NP-MRD: Showing NP-Card for (2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid (NP0252913)

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Record Information

Version

2.0

Created at

2022-09-07 16:36:16 UTC

Updated at

2022-09-07 16:36:16 UTC

NP-MRD ID

NP0252913

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid

Description

[(2R)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy]({[3,4,5-trihydroxy-2,6-bis({[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy})phosphinic acid belongs to the class of organic compounds known as phosphatidylinositol dimannosides. These are glycerophospholipids with a structure characterized by the presence of a glycerophosphoinositol carrying acyl groups at the C1 and C2 terminal carbon atoms, as well as two mannoside units glycosidically linked to the 2- and 6-positions of the inositol ring. (2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid is found in Streptomyces manipurensis. Based on a literature review very few articles have been published on [(2R)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy]({[3,4,5-trihydroxy-2,6-bis({[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy})phosphinic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072218362D          

 80 82  0  0  1  0            999 V2000
    1.7605  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7631  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776  -13.9065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1921  -15.1440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9065  -14.7315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6210  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3355  -14.7315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0499  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0499  -15.9690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7644  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4789  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1934  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9078  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6223  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3368  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0512  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7657  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4802  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4802  -13.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1947  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9091  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6236  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3381  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0525  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7670  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4815  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1960  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9065  -13.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6210  -11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460  -12.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585  -11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460  -11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2085  -10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6210   -8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3835  -10.5256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9710  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585  -10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6835  -10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960  -11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9210  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6835  -11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960  -12.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9210  -12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335  -11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585  -11.9546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5710  -11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5710  -12.6690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.3960  -12.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585  -13.3835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5710  -14.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335  -13.3835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9210  -14.0980    0.0000 O   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  1  0  0  0  0
  7  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  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  2  0  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  0  0  0  0
 28 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  0  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
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 19 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 44 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 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
 54 55  1  0  0  0  0
 53 56  1  0  0  0  0
 56 57  1  6  0  0  0
 56 58  1  0  0  0  0
 58 59  1  1  0  0  0
 58 60  1  0  0  0  0
 51 60  1  0  0  0  0
 60 61  1  1  0  0  0
 49 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
 48 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  6  0  0  0
 73 74  1  0  0  0  0
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 75 76  1  1  0  0  0
 75 77  1  0  0  0  0
 77 78  1  6  0  0  0
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 70 79  1  0  0  0  0
 79 80  1  6  0  0  0
M  END


  Mrv1652309072218362D          

 80 82  0  0  1  0            999 V2000
    1.7605  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7631  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776  -13.9065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1921  -15.1440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9065  -14.7315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6210  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3355  -14.7315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0499  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0499  -15.9690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7644  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4789  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1934  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9078  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6223  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3368  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0512  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7657  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4802  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4802  -13.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1947  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9091  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6236  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3381  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0525  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7670  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4815  -15.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1960  -14.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9065  -13.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210  -13.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210  -12.6690    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.7960  -12.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210  -11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460  -12.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585  -11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460  -11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2085  -10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2085   -9.0967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6210   -8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2085   -7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3835   -9.0967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.9710   -8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9710   -9.8112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3835  -10.5256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9710  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585  -10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6835  -10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960  -11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9210  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6835  -11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960  -12.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9210  -12.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335  -11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585  -11.9546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5710  -11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960  -11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5710  -12.6690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.3960  -12.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585  -13.3835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5710  -14.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335  -13.3835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9210  -14.0980    0.0000 O   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  1  0  0  0  0
  7  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  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  2  0  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  0  0  0  0
 28 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  0  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
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 19 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 44 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 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
 54 55  1  0  0  0  0
 53 56  1  0  0  0  0
 56 57  1  6  0  0  0
 56 58  1  0  0  0  0
 58 59  1  1  0  0  0
 58 60  1  0  0  0  0
 51 60  1  0  0  0  0
 60 61  1  1  0  0  0
 49 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
 48 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  6  0  0  0
 73 74  1  0  0  0  0
 72 75  1  0  0  0  0
 75 76  1  1  0  0  0
 75 77  1  0  0  0  0
 77 78  1  6  0  0  0
 77 79  1  0  0  0  0
 70 79  1  0  0  0  0
 79 80  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0252913

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)CCCCCCCC)COP(O)(=O)OC1C(OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)C(O)C(O)C(O)C1OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C56H105O23P/c1-4-6-8-10-12-13-14-15-16-17-18-24-28-32-42(60)74-38(35-72-41(59)31-27-23-20-19-22-26-30-37(3)29-25-21-11-9-7-5-2)36-73-80(70,71)79-54-52(77-55-50(68)45(63)43(61)39(33-57)75-55)48(66)47(65)49(67)53(54)78-56-51(69)46(64)44(62)40(34-58)76-56/h37-40,43-58,61-69H,4-36H2,1-3H3,(H,70,71)/t37?,38-,39-,40-,43-,44-,45+,46+,47?,48?,49?,50+,51+,52?,53?,54?,55?,56?/m1/s1

> <INCHI_KEY>
MTGKBFLKPPLWKN-XIFBANQRSA-N

> <FORMULA>
C56H105O23P

> <MOLECULAR_WEIGHT>
1177.407

> <EXACT_MASS>
1176.678426639

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
185

> <JCHEM_AVERAGE_POLARIZABILITY>
130.06561312588747

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy]({[3,4,5-trihydroxy-2,6-bis({[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy})phosphinic acid

> <JCHEM_LOGP>
6.628541024999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.879860436278305

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8330358436141063

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483775752305307

> <JCHEM_POLAR_SURFACE_AREA>
367.81000000000006

> <JCHEM_REFRACTIVITY>
289.1449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
46

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       3.286 -28.269   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620 -27.499   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954 -28.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287 -27.499   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621 -28.269   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955 -27.499   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.288 -28.269   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.622 -27.499   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.956 -28.269   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.289 -27.499   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.623 -28.269   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.957 -27.499   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.290 -28.269   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.624 -27.499   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.958 -28.269   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.292 -27.499   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      23.292 -25.959   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      24.625 -28.269   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      25.959 -27.499   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.293 -28.269   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      28.626 -27.499   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      29.960 -28.269   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      29.960 -29.809   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      31.294 -27.499   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      32.627 -28.269   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      33.961 -27.499   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      35.295 -28.269   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      36.628 -27.499   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      37.962 -28.269   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      39.296 -27.499   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      40.629 -28.269   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      41.963 -27.499   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      41.963 -25.959   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      43.297 -28.269   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      44.630 -27.499   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      45.964 -28.269   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      47.298 -27.499   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      48.631 -28.269   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      49.965 -27.499   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      51.299 -28.269   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      52.632 -27.499   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.959 -25.959   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      27.293 -25.189   0.000  0.00  0.00           O+0
HETATM   44  P   UNK     0      27.293 -23.649   0.000  0.00  0.00           P+0
HETATM   45  O   UNK     0      25.753 -23.649   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      27.293 -22.109   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      28.833 -23.649   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      29.603 -22.315   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      28.833 -20.982   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      27.293 -20.982   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      26.523 -19.648   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      27.293 -18.314   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      26.523 -16.980   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      27.293 -15.647   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      26.523 -14.313   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      24.983 -16.980   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      24.213 -15.647   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      24.213 -18.314   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      22.673 -18.314   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      24.983 -19.648   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      24.213 -20.982   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      29.603 -19.648   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      28.833 -18.314   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      31.143 -19.648   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      31.913 -18.314   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      31.913 -20.982   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      33.453 -20.982   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      31.143 -22.315   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      31.913 -23.649   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      33.453 -23.649   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0      34.223 -22.315   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0      35.763 -22.315   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      36.533 -20.982   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0      38.073 -20.982   0.000  0.00  0.00           O+0
HETATM   75  C   UNK     0      36.533 -23.649   0.000  0.00  0.00           C+0
HETATM   76  O   UNK     0      38.073 -23.649   0.000  0.00  0.00           O+0
HETATM   77  C   UNK     0      35.763 -24.983   0.000  0.00  0.00           C+0
HETATM   78  O   UNK     0      36.533 -26.316   0.000  0.00  0.00           O+0
HETATM   79  C   UNK     0      34.223 -24.983   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0      33.453 -26.316   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   42                                                  
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                                                       
CONECT   28   27   29                                                       
CONECT   29   28   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                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42   19   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46   47                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   44   48                                                       
CONECT   48   47   49   68                                                  
CONECT   49   48   50   62                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   60                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54   56                                                  
CONECT   54   53   55                                                       
CONECT   55   54                                                            
CONECT   56   53   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   51   61                                                  
CONECT   61   60                                                            
CONECT   62   49   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64   67   68                                                  
CONECT   67   66                                                            
CONECT   68   66   48   69                                                  
CONECT   69   68   70                                                       
CONECT   70   69   71   79                                                  
CONECT   71   70   72                                                       
CONECT   72   71   73   75                                                  
CONECT   73   72   74                                                       
CONECT   74   73                                                            
CONECT   75   72   76   77                                                  
CONECT   76   75                                                            
CONECT   77   75   78   79                                                  
CONECT   78   77                                                            
CONECT   79   77   70   80                                                  
CONECT   80   79                                                            
MASTER        0    0    0    0    0    0    0    0   80    0  164    0
END

View in JSmol

Synonyms

Value	Source
[(2R)-2-(Hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy]({[3,4,5-trihydroxy-2,6-bis({[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy})phosphinate	Generator

Chemical Formula

C₅₆H₁₀₅O₂₃P

Average Mass

1177.4070 Da

Monoisotopic Mass

1176.67843 Da

IUPAC Name

[(2R)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy]({[3,4,5-trihydroxy-2,6-bis({[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy})phosphinic acid

Traditional Name

(2R)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)CCCCCCCC)COP(O)(=O)OC1C(OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)C(O)C(O)C(O)C1OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C56H105O23P/c1-4-6-8-10-12-13-14-15-16-17-18-24-28-32-42(60)74-38(35-72-41(59)31-27-23-20-19-22-26-30-37(3)29-25-21-11-9-7-5-2)36-73-80(70,71)79-54-52(77-55-50(68)45(63)43(61)39(33-57)75-55)48(66)47(65)49(67)53(54)78-56-51(69)46(64)44(62)40(34-58)76-56/h37-40,43-58,61-69H,4-36H2,1-3H3,(H,70,71)/t37?,38-,39-,40-,43-,44-,45+,46+,47?,48?,49?,50+,51+,52?,53?,54?,55?,56?/m1/s1

InChI Key

MTGKBFLKPPLWKN-XIFBANQRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces manipurensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylinositol dimannosides. These are glycerophospholipids with a structure characterized by the presence of a glycerophosphoinositol carrying acyl groups at the C1 and C2 terminal carbon atoms, as well as two mannoside units glycosidically linked to the 2- and 6-positions of the inositol ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoinositols

Direct Parent

Phosphatidylinositol dimannosides

Alternative Parents

Substituents

Phosphatidylinositol dimannoside
Inositol phosphate
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Dialkyl phosphate
Fatty acid ester
Cyclohexanol
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Oxane
Organic phosphoric acid derivative
Monosaccharide
Dicarboxylic acid or derivatives
Cyclitol or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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	6.63	ChemAxon
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	367.81 Å²	ChemAxon
Rotatable Bond Count	46	ChemAxon
Refractivity	289.14 m³·mol⁻¹	ChemAxon
Polarizability	130.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Rule of Five	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162821182

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid (NP0252913)

MOL for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

3D MOL for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

3D SDF for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

3D-SDF for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

PDB for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

3D PDB for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

SMILES for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

INCHI for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

Structure for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)

3D Structure for NP0252913 ((2r)-2-(hexadecanoyloxy)-3-[(10-methyloctadecanoyl)oxy]propoxy([3,4,5-trihydroxy-2,6-bis({[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexyl]oxy)phosphinic acid)