NP-MRD: Showing NP-Card for [(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid (NP0159961)

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Record Information

Version

2.0

Created at

2022-09-02 17:48:34 UTC

Updated at

2022-09-02 17:48:35 UTC

NP-MRD ID

NP0159961

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid

Description

{[(2S,5S,6R,7S,8Z,10Z,12E)-7-hydroxy-6-methyl-2-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxy}phosphonic acid belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. Based on a literature review very few articles have been published on {[(2S,5S,6R,7S,8Z,10Z,12E)-7-hydroxy-6-methyl-2-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxy}phosphonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022219482D          

 29 29  0  0  1  0            999 V2000
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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  6  0  0  0
 10 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  6  0  0  0
 17 15  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 12 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END

     RDKit          3D

 62 62  0  0  0  0  0  0  0  0999 V2000
    8.4470    2.6397    1.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1367    2.0691    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6420    0.9390    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1029   -0.2927    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610   -0.4901    0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    0.6792    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    0.5724    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9215   -0.6453    0.1341 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4805   -1.4267   -0.8328 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4996   -0.1853   -0.2961 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6151    0.7118   -1.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681   -1.3240   -0.5855 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7372   -1.0712   -1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410   -0.4601   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    0.8903    0.1914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0798    1.3276    1.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4029    1.2062    0.5798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8124    0.2738    1.5484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6008   -0.8224    1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7400   -1.8124    2.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3215   -0.8583   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2077    0.1474   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3696    1.3141   -0.5095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8433    2.0040   -1.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322   -2.2324    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162   -3.7658    0.1333 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1456   -4.0509   -1.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719   -4.9695    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7121   -3.9213    0.6676 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8616    2.9683    0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1194    1.8491    1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4452    3.4838    2.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2859    2.8513    1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9312    0.4217    1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6376   -1.2517    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4366   -1.4641    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474    1.6572    0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0734    1.5054    0.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7654   -1.2252    1.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9736   -1.0038   -1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2008    0.4255    0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1069    0.1013   -2.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815    1.0471   -1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2799    1.5529   -1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1706   -1.9710   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282   -0.5088   -2.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1064   -2.0925   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7453   -0.5526   -1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219   -1.2315    0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752    1.5941   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6778    0.4825    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147    2.0898    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    1.8715    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3900    2.2055    1.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9550   -1.7420   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7538    0.0983   -1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1641    2.0749   -0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6301    3.0305   -1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7116    2.0628   -2.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371    1.4812   -2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233   -4.6963    0.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644   -3.5616    1.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 12 25  1  0
 25 26  1  0
 26 28  1  0
 26 29  1  0
 26 27  2  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
 10 41  1  1
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  6
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  6
 16 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  1
 21 55  1  0
 22 56  1  0
 23 57  1  1
 24 58  1  0
 24 59  1  0
 24 60  1  0
 28 61  1  0
 29 62  1  0
M  END


  Mrv1652309022219482D          

 29 29  0  0  1  0            999 V2000
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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  6  0  0  0
 10 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  6  0  0  0
 17 15  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 12 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0159961

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C\C=C/C=C\[C@H](O)[C@@H](C)[C@H](CC[C@H](C)[C@@H]1OC(=O)C=C[C@@H]1C)OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H33O7P/c1-5-6-7-8-9-10-18(22)17(4)19(28-29(24,25)26)13-11-15(2)21-16(3)12-14-20(23)27-21/h5-10,12,14-19,21-22H,11,13H2,1-4H3,(H2,24,25,26)/b6-5+,8-7-,10-9-/t15-,16-,17+,18-,19-,21-/m0/s1

> <INCHI_KEY>
PQNNIEWMPIULRS-YVQFTJOPSA-N

> <FORMULA>
C21H33O7P

> <MOLECULAR_WEIGHT>
428.462

> <EXACT_MASS>
428.196390401

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.06149488430513

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(2S,5S,6R,7S,8Z,10Z,12E)-7-hydroxy-6-methyl-2-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
3.964244138999999

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.76148643375094

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7348841157124086

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0197707795816884

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
116.27989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,5S,6R,7S,8Z,10Z,12E)-7-hydroxy-6-methyl-2-[(2S,3S)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      -4.001   6.930   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      -4.771   5.596   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.335   7.700   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.231   8.264   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   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17   24                                                  
CONECT   24   23                                                            
CONECT   25   12   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

View in JSmol

Synonyms

Value	Source
{[(2S,5S,6R,7S,8Z,10Z,12E)-7-hydroxy-6-methyl-2-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxy}phosphonate	Generator

Chemical Formula

C₂₁H₃₃O₇P

Average Mass

428.4620 Da

Monoisotopic Mass

428.19639 Da

IUPAC Name

{[(2S,5S,6R,7S,8Z,10Z,12E)-7-hydroxy-6-methyl-2-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxy}phosphonic acid

Traditional Name

[(2S,5S,6R,7S,8Z,10Z,12E)-7-hydroxy-6-methyl-2-[(2S,3S)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

C\C=C\C=C/C=C\[C@H](O)[C@@H](C)[C@H](CC[C@H](C)[C@@H]1OC(=O)C=C[C@@H]1C)OP(O)(O)=O

InChI Identifier

InChI=1S/C21H33O7P/c1-5-6-7-8-9-10-18(22)17(4)19(28-29(24,25)26)13-11-15(2)21-16(3)12-14-20(23)27-21/h5-10,12,14-19,21-22H,11,13H2,1-4H3,(H2,24,25,26)/b6-5+,8-7-,10-9-/t15-,16-,17+,18-,19-,21-/m0/s1

InChI Key

PQNNIEWMPIULRS-YVQFTJOPSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Dihydropyranones

Alternative Parents

Substituents

Dihydropyranone
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organic oxide
Carbonyl group
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
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	3.05	ALOGPS
logP	3.96	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	116.28 m³·mol⁻¹	ChemAxon
Polarizability	45.06 Å³	ChemAxon
Number of Rings	1	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

17256207

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16098260

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid (NP0159961)

MOL for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

3D MOL for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

3D SDF for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

3D-SDF for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

PDB for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

3D PDB for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

SMILES for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

INCHI for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

Structure for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)

3D Structure for NP0159961 ([(2s,5s,6r,7s,8z,10z,12e)-7-hydroxy-6-methyl-2-[(2s,3s)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]tetradeca-8,10,12-trien-5-yl]oxyphosphonic acid)