NP-MRD: Showing NP-Card for 3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid (NP0313811)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 11:35:05 UTC

Updated at

2022-09-11 11:35:05 UTC

NP-MRD ID

NP0313811

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid

Description

3-{5-Hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl}-3-phenylpropanoic acid belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. 3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid is found in Calophyllum inophyllum. 3-{5-Hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl}-3-phenylpropanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241500592D          

 41 43  0  0  0  0            999 V2000
   -1.4289   -1.6500    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
    0.0000   -1.6500    0.0000 O   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
    0.7145   -0.4125    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
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -2.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -3.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856   -3.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -3.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532   -4.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -5.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5287   -4.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -4.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -3.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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 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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 21 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  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  6 37  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  0  0  0  0
M  END

     RDKit          3D

 85 87  0  0  0  0  0  0  0  0999 V2000
    2.7839    2.2218   -1.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3388    1.9215   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985    2.9664    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    0.5563   -0.1416 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5346    0.9750    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7054    1.6229    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1328    2.8099    0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3615    3.3476    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5306    3.6939    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.0967    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419   -0.7610   -0.1704 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9197   -1.9534   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134   -2.8294   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945   -4.1235   -1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -4.9480   -1.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -4.7366   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4389    0.1044   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.8636   -1.8510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    0.2071   -0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6200    1.0262   -1.9948 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0549    0.7131   -2.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2504   -0.6793   -2.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -1.4700   -2.8066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5807   -1.1103   -2.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3409    2.4723   -1.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9524    3.1638   -0.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7485    4.5133   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9064    5.2005   -1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2868    4.5246   -2.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192    3.1592   -2.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926   -0.4127   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9902   -0.3621    0.0773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8153   -1.1972    0.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -1.3161    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -1.9786    2.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949   -2.5186    3.0996 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1245   -3.7037    3.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9948   -2.9703    2.7710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7912   -3.2397    4.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6271   -1.8734    1.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8080   -1.5229    2.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6117    3.1982   -2.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250    1.5032   -2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839    3.8867    0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3229    2.6940    1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    3.2058   -0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2553   -0.0349   -0.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7397    0.0401    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9003    1.6511    1.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2282    1.0116   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529    4.2796   -0.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7532    2.6048   -0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0895    3.5644    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4063    4.1390    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8603    3.1715    2.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0300    4.5660    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    0.6908    1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -0.8427    1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737   -1.5967   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157   -2.5400   -0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335   -2.3900   -2.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8141   -5.9773   -1.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5322   -4.6474   -2.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511   -5.0475   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8449   -4.5485   -0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6824   -4.2956    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857   -5.8163   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100    0.7028   -2.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721    1.3971   -3.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7691    0.9979   -1.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7418   -2.0984   -2.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5885    2.6435   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103    5.0941    0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7803    6.2579   -1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484    5.0623   -3.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0279    2.6570   -3.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4638    0.1932    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908   -1.7388    3.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437   -3.7846    3.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1971   -3.6378    4.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3944   -4.6594    3.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826   -3.8611    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0031   -2.3149    4.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352   -3.9755    4.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -3.6650    3.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 35  1  0
 35 34  1  0
 34 33  2  0
 33 31  1  0
 31 32  1  0
 31 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 20 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 19 17  1  0
 17 18  2  0
 17 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 11 10  1  0
 10  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 33 40  1  0
 40 41  2  0
 40 38  1  0
 38 39  1  0
 38 36  1  0
 11 34  1  0
 30 25  1  0
 37 79  1  0
 37 80  1  0
 37 81  1  0
 36 78  1  1
 32 77  1  0
 20 68  1  6
 21 69  1  0
 21 70  1  0
 24 71  1  0
 26 72  1  0
 27 73  1  0
 28 74  1  0
 29 75  1  0
 30 76  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 15 62  1  0
 15 63  1  0
 15 64  1  0
 16 65  1  0
 16 66  1  0
 16 67  1  0
 10 57  1  0
 10 58  1  0
  4 47  1  6
  5 48  1  0
  5 49  1  0
  6 50  1  0
  8 51  1  0
  8 52  1  0
  8 53  1  0
  9 54  1  0
  9 55  1  0
  9 56  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  1 42  1  0
  1 43  1  0
 38 82  1  6
 39 83  1  0
 39 84  1  0
 39 85  1  0
M  END


  Mrv1533004241500592D          

 41 43  0  0  0  0            999 V2000
   -1.4289   -1.6500    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
    0.0000   -1.6500    0.0000 O   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
    0.7145   -0.4125    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
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -2.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -3.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856   -3.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -3.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532   -4.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -5.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5287   -4.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -4.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -3.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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 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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 21 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  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  6 37  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313811

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC2=C(C(O)=C(C(CC(O)=O)C3=CC=CC=C3)C(=O)C2(CC=C(C)C)CC(CC=C(C)C)C(C)=C)C(=O)C1C

> <INCHI_IDENTIFIER>
InChI=1S/C35H44O6/c1-20(2)14-15-26(22(5)6)19-35(17-16-21(3)4)33(40)29(27(18-28(36)37)25-12-10-9-11-13-25)32(39)30-31(38)23(7)24(8)41-34(30)35/h9-14,16,23-24,26-27,39H,5,15,17-19H2,1-4,6-8H3,(H,36,37)

> <INCHI_KEY>
WMAJMUHAAGXJIK-UHFFFAOYSA-N

> <FORMULA>
C35H44O6

> <MOLECULAR_WEIGHT>
560.731

> <EXACT_MASS>
560.313789137

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
61.36671924115535

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl}-3-phenylpropanoic acid

> <ALOGPS_LOGP>
5.13

> <JCHEM_LOGP>
7.032471444666666

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.4343618602177965

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.76903326420376

> <JCHEM_PKA_STRONGEST_BASIC>
-4.866388808061551

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
165.70150000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.390  -4.440   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.929  -4.493   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.652  -5.853   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.760  -7.389   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.191  -5.907   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.944  -4.440   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.760  -5.746   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.300  -5.692   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.116  -6.998   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.393  -8.358   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.209  -9.664   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.854  -8.411   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.037  -7.105   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.930  -8.642   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.498  -7.159   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   40                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6   38                                                  
CONECT    6    5    7   37                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    7   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    4   22   27                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   21   28                                                       
CONECT   28   27   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   28   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37    6                                                            
CONECT   38    5   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    2   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

View in JSmol

Synonyms

Value	Source
3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl}-3-phenylpropanoate	Generator
Calophynate	Generator

Chemical Formula

C₃₅H₄₄O₆

Average Mass

560.7310 Da

Monoisotopic Mass

560.31379 Da

IUPAC Name

3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl}-3-phenylpropanoic acid

Traditional Name

3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

CC1OC2=C(C(O)=C(C(CC(O)=O)C3=CC=CC=C3)C(=O)C2(CC=C(C)C)CC(CC=C(C)C)C(C)=C)C(=O)C1C

InChI Identifier

InChI=1S/C35H44O6/c1-20(2)14-15-26(22(5)6)19-35(17-16-21(3)4)33(40)29(27(18-28(36)37)25-12-10-9-11-13-25)32(39)30-31(38)23(7)24(8)41-34(30)35/h9-14,16,23-24,26-27,39H,5,15,17-19H2,1-4,6-8H3,(H,36,37)

InChI Key

WMAJMUHAAGXJIK-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
Calophyllum inophyllum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Aromatic monoterpenoid
Benzopyran
Bicyclic monoterpenoid
Monoterpenoid
Dihydropyranone
Monocyclic benzene moiety
Benzenoid
Vinylogous ester
Vinylogous acid
Cyclic ketone
Ketone
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Enol
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	5.13	ALOGPS
logP	7.03	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	165.7 m³·mol⁻¹	ChemAxon
Polarizability	61.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

12302262

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid (NP0313811)

MOL for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

3D MOL for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

3D SDF for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

3D-SDF for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

PDB for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

3D PDB for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

SMILES for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

INCHI for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

Structure for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)

3D Structure for NP0313811 (3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}-3-phenylpropanoic acid)