NP-MRD: Showing NP-Card for (1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione (NP0220242)

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Record Information

Version

2.0

Created at

2022-09-05 21:29:51 UTC

Updated at

2022-09-05 21:29:51 UTC

NP-MRD ID

NP0220242

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione

Description

(1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]Icosa-4(9),7-diene-5,19-dione belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Based on a literature review very few articles have been published on (1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]Icosa-4(9),7-diene-5,19-dione.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052223292D          

 39 44  0  0  1  0            999 V2000
    9.8396    0.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0323    0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4815    0.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6742    0.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1233    1.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3160    1.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7652    1.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9579    1.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7014    0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    0.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9957   -0.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595    0.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8941    0.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    1.2874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1847    0.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682    0.9102    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9070    0.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2809    0.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199    0.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739   -0.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955    0.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0198    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2221    1.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    2.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397    1.5904    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6492    0.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    2.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997    2.0716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8389    2.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071    2.2415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3798    2.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1871    2.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4436    3.0912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2509    3.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7379    1.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5452    1.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8017    2.6470    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
  6 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 14 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
  8 32  1  0  0  0  0
  5 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  2  0  0  0  0
  3 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END


  Mrv1652309052223292D          

 39 44  0  0  1  0            999 V2000
    9.8396    0.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0323    0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4815    0.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6742    0.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1233    1.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3160    1.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7652    1.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9579    1.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7014    0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    0.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9957   -0.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595    0.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8941    0.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    1.2874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1847    0.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682    0.9102    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9070    0.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2809    0.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199    0.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739   -0.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955    0.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0198    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2221    1.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    2.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397    1.5904    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6492    0.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    2.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997    2.0716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8389    2.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071    2.2415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3798    2.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1871    2.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4436    3.0912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2509    3.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7379    1.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5452    1.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8017    2.6470    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
  6 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 14 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
  8 32  1  0  0  0  0
  5 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  2  0  0  0  0
  3 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220242

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@@]4(O)C(C)(C)C5CC(=O)[C@]34CO5)O2)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H34O10/c1-25(2)22-12-21(30)27(14-37-22)28(25,32)8-7-26(3)29(27,33)13-16-18(39-26)11-17(38-24(16)31)15-9-19(34-4)23(36-6)20(10-15)35-5/h9-11,22,32-33H,7-8,12-14H2,1-6H3/t22?,26-,27+,28-,29-/m1/s1

> <INCHI_KEY>
ATLGSZPVKAPATP-QNEAMCJZSA-N

> <FORMULA>
C29H34O10

> <MOLECULAR_WEIGHT>
542.581

> <EXACT_MASS>
542.215197295

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
56.46181243147564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0^{1,14}.0^{2,11}.0^{4,9}]icosa-4(9),7-diene-5,19-dione

> <JCHEM_LOGP>
1.3132805429999987

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.789528487968852

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.81947615247098

> <JCHEM_PKA_STRONGEST_BASIC>
-3.401757332893901

> <JCHEM_POLAR_SURFACE_AREA>
129.98000000000002

> <JCHEM_REFRACTIVITY>
138.87589999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0^{1,14}.0^{2,11}.0^{4,9}]icosa-4(9),7-diene-5,19-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      18.367   0.867   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      16.860   0.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.832   1.696   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.325   1.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.297   2.526   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.790   2.208   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.762   3.355   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.255   3.038   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.776   1.574   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.804   0.428   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.325  -1.036   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      11.311   0.745   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.269   1.257   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.241   2.403   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.945   0.892   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.794   1.699   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.560   1.006   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.391   1.685   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.157   1.201   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.378  -0.035   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.098   0.056   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.983  -1.205   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.904   2.787   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.415   3.181   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.021   4.323   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.621   2.969   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.078   1.527   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.108   4.484   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.609   5.001   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.720   3.867   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.166   5.341   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.227   4.184   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      13.776   3.989   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.283   4.307   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      15.761   5.770   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      17.268   6.087   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.311   3.160   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      17.818   3.477   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      18.297   4.941   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   37                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   33                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   32                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6                                                       
CONECT   13    9   14                                                       
CONECT   14   13   15   16   30                                             
CONECT   15   14                                                            
CONECT   16   14   17   21   26                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
CONECT   23   19   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   16   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   14   31   32                                             
CONECT   31   30                                                            
CONECT   32   30    8                                                       
CONECT   33    5   34                                                       
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34    3   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₄O₁₀

Average Mass

542.5810 Da

Monoisotopic Mass

542.21520 Da

IUPAC Name

(1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0^{1,14}.0^{2,11}.0^{4,9}]icosa-4(9),7-diene-5,19-dione

Traditional Name

(1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0^{1,14}.0^{2,11}.0^{4,9}]icosa-4(9),7-diene-5,19-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@@]4(O)C(C)(C)C5CC(=O)[C@]34CO5)O2)C(=O)O1

InChI Identifier

InChI=1S/C29H34O10/c1-25(2)22-12-21(30)27(14-37-22)28(25,32)8-7-26(3)29(27,33)13-16-18(39-26)11-17(38-24(16)31)15-9-19(34-4)23(36-6)20(10-15)35-5/h9-11,22,32-33H,7-8,12-14H2,1-6H3/t22?,26-,27+,28-,29-/m1/s1

InChI Key

ATLGSZPVKAPATP-QNEAMCJZSA-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 naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Oxane
Pyran
Benzenoid
Heteroaromatic compound
Cyclic alcohol
Vinylogous ester
Tertiary alcohol
Lactone
Ketone
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
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	1.31	ChemAxon
pKa (Strongest Acidic)	12.82	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	129.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	138.88 m³·mol⁻¹	ChemAxon
Polarizability	56.46 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

139586514

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione (NP0220242)

MOL for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

3D MOL for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

3D SDF for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

3D-SDF for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

PDB for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

3D PDB for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

SMILES for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

INCHI for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

Structure for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)

3D Structure for NP0220242 ((1s,2s,11r,14r)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.0¹,¹⁴.0²,¹¹.0⁴,⁹]icosa-4(9),7-diene-5,19-dione)