NP-MRD: Showing NP-Card for 13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione (NP0209800)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 07:21:31 UTC

Updated at

2022-09-05 07:21:31 UTC

NP-MRD ID

NP0209800

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione

Description

13-Hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione is found in Halidrys siliquosa. Based on a literature review very few articles have been published on 13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052209212D          

 33 33  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    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    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    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    6.6000    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
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    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
    2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  9 33  2  0  0  0  0
  3 33  1  0  0  0  0
M  END

     RDKit          3D

 73 73  0  0  0  0  0  0  0  0999 V2000
  -10.2096    0.9064   -2.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3285   -0.0532   -1.9920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3790    0.2515   -1.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3145    1.5421   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3923    1.8902    0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2910    3.2705    0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5446    0.8992    0.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6007    1.2848    1.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5858   -0.4109    0.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6836   -1.4009    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2917   -1.4743    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6244   -0.7460   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1191    0.3794   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309   -1.0649   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    0.0978   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9796    1.1209    0.3035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0949    0.2566   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317   -0.5566   -0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388   -1.8953   -1.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4816   -0.1558   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -1.1013    0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -0.6624    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -1.5978    1.1707 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5482   -3.0116    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9193   -1.1557    1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2837   -1.0018    2.5631 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8803   -0.8894    0.2823 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2020   -0.8311    0.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5763    0.4245   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0456    1.5801    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9123    1.7398    1.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6450    2.8337   -0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5368   -0.7301   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9331    0.4436   -3.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8207    1.3072   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6810    1.7197   -3.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9916    2.3223   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2843    3.6189    1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6073    3.3016    1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0026    3.9952    0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9520    0.6308    2.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7231   -1.2540    2.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1368   -2.4287    0.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7154   -2.3268    1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4135    0.6115   -1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1448    1.3609   -0.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1186    0.2563   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519   -1.3612   -1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9245   -1.9466    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836    1.2313    0.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2790   -2.4996   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1560   -1.8828   -2.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7132   -2.4458   -1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958    0.8910   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.2321   -1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -1.0106    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1857   -2.1385    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836   -0.6582   -0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8150    0.3528    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537   -1.6829    2.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999   -3.0145   -0.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5618   -3.4734    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2327   -3.5901    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9199   -1.6706   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5408   -1.7361    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9647    0.4099   -1.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9587    1.3780    1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5657    1.3305    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0579    2.8446    1.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5097    3.4865   -0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8482    3.3103   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2000    2.5631   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5764   -1.7515   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  3
 30 31  1  0
 30 32  1  0
  9 33  2  0
 33  3  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 17 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  1
 24 61  1  0
 24 62  1  0
 24 63  1  0
 27 64  1  6
 28 65  1  0
 29 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
 33 73  1  0
M  END


  Mrv1652309052209212D          

 33 33  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    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    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    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    6.6000    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
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    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
    2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  9 33  2  0  0  0  0
  3 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0209800

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C)=C(O)C(CC=C(C)CC(=O)C=C(C)CCCC(C)C(=O)C(O)C=C(C)C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O5/c1-18(2)13-26(30)28(32)21(5)10-8-9-19(3)14-24(29)15-20(4)11-12-23-17-25(33-7)16-22(6)27(23)31/h11,13-14,16-17,21,26,30-31H,8-10,12,15H2,1-7H3

> <INCHI_KEY>
HBKSTRSDLUAESY-UHFFFAOYSA-N

> <FORMULA>
C28H40O5

> <MOLECULAR_WEIGHT>
456.623

> <EXACT_MASS>
456.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.57326600398666

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione

> <JCHEM_LOGP>
6.680838340666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.986589620464272

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.109694724321663

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6610154980777185

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
136.96749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  14.630   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001  10.010   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669  12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  12.320   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.337  13.860   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.670  10.010   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.004  12.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.338  11.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.672  12.320   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.338  10.010   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   33                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    9    3                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₀O₅

Average Mass

456.6230 Da

Monoisotopic Mass

456.28757 Da

IUPAC Name

13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione

Traditional Name

13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(C)=C(O)C(CC=C(C)CC(=O)C=C(C)CCCC(C)C(=O)C(O)C=C(C)C)=C1

InChI Identifier

InChI=1S/C28H40O5/c1-18(2)13-26(30)28(32)21(5)10-8-9-19(3)14-24(29)15-20(4)11-12-23-17-25(33-7)16-22(6)27(23)31/h11,13-14,16-17,21,26,30-31H,8-10,12,15H2,1-7H3

InChI Key

HBKSTRSDLUAESY-UHFFFAOYSA-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
Halidrys siliquosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Long chain fatty alcohol
Methoxyphenol
4-alkoxyphenol
Fatty alcohol
Phenoxy compound
O-cresol
Phenol ether
Anisole
Methoxybenzene
Alkyl aryl ether
Phenol
Toluene
Monosaccharide
Benzenoid
Monocyclic benzene moiety
Fatty acyl
Acyloin
Acryloyl-group
Alpha-hydroxy ketone
Alpha,beta-unsaturated ketone
Enone
Secondary alcohol
Ketone
Ether
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	6.68	ChemAxon
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	136.97 m³·mol⁻¹	ChemAxon
Polarizability	51.57 Å³	ChemAxon
Number of Rings	1	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

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

74376439

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione (NP0209800)

MOL for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

3D MOL for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

3D SDF for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

3D-SDF for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

PDB for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

3D PDB for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

SMILES for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

INCHI for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

Structure for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)

3D Structure for NP0209800 (13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione)