H,11-16,19-20,23-24,27-28,31-34H2,1-10H3,(H2,44,45,46)/b37-21+,38-22+,39-25+,40-26+,41-29+,42-30+/t43-/m0/s1

InChI Key

WHMXLRRVANEOOG-MVFIEKMPSA-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
Dialkyl-glycerol-3-phosphate
Sn-glycerol-3-phosphate
Glycerophospholipid
Monoalkyl phosphate
Glycerol ether
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Ether
Dialkyl ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2,3-bis-O-(geranylgeranyl)glycerol 1-phosphate (CHEBI:50725 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00069 g/L	ALOGPS
logP	8.16	ALOGPS
logP	12	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	1.25	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	221.94 m³·mol⁻¹	ChemAxon
Polarizability	88.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-1030229300-028cdcf243dfc3d099ce	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0092-3362379000-d353462fd5fbf3835e76	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dj-1184379000-e6b9cf6fccbb14d0ed1c	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-8020600900-137ee1e13866271d411c	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-d8217b5148120dcbe6d7	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ee1dcea51dcf373db83a	2019-02-23	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species
Archaea/Archaea	Euryarchaeota	37
Archaea/Archaea	Crenarchaeota	18
Archaea/Archaea	Korarchaeota	1
Archaea	Euryarchaeota	2
Archaea	Crenarchaeota	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C04638

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14556935

PDB ID

Not Available

ChEBI ID

50725

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for 2,3-bis-O-(geranylgeranyl)-sn-glycerol 1-phosphate (MMDBc0054191)

MOL for #<Metabolite:0x00007fdb381ba448>

3D MOL for #<Metabolite:0x00007fdb381ba448>

3D SDF for #<Metabolite:0x00007fdb381ba448>

3D-SDF for #<Metabolite:0x00007fdb381ba448>

PDB for #<Metabolite:0x00007fdb381ba448>

3D PDB for #<Metabolite:0x00007fdb381ba448>

SMILES for #<Metabolite:0x00007fdb381ba448>

INCHI for #<Metabolite:0x00007fdb381ba448>

Structure for #<Metabolite:0x00007fdb381ba448>

3D Structure for #<Metabolite:0x00007fdb381ba448>