NP-MRD: Showing NP-Card for 2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol (NP0154834)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 11:48:23 UTC

Updated at

2022-09-02 11:48:23 UTC

NP-MRD ID

NP0154834

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol

Description

Fallahydroquinone belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol is found in Sargassum fallax. 2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol was first documented in 2009 (PMID: 19155027). Based on a literature review very few articles have been published on Fallahydroquinone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213482D          

 31 31  0  0  0  0            999 V2000
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    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 O   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
   -2.8579    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
   -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
    0.7145    3.7125    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
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    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
  2  4  2  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
  6  8  1  0  0  0  0
  8  9  2  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
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 71 71  0  0  0  0  0  0  0  0999 V2000
    6.3522    3.2011    0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2589    2.0344    1.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5718    2.0479    0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9383    0.9444    1.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6528    0.9018    2.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7465   -0.2141    2.1252 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3375   -1.4676    2.4101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1591   -0.2861    0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -0.2667    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406   -0.3160   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -1.6644   -0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5495   -2.1500    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536   -2.4511    1.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7489   -2.3820   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7049   -2.8742    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -1.9415    1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592   -1.7552   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2462   -2.9253   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7687   -0.5452   -0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5055   -0.2006   -1.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4932    0.9057   -1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1558    2.1840   -2.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9946    3.2695   -1.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6572    4.5520   -2.2859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2122    3.0239   -1.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5672    1.7633   -0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8961    1.5051   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7055    0.6690   -1.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1279   -0.5574   -0.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -0.4684   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3771   -0.6202   -1.6340 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7534    3.8936    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    2.8549    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2766    3.7113    1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0853    3.0219    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5002    1.9172   -0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2585    1.2670    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6279    0.0959    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    1.8686    2.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8985    0.8335    3.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8756   -0.1733    2.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -1.7130    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2611   -0.1704    1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4527    0.1114   -1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335    0.4311   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9407   -1.7181   -1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436   -2.4592   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1744   -2.4798    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399   -1.7348    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7810   -3.5030    1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0667   -2.1864   -1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -3.0288    1.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -3.8882    0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666   -0.9781    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153   -2.3675    1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2223   -3.2508   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5952   -3.8391   -0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4129   -2.8302   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805    0.3191   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9477   -1.0348   -2.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267    0.2186   -2.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956    2.4032   -2.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9190    4.8098   -3.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9160    3.8535   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9257    0.4732    0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9526    2.1887    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7341    1.6389   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6764   -1.4323   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7877   -1.2876   -0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5930    0.5142   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9141   -0.2662   -2.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8 30  1  0
 30 31  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  1
  7 42  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  0
 24 63  1  0
 25 64  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
 29 68  1  0
M  END


  Mrv1652309022213482D          

 31 31  0  0  0  0            999 V2000
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    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 O   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
   -2.8579    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
   -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
    0.7145    3.7125    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
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    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
  2  4  2  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
  6  8  1  0  0  0  0
  8  9  2  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
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154834

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC(O)C(\CO)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O4/c1-19(2)12-15-26(30)24(18-28)11-7-10-20(3)8-6-9-21(4)13-14-23-17-25(29)16-22(5)27(23)31/h8,11-13,16-17,26,28-31H,6-7,9-10,14-15,18H2,1-5H3/b20-8+,21-13+,24-11+

> <INCHI_KEY>
MXNRWUKSLBZGMA-PZZCTQNISA-N

> <FORMULA>
C27H40O4

> <MOLECULAR_WEIGHT>
428.613

> <EXACT_MASS>
428.292659768

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
52.31291974640727

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2E,6E,10E)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol

> <ALOGPS_LOGP>
5.50

> <JCHEM_LOGP>
6.075664162666666

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.650400081468089

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.784974503916967

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7599763642878035

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
134.0018

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E,6E,10E)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol

> <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      -9.336  20.790   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  20.020   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  20.790   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002  18.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  17.710   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.002  15.400   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.667  15.400   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   21   29                                                  
CONECT   29   28                                                            
CONECT   30    8   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₀O₄

Average Mass

428.6130 Da

Monoisotopic Mass

428.29266 Da

IUPAC Name

2-[(2E,6E,10E)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol

Traditional Name

2-[(2E,6E,10E)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol

CAS Registry Number

Not Available

SMILES

CC(C)=CCC(O)C(\CO)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(C)=C1O

InChI Identifier

InChI=1S/C27H40O4/c1-19(2)12-15-26(30)24(18-28)11-7-10-20(3)8-6-9-21(4)13-14-23-17-25(29)16-22(5)27(23)31/h8,11-13,16-17,26,28-31H,6-7,9-10,14-15,18H2,1-5H3/b20-8+,21-13+,24-11+

InChI Key

MXNRWUKSLBZGMA-PZZCTQNISA-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 fallax	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
Prenylbenzoquinol
Fatty alcohol
Hydroquinone
M-cresol
O-cresol
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Secondary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Primary alcohol
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	5.5	ALOGPS
logP	6.08	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	134 m³·mol⁻¹	ChemAxon
Polarizability	52.31 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

C00048389

Chemspider ID

27024126

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42603805

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Reddy P, Urban S: Meroditerpenoids from the southern Australian marine brown alga Sargassum fallax. Phytochemistry. 2009 Jan;70(2):250-5. doi: 10.1016/j.phytochem.2008.12.007. Epub 2009 Jan 18. [PubMed:19155027 ]
LOTUS database [Link]

Showing NP-Card for 2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol (NP0154834)

MOL for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

3D MOL for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

3D SDF for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

3D-SDF for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

PDB for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

3D PDB for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

SMILES for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

INCHI for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

Structure for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)

3D Structure for NP0154834 (2-[(2e,6e,10e)-12-hydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-6-methylbenzene-1,4-diol)