NP-MRD: Showing NP-Card for (2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid (NP0324649)

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Record Information

Version

2.0

Created at

2022-09-12 04:51:43 UTC

Updated at

2022-09-12 04:51:44 UTC

NP-MRD ID

NP0324649

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid

Description

Pgp-me 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. Thus, PGP-me is considered to be a glycerophosphoglycerophosphate. (2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid is found in Bacterium. (2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid was first documented in 2022 (PMID: 36108543). Based on a literature review a small amount of articles have been published on Pgp-me (PMID: 35922580) (PMID: 35805918) (PMID: 35644061) (PMID: 35616996).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122206512D          

 60 59  0  0  1  0            999 V2000
   34.8039    6.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0894    6.4815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3749    6.8940    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   32.9624    6.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7874    7.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605    7.3065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605    8.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9460    8.5440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.9460    9.3690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2315    8.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5171    8.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5171    9.3690    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.6921    9.3690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3421    9.3690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5171   10.1940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2315   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2315   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.5171   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8026   11.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0881   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3737   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6592   11.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.6592   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9447   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2302   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5158   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8013   11.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.8013   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0868   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3724   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6579   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9434   11.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.9434   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2289   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5145   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8000   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0855   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3711   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0855   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9460   11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3749   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0894   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   34.0894   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8039   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5184   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2328   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9473   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   36.9473   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6618   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3762   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0907   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8052   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   39.8052   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5197   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2341   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9486   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6631   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3775   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6631   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 17 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
M  END


  Mrv1652309122206512D          

 60 59  0  0  1  0            999 V2000
   34.8039    6.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0894    6.4815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3749    6.8940    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   32.9624    6.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7874    7.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605    7.3065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605    8.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9460    8.5440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.9460    9.3690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2315    8.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5171    8.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5171    9.3690    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.6921    9.3690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3421    9.3690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5171   10.1940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2315   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2315   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.5171   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8026   11.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0881   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3737   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6592   11.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.6592   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9447   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2302   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5158   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8013   11.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.8013   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0868   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3724   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6579   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9434   11.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.9434   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2289   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5145   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8000   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0855   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3711   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0855   12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9460   11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3749   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0894   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   34.0894   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8039   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5184   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2328   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9473   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   36.9473   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6618   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3762   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0907   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8052   11.4315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   39.8052   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5197   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2341   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9486   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6631   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3775   11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6631   10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 17 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324649

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@H](COCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C47H98O11P2/c1-38(2)18-12-20-40(5)22-14-24-42(7)26-16-28-44(9)30-32-54-36-47(37-58-60(51,52)57-35-46(48)34-56-59(49,50)53-11)55-33-31-45(10)29-17-27-43(8)25-15-23-41(6)21-13-19-39(3)4/h38-48H,12-37H2,1-11H3,(H,49,50)(H,51,52)/t40-,41-,42-,43-,44-,45-,46-,47+/m1/s1

> <INCHI_KEY>
ORVRQEXCVQTLMU-XPEHDBCOSA-N

> <FORMULA>
C47H98O11P2

> <MOLECULAR_WEIGHT>
901.238

> <EXACT_MASS>
900.658437972

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
158

> <JCHEM_AVERAGE_POLARIZABILITY>
107.96866441450825

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2,3-bis({[(3R,7R,11R)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy][(2R)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy]phosphinic acid

> <JCHEM_LOGP>
14.249190173333329

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.221338289630856

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6174154721347804

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4105028670524895

> <JCHEM_POLAR_SURFACE_AREA>
150.21

> <JCHEM_REFRACTIVITY>
247.5437000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
43

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-bis({[(3R,7R,11R)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2R)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
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HETATM    2  O   UNK     0      63.634  12.099   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0      62.300  12.869   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      61.530  11.535   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      63.070  14.203   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      60.966  13.639   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      60.966  15.179   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      59.633  15.949   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      59.633  17.489   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      58.299  15.179   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      56.965  15.949   0.000  0.00  0.00           O+0
HETATM   12  P   UNK     0      56.965  17.489   0.000  0.00  0.00           P+0
HETATM   13  O   UNK     0      55.425  17.489   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      58.505  17.489   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      56.965  19.029   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      58.299  19.799   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      58.299  21.339   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      56.965  22.109   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      55.632  21.339   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      54.298  22.109   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      52.964  21.339   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      51.630  22.109   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      51.630  23.649   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      50.297  21.339   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      48.963  22.109   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      47.629  21.339   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      46.296  22.109   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      46.296  23.649   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      44.962  21.339   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      43.628  22.109   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      42.295  21.339   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      40.961  22.109   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      40.961  23.649   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      39.627  21.339   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      38.294  22.109   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      36.960  21.339   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      35.626  22.109   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      34.293  21.339   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      35.626  23.649   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      59.633  22.109   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      60.966  21.339   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      62.300  22.109   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      63.634  21.339   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      63.634  19.799   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      64.967  22.109   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      66.301  21.339   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      67.635  22.109   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      68.968  21.339   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      68.968  19.799   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      70.302  22.109   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      71.636  21.339   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      72.969  22.109   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      74.303  21.339   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      74.303  19.799   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      75.637  22.109   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      76.970  21.339   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      78.304  22.109   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      79.638  21.339   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      80.971  22.109   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      79.638  19.799   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   40                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   17   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  118    0
END

View in JSmol

Synonyms

Value	Source
Phosphatidylglycerophosphate methyl ester	MeSH

Chemical Formula

C₄₇H₉₈O₁₁P₂

Average Mass

901.2380 Da

Monoisotopic Mass

900.65844 Da

IUPAC Name

[(2S)-2,3-bis({[(3R,7R,11R)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy][(2R)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy]phosphinic acid

Traditional Name

(2S)-2,3-bis({[(3R,7R,11R)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2R)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@H](COCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C47H98O11P2/c1-38(2)18-12-20-40(5)22-14-24-42(7)26-16-28-44(9)30-32-54-36-47(37-58-60(51,52)57-35-46(48)34-56-59(49,50)53-11)55-33-31-45(10)29-17-27-43(8)25-15-23-41(6)21-13-19-39(3)4/h38-48H,12-37H2,1-11H3,(H,49,50)(H,51,52)/t40-,41-,42-,43-,44-,45-,46-,47+/m1/s1

InChI Key

ORVRQEXCVQTLMU-XPEHDBCOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacterium; sewage; soil	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
Glycerophospholipid
Dialkyl phosphate
Glycerol ether
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Secondary alcohol
Ether
Dialkyl ether
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Dialkylglycerophosphoglycerophosphates (LMGP05040001 )

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	14.25	ChemAxon
pKa (Strongest Acidic)	1.62	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	150.21 Å²	ChemAxon
Rotatable Bond Count	43	ChemAxon
Refractivity	247.54 m³·mol⁻¹	ChemAxon
Polarizability	107.97 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

113377849

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477533

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sorokin DY, Yakimov M, Messina E, Merkel AY, Koenen M, Bale NJ, Sinninghe Damste JS: Natranaeroarchaeum sulfidigenes gen. nov., sp. nov., carbohydrate-utilizing sulfur-respiring haloarchaeon from hypersaline soda lakes, a member of a new family Natronoarchaeaceae fam. nov. in the order Halobacteriales. Syst Appl Microbiol. 2022 Nov;45(6):126356. doi: 10.1016/j.syapm.2022.126356. Epub 2022 Aug 31. [PubMed:36108543 ]
Wang BB, Sun YP, Wu ZP, Zheng XW, Hou J, Cui HL: Halorientalis salina sp. nov., Halorientalis marina sp. nov., Halorientalis litorea sp. nov.: three extremely halophilic archaea isolated from a salt lake and coarse sea salt. Extremophiles. 2022 Aug 3;26(3):26. doi: 10.1007/s00792-022-01275-y. [PubMed:35922580 ]
Chen S, Ding X, Sun C, Wang F, He X, Watts A, Zhao X: Archaeal Lipids Regulating the Trimeric Structure Dynamics of Bacteriorhodopsin for Efficient Proton Release and Uptake. Int J Mol Sci. 2022 Jun 21;23(13):6913. doi: 10.3390/ijms23136913. [PubMed:35805918 ]
Sorokin DY, Elcheninov AG, Khizhniak TV, Koenen M, Bale NJ, Damste JSS, Kublanov IV: Natronocalculus amylovorans gen. nov., sp. nov., and Natranaeroarchaeum aerophilus sp. nov., dominant culturable amylolytic natronoarchaea from hypersaline soda lakes in southwestern Siberia. Syst Appl Microbiol. 2022 Jul;45(4):126336. doi: 10.1016/j.syapm.2022.126336. Epub 2022 May 20. [PubMed:35644061 ]
Bao CX, Li SY, Xin YJ, Hou J, Cui HL: Natrinema halophilum sp. nov., Natrinema salinisoli sp. nov., Natrinema amylolyticum sp. nov. and Haloterrigena alkaliphila sp. nov., four extremely halophilic archaea isolated from salt mine, saline soil and salt lake. Int J Syst Evol Microbiol. 2022 May;72(5). doi: 10.1099/ijsem.0.005385. [PubMed:35616996 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid (NP0324649)

MOL for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

3D MOL for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

3D SDF for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

3D-SDF for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

PDB for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

3D PDB for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

SMILES for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

INCHI for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

Structure for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)

3D Structure for NP0324649 ((2s)-2,3-bis({[(3r,7r,11r)-3,7,11,15-tetramethylhexadecyl]oxy})propoxy((2r)-2-hydroxy-3-{[hydroxy(methoxy)phosphoryl]oxy}propoxy)phosphinic acid)