NP-MRD: Showing NP-Card for 3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid (NP0261107)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 03:27:47 UTC

Updated at

2022-09-08 03:27:47 UTC

NP-MRD ID

NP0261107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid

Description

3-[(6E,10E,15Z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid is found in Boletinus asiaticus. Based on a literature review very few articles have been published on 3-[(6E,10E,15Z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082205272D          

 33 33  0  0  0  0            999 V2000
   -7.1447    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    8.6625    0.0000 C   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
   -5.0013    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
   -3.5724    8.6625    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
   -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
   -2.8579    5.7750    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
   -1.4289    3.3000    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
   -6.4302    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  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
 11 13  1  0  0  0  0
 13 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
 16 18  1  0  0  0  0
 18 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
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END

     RDKit          3D

 71 71  0  0  0  0  0  0  0  0999 V2000
   -9.6992    1.2229   -2.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0774    0.3698   -1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4088    0.9875   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7552    0.3357    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2800    0.4972    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4414   -0.0168    0.0064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6628    0.5482   -1.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0115    0.0817    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0757    0.7858   -0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6970    0.7597    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647    0.2160   -0.5329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2559   -1.1663   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6281    0.1149    0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6496    0.7122   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0124    0.6495    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989   -0.0990    1.3186 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3178    0.5031    2.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5280   -0.3531    1.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5384    0.2218    1.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9453   -0.0046    1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7621   -0.5956    0.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6337    0.2340   -0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4372   -0.2500   -1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3436    0.6236   -2.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0456    0.1397   -2.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4604    1.9702   -1.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3421   -1.5884   -1.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4634   -2.4180   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6782   -1.9193    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8263   -2.7482    0.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2222   -1.0651   -1.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7571   -1.8916   -0.3117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9883   -1.5559   -2.1918 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7099    0.8071   -2.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1082    1.0231   -3.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6862    2.2843   -1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3462    2.1060   -0.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1455    0.9556    1.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1032   -0.6655    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655   -0.0442    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0670    1.5636    1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5859   -1.1431   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6943    0.4346   -1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4148   -0.0780   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9152    1.6079   -1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7887   -0.5026    1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    1.3698   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6691    0.1167    1.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3806    1.7959    0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669    0.8616   -1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -1.0796   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4703   -1.7281    0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4974   -1.7579   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -0.4819    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517    1.2889   -1.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4416    1.6908    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.1417   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670   -1.1259    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7774   -0.2371    3.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831    1.3366    2.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0946    0.9276    3.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689   -1.0114    2.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3083    0.8783    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3612    1.0015    1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0213   -0.6559    2.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7255    1.2876   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2782    2.4132   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9483   -2.0078   -2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4044   -3.4705   -1.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7375   -3.7357    0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9807   -1.4687   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 31  1  0
 31 33  1  0
 31 32  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 29 21  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  6 42  1  6
  5 40  1  0
  5 41  1  0
  4 38  1  0
  4 39  1  0
  3 37  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 71  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  6
 12 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  6
 17 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 22 66  1  0
 27 68  1  0
 28 69  1  0
 30 70  1  0
 26 67  1  0
M  END


  Mrv1652309082205272D          

 33 33  0  0  0  0            999 V2000
   -7.1447    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    8.6625    0.0000 C   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
   -5.0013    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
   -3.5724    8.6625    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
   -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
   -2.8579    5.7750    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
   -1.4289    3.3000    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
   -6.4302    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  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
 11 13  1  0  0  0  0
 13 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
 16 18  1  0  0  0  0
 18 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
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261107

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O5/c1-20(9-5-11-21(2)13-7-15-23(4)27(30)31)10-6-12-22(3)14-8-16-24-19-25(28(32)33)17-18-26(24)29/h5-6,8,10-11,14-15,17-22,29H,7,9,12-13,16H2,1-4H3,(H,30,31)(H,32,33)/b10-6+,11-5+,14-8+,23-15-

> <INCHI_KEY>
LPMYTILEFMOKDZ-SALQWAMYSA-N

> <FORMULA>
C28H38O5

> <MOLECULAR_WEIGHT>
454.607

> <EXACT_MASS>
454.271924324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
51.27486723287871

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2E,6E,10E,15Z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid

> <JCHEM_LOGP>
7.802207964666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.097072808791727

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.262702639089828

> <JCHEM_PKA_STRONGEST_BASIC>
-6.11485217128874

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
138.06370000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2E,6E,10E,15Z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0     -13.337  15.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003  16.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669  15.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  16.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002  15.400   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  C   UNK     0      -6.668  17.710   0.000  0.00  0.00           C+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      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  10.780   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      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   6.160   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  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+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   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -12.003  17.710   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -13.337  18.480   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -10.669  18.480   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   21   30                                                  
CONECT   30   29                                                            
CONECT   31    2   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Value	Source
3-[(6E,10E,15Z)-16-Carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoate	Generator

Chemical Formula

C₂₈H₃₈O₅

Average Mass

454.6070 Da

Monoisotopic Mass

454.27192 Da

IUPAC Name

3-[(2E,6E,10E,15Z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid

Traditional Name

3-[(2E,6E,10E,15Z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C28H38O5/c1-20(9-5-11-21(2)13-7-15-23(4)27(30)31)10-6-12-22(3)14-8-16-24-19-25(28(32)33)17-18-26(24)29/h5-6,8,10-11,14-15,17-22,29H,7,9,12-13,16H2,1-4H3,(H,30,31)(H,32,33)/b10-6+,11-5+,14-8+,23-15-

InChI Key

LPMYTILEFMOKDZ-SALQWAMYSA-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
Boletinus asiaticus	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 acid
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Phenol
Monocyclic benzene moiety
Fatty acyl
Dicarboxylic acid or derivatives
Fatty acid
Benzenoid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	7.8	ChemAxon
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	138.06 m³·mol⁻¹	ChemAxon
Polarizability	51.27 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

78444018

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584601

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid (NP0261107)

MOL for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

3D MOL for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

3D SDF for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

3D-SDF for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

PDB for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

3D PDB for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

SMILES for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

INCHI for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

Structure for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)

3D Structure for NP0261107 (3-[(2e,6e,10e,15z)-16-carboxy-4,8,12,16-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]-4-hydroxybenzoic acid)