NP-MRD: Showing NP-Card for 2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione (NP0305806)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 21:54:44 UTC

Updated at

2022-09-10 21:54:44 UTC

NP-MRD ID

NP0305806

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione

Description

2-(15-Hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione is found in Sargassum micracanthum. 2-(15-Hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161519212D          

 31 31  0  0  0  0            999 V2000
   -0.7145    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
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  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  0  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    0.8250    0.0000 C   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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    7.0125    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
   -2.8579    8.2500    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
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1283    8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3033    7.5355    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  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  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  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END

     RDKit          3D

 69 69  0  0  0  0  0  0  0  0999 V2000
    9.2443   -1.4581    1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2977   -0.9959    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6671   -0.6150   -1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7283   -0.1678   -2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0726    0.2011   -3.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3031   -0.1485   -1.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8785   -0.5204   -0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -0.4953   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6891   -0.0173   -1.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597    1.0561   -1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2413    1.4483   -2.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7593    1.9638   -0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381    1.9646    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9080    0.5385    0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782    0.1793    1.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1134    1.2454    2.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0954   -1.2468    1.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543   -1.4928    2.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -1.0838    0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944   -0.2509    1.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980    0.2906    2.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218    0.1590   -0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4334   -0.2564    0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3417    0.1135   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8928    0.6913   -1.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7802   -0.2504   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2499   -1.1482   -1.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5575    1.0592   -0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0326   -0.9034    0.3165 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8585   -0.9623    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4564   -1.3168    1.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2740   -1.4716    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9113   -2.4951    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1006   -0.8098    2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7232   -0.6337   -1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041    0.1887   -2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    0.1372    0.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924   -1.5357    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761   -0.6452   -2.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410    1.3420   -3.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3711    0.7958   -2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8928    2.4896   -2.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0845    3.0114   -0.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    1.6965    0.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9728    2.6201    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253    2.2795   -0.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1073   -0.2062   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447    1.8029    2.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2777    0.8127    3.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111    1.9906    2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777   -1.8620    0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437   -1.5921    2.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785   -2.5797    2.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6486   -0.8843    2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9980   -1.4721   -0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6332   -0.5046    3.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7177    0.9988    2.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4502    0.8783    2.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9364    1.2855   -0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6118   -0.2026   -1.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4585   -1.3531    0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7965    0.2040    1.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5472   -2.1630   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1430   -0.7324   -2.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4009   -1.3268   -2.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4926    0.9357   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7285    1.4565   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9557    1.8351   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9680   -1.8718    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 15 14  2  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  4  1  0
  4  5  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 30  1  0
 30 31  2  0
 30  7  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 14 47  1  0
 13 45  1  0
 13 46  1  0
 12 43  1  0
 12 44  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
  9 39  1  0
  8 37  1  0
  8 38  1  0
  6 36  1  0
  3 35  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1533004161519212D          

 31 31  0  0  0  0            999 V2000
   -0.7145    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
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  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  0  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    0.8250    0.0000 C   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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    7.0125    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
   -2.8579    8.2500    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
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1283    8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3033    7.5355    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  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  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  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305806

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)CCC(=O)C(C)(C)O)=CCCC(C)=CCC1=CC(=O)C=C(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H38O4/c1-19(10-8-12-21(3)14-16-25(29)27(5,6)31)9-7-11-20(2)13-15-23-18-24(28)17-22(4)26(23)30/h9,12-13,17-18,31H,7-8,10-11,14-16H2,1-6H3

> <INCHI_KEY>
LPKUYLCNVCJPTL-UHFFFAOYSA-N

> <FORMULA>
C27H38O4

> <MOLECULAR_WEIGHT>
426.597

> <EXACT_MASS>
426.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.15509559662983

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
4.87

> <JCHEM_LOGP>
6.43259212

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.77224195816387

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.543377823674827

> <JCHEM_PKA_STRONGEST_BASIC>
-3.435922026613367

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
131.87769999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.002  15.400   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.336  16.170   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.336  17.710   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -10.669  15.400   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.003  14.630   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -11.439  16.734   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -9.899  14.066   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16                                                            
CONECT   18    6                                                            
CONECT   19    2   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₈O₄

Average Mass

426.5970 Da

Monoisotopic Mass

426.27701 Da

IUPAC Name

2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione

Traditional Name

2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)CCC(=O)C(C)(C)O)=CCCC(C)=CCC1=CC(=O)C=C(C)C1=O

InChI Identifier

InChI=1S/C27H38O4/c1-19(10-8-12-21(3)14-16-25(29)27(5,6)31)9-7-11-20(2)13-15-23-18-24(28)17-22(4)26(23)30/h9,12-13,17-18,31H,7-8,10-11,14-16H2,1-6H3

InChI Key

LPKUYLCNVCJPTL-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
Sargassum micracanthum	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
Prenylbenzoquinone
P-benzoquinone
Quinone
Acyloin
Alpha-hydroxy ketone
Tertiary alcohol
Ketone
Cyclic ketone
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	4.87	ALOGPS
logP	6.43	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.54	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	131.88 m³·mol⁻¹	ChemAxon
Polarizability	50.16 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

73041160

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione (NP0305806)

MOL for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

3D MOL for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

3D SDF for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

3D-SDF for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

PDB for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

3D PDB for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

SMILES for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

INCHI for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

Structure for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)

3D Structure for NP0305806 (2-(15-hydroxy-3,7,11,15-tetramethyl-14-oxohexadeca-2,6,10-trien-1-yl)-6-methylcyclohexa-2,5-diene-1,4-dione)