NP-MRD: Showing NP-Card for 3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid (NP0306536)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 23:04:05 UTC

Updated at

2022-09-10 23:04:06 UTC

NP-MRD ID

NP0306536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid

Description

3-(17-Carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on 3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112201042D          

 36 36  0  0  0  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    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  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
   -0.7145    4.5375    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
   -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
   -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
   -3.5724    7.0125    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
   -2.0329    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.0750    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   10.3125    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
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   13.2000    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  4  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END

     RDKit          3D

 76 76  0  0  0  0  0  0  0  0999 V2000
    3.2071   -1.7310    1.7371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4145   -0.6217    0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336   -0.7340   -0.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8558    0.1909   -1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2259    0.7486   -0.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879    2.0432   -0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5079    2.6586   -0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5839    4.0197    0.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5301    4.7015    0.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8063    4.5952    0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6634    1.9426   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5794    0.6385   -0.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3745    0.0175   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2938   -1.2940   -1.5531 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176    0.5378    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    0.1654    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9384   -0.5362   -0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -1.7683   -1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3969   -2.3466   -2.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816   -2.6116    0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591   -3.0557    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3329   -1.9615    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406   -1.4228   -1.0125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -1.4390    1.2684 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5066   -0.0585    1.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4604   -2.2043    2.3913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4437   -1.6869    1.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3580   -1.2013    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3270    0.2934    0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3012    0.7593   -0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1445    0.2769   -2.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2672    1.5679   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6214    2.1700    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5582    3.6631    0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8384    4.3460    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1970    4.2985   -0.5127 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9720   -2.6752    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339   -1.9247    2.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3723   -1.5200    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0545   -1.6566    0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0101   -0.4083   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1303    0.9594   -1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4078    2.6549   -0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3546    4.3812    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6563    2.3698   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4770    0.0337   -0.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1419   -1.8223   -1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    1.0794    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432    1.2847   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5674    1.1641    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -0.2823    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256   -0.0021   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604   -1.8332   -3.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -3.4219   -2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -2.2414   -2.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6711   -3.5767   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3973   -2.2594    1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863   -3.6960   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5171   -3.7015    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1313    0.4092    0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6196   -0.0580    2.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3075    0.5745    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9377   -3.0586    2.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7600   -1.3144    2.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6680   -2.8033    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2193   -1.6982   -0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4435   -1.4388    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998    0.6040   -0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5435    0.7637    1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8795   -0.7816   -2.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1286    0.3927   -2.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4442    0.9664   -2.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9379    1.8550   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0219    1.8294    1.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6931    1.9463    0.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470    3.9445   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  1
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  1  0
 34 36  1  0
 34 35  2  0
 18 17  2  0
 17 16  1  0
 16 15  1  0
 15  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
 13  5  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 25 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 31 70  1  0
 31 71  1  0
 31 72  1  0
 32 73  1  0
 33 74  1  0
 33 75  1  0
 36 76  1  0
 17 52  1  0
 16 50  1  0
 16 51  1  0
 15 48  1  0
 15 49  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  6 43  1  0
 11 45  1  0
 12 46  1  0
 14 47  1  0
 10 44  1  0
M  END


  Mrv1652309112201042D          

 36 36  0  0  0  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    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  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
   -0.7145    4.5375    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
   -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
   -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
   -3.5724    7.0125    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
   -2.0329    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.0750    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   10.3125    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
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   13.2000    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  4  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0306536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC(=O)C(C)(O)CCCC(C)=CCC(O)=O)=CCCC(C)=CCC1=CC(=CC=C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O7/c1-20(10-13-23-19-24(28(34)35)14-15-25(23)30)7-5-8-21(2)11-16-26(31)29(4,36)18-6-9-22(3)12-17-27(32)33/h8,10,12,14-15,19,30,36H,5-7,9,11,13,16-18H2,1-4H3,(H,32,33)(H,34,35)

> <INCHI_KEY>
GCHOHSURWKHMBA-UHFFFAOYSA-N

> <FORMULA>
C29H40O7

> <MOLECULAR_WEIGHT>
500.632

> <EXACT_MASS>
500.277403628

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
56.351617906185126

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid

> <JCHEM_LOGP>
6.104911416666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.680193513361367

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.076038391427855

> <JCHEM_PKA_STRONGEST_BASIC>
-3.553499715575917

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
143.2614

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.668  13.090   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.795  15.400   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.875  15.400   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.335  16.940   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.668  17.710   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.668  19.250   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.002  20.020   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -9.336  19.250   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.002  21.560   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.336  22.330   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.336  23.870   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -10.669  24.640   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -8.002  24.640   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    5   14                                                  
CONECT   14   13                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

View in JSmol

Synonyms

Value	Source
3-(17-Carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoate	Generator

Chemical Formula

C₂₉H₄₀O₇

Average Mass

500.6320 Da

Monoisotopic Mass

500.27740 Da

IUPAC Name

3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid

Traditional Name

3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(=O)C(C)(O)CCCC(C)=CCC(O)=O)=CCCC(C)=CCC1=CC(=CC=C1O)C(O)=O

InChI Identifier

InChI=1S/C29H40O7/c1-20(10-13-23-19-24(28(34)35)14-15-25(23)30)7-5-8-21(2)11-16-26(31)29(4,36)18-6-9-22(3)12-17-27(32)33/h8,10,12,14-15,19,30,36H,5-7,9,11,13,16-18H2,1-4H3,(H,32,33)(H,34,35)

InChI Key

GCHOHSURWKHMBA-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

Not Available

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 acid
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
Methyl-branched fatty acid
Phenol
Branched fatty acid
1-hydroxy-2-unsubstituted benzenoid
Hydroxy fatty acid
Benzenoid
Unsaturated fatty acid
Acyloin
Fatty acid
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary alcohol
Alpha-hydroxy ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	6.1	ChemAxon
pKa (Strongest Acidic)	4.08	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	143.26 m³·mol⁻¹	ChemAxon
Polarizability	56.35 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

76530653

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid (NP0306536)

MOL for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

3D MOL for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

3D SDF for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

3D-SDF for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

PDB for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

3D PDB for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

SMILES for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

INCHI for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

Structure for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)

3D Structure for NP0306536 (3-(17-carboxy-11-hydroxy-3,7,11,15-tetramethyl-10-oxoheptadeca-2,6,15-trien-1-yl)-4-hydroxybenzoic acid)