NP-MRD: Showing NP-Card for (2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid (NP0198941)

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Record Information

Version

2.0

Created at

2022-09-04 17:29:23 UTC

Updated at

2022-09-04 17:29:23 UTC

NP-MRD ID

NP0198941

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid

Description

1,2-Dihexanoyl-sn-glycero-3-phospho-(1'-sn-glycerol), also known as GPG 6:0/6:0 Or 06:0 PG, belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Thus, 1,2-dihexanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) is considered to be a glycerophosphoglycerol. (2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid is found in Trypanosoma brucei. Based on a literature review very few articles have been published on 1,2-dihexanoyl-sn-glycero-3-phospho-(1'-sn-glycerol).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042219292D          

 29 28  0  0  1  0            999 V2000
    6.1875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    2.1434    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875    3.5724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020    3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0730    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2000    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4375    5.0013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0250    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6750    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5500    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2625   -0.7145    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 64 63  0  0  0  0  0  0  0  0999 V2000
    7.7973   -2.9321   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6344   -2.0942   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7991   -1.6253    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -0.7857   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331   -0.3286    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822    0.4969    0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115    0.7889   -0.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474    0.9853    1.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7242    1.7730    1.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617    1.1576    0.5034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5725    2.0932    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6226    1.5128   -0.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9359    2.5627   -0.1718 P   0  0  1  0  0  5  0  0  0  0  0  0
   -5.0014    2.0592   -1.1448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5756    2.5138    1.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5273    4.1258   -0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6574    4.8173   -1.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    6.2146   -1.5177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4146    6.8704   -1.9769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6961    6.9867   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143    7.0758    0.6651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8113   -0.0511    1.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -1.2506    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -1.2551   -0.7888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3004   -2.4904    1.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -3.6498    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806   -4.9319    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5807   -6.0664   -0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1900   -6.3296   -0.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8334   -3.0490    0.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7090   -3.9456   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7225   -2.4313   -0.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9316   -1.1791   -1.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368   -2.6760   -1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3715   -0.9726    1.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3150   -2.4638    0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0745   -1.4862   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184    0.0380   -0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -1.2634    1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537    0.2005    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510    2.7915    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2904    1.9672    2.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567    0.9208   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8550    2.1928    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580    3.0573    0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779    1.6142    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4058    4.9230   -0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704    4.2799   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5386    6.2028   -2.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4915    6.7298   -2.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391    7.9765   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8189    6.3918    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6817    6.2163    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844   -2.7466    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028   -2.3783    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484   -3.3835   -0.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -3.7429   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7289   -4.8119    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028   -5.1158    1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9346   -7.0007    0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2956   -5.8729   -1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -7.1762   -1.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393   -6.5796    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -5.4703   -1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 13 12  1  1
 13 15  1  0
 13 14  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 10 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  6
 11 44  1  0
 11 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  6
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
M  END


  Mrv1652309042219292D          

 29 28  0  0  1  0            999 V2000
    6.1875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    2.1434    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875    3.5724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020    3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0730    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2000    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4375    5.0013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0250    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6750    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5500    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2625   -0.7145    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0198941

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H35O10P/c1-3-5-7-9-17(21)25-13-16(28-18(22)10-8-6-4-2)14-27-29(23,24)26-12-15(20)11-19/h15-16,19-20H,3-14H2,1-2H3,(H,23,24)/t15-,16+/m0/s1

> <INCHI_KEY>
CNAHGDCINXNHER-JKSUJKDBSA-N

> <FORMULA>
C18H35O10P

> <MOLECULAR_WEIGHT>
442.442

> <EXACT_MASS>
442.196784325

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.144123947825264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R)-2,3-bis(hexanoyloxy)propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

> <JCHEM_LOGP>
2.045678219333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.641245576372423

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8907737771908404

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9689647678483633

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
103.2889

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-bis(hexanoyloxy)propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      11.550  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.320   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.860   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.630   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.170   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.940   2.667   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      16.170   4.001   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      18.480   2.667   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      19.250   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.790   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.560   5.335   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      23.100   5.335   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      23.870   6.668   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      25.204   5.898   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      22.536   7.438   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      24.640   8.002   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      26.180   8.002   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.950   9.336   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      26.180  10.669   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      28.490   9.336   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      29.260  10.669   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      21.560   2.667   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      23.100   2.667   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      23.870   4.001   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      23.870   1.334   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.410   1.334   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.180  -0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.720  -0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      28.490  -1.334   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   10   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

View in JSmol

Synonyms

Value	Source
06:0 PG	ChEBI
GPG 6:0/6:0	ChEBI
GPG(6:0/6:0)	ChEBI
PG 6:0/6:0	ChEBI
PG(6:0/6:0)	ChEBI
Phosphatidylglycerol(6:0/6:0)	ChEBI

Chemical Formula

C₁₈H₃₅O₁₀P

Average Mass

442.4420 Da

Monoisotopic Mass

442.19678 Da

IUPAC Name

[(2R)-2,3-bis(hexanoyloxy)propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

Traditional Name

(2R)-2,3-bis(hexanoyloxy)propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCC

InChI Identifier

InChI=1S/C18H35O10P/c1-3-5-7-9-17(21)25-13-16(28-18(22)10-8-6-4-2)14-27-29(23,24)26-12-15(20)11-19/h15-16,19-20H,3-14H2,1-2H3,(H,23,24)/t15-,16+/m0/s1

InChI Key

CNAHGDCINXNHER-JKSUJKDBSA-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
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerols

Direct Parent

Phosphatidylglycerols

Alternative Parents

Substituents

1,2-diacylglycerophosphoglycerol
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
1,2-diol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Alcohol
Organic oxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphatidylglycerol 12:0 (CHEBI:73880 )
Diacylglycerophosphoglycerols (LMGP04010030 )

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	2.05	ChemAxon
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	103.29 m³·mol⁻¹	ChemAxon
Polarizability	46.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

7826074

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9547124

PDB ID

Not Available

ChEBI ID

73880

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid (NP0198941)

MOL for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

3D MOL for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

3D SDF for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

3D-SDF for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

PDB for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

3D PDB for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

SMILES for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

INCHI for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

Structure for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)

3D Structure for NP0198941 ((2r)-2,3-bis(hexanoyloxy)propoxy((2s)-2,3-dihydroxypropoxy)phosphinic acid)