NP-MRD: Showing NP-Card for 5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione (NP0195741)

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Record Information

Version

2.0

Created at

2022-09-04 13:39:42 UTC

Updated at

2022-09-04 13:39:42 UTC

NP-MRD ID

NP0195741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione

Description

5'-Hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5,5',6,6'-tetrahydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione belongs to the class of organic compounds known as ortho esters. Ortho esters are compounds having the general structure RC(OR')3 ( R' not H), or the structure C(OR')4 ( R' not H). 5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione is found in Tapinella atrotomentosa. 5'-Hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5,5',6,6'-tetrahydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191516382D          

 32 36  0  0  0  0            999 V2000
    4.3485   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1110   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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    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
    2.2136    1.0799    0.0000 O   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
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   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
    1.4289    2.4750    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   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
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1110    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3485    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 12 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
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
   -4.2854   -1.5273   -1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918   -1.5112   -0.0514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9150   -1.5500   -0.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139   -1.1107    0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -1.6798    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -2.4447    1.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2475   -2.7349    0.8754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7687   -3.8033    0.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278   -1.4380   -0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530   -0.2750   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536   -0.1491   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1855   -1.2908   -0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -2.4628    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8234   -3.5779   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7946   -3.5038   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026   -4.6115   -1.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9731   -2.3411   -1.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1752   -1.2384   -1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8410    1.2282   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0409    1.4976   -0.7468 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410    2.3555   -0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    3.5529   -0.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5373    2.1145    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222    3.1833    0.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0171    4.2958    1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8854    5.3475    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1878    5.2767    0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1044    6.3105    1.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    4.1599    0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    3.1142   -0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    0.8159    0.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0980    0.2985    0.3592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9198   -1.7512   -2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035   -0.5236   -1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676   -2.2637   -0.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909   -0.6223    0.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027   -1.4347    2.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4534   -2.8627    2.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2733   -2.9243    1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9569   -3.6378   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -2.4987    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109   -4.4899    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -4.7437   -0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -2.2727   -2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2578   -0.3108   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9888    4.4114    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5960    6.2272    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1565    7.0534    0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150    4.0921   -0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    2.2514   -0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 31  2  0
 31 32  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  2  1  0
 32  4  1  0
 30 24  1  0
 31 10  1  0
 18 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
 13 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 25 46  1  0
 26 47  1  0
 28 48  1  0
 29 49  1  0
 30 50  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  1
  8 40  1  0
M  END


  Mrv1533004191516382D          

 32 36  0  0  0  0            999 V2000
    4.3485   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1110   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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    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
    2.2136    1.0799    0.0000 O   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
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   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
    1.4289    2.4750    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   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
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1110    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3485    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 12 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
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC2(OC3=C(C4=CC=C(O)C=C4)C(=O)C(=O)C(=C3O2)C2=CC=C(O)C=C2)C=CC1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H18O8/c1-12-17(27)10-11-24(30-12)31-22-18(13-2-6-15(25)7-3-13)20(28)21(29)19(23(22)32-24)14-4-8-16(26)9-5-14/h2-12,17,25-27H,1H3

> <INCHI_KEY>
RJOYVERLYHMZBT-UHFFFAOYSA-N

> <FORMULA>
C24H18O8

> <MOLECULAR_WEIGHT>
434.4

> <EXACT_MASS>
434.10016754

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
44.33849872302187

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5,5',6,6'-tetrahydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
3.4991521536666665

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.724490112365862

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.122431848880675

> <JCHEM_PKA_STRONGEST_BASIC>
-3.328844010248587

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
115.93250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       8.117  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.347  -0.564   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.807  -0.564   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.037   0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.132  -0.476   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.132   2.016   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.807   2.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.347   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.117   0.770   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.657   0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14   29                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15                                                  
CONECT   13   12    6   14                                                  
CONECT   14   13    4                                                       
CONECT   15   12   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15                                                       
CONECT   22    7   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   22                                                       
CONECT   29    4   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    2   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₁₈O₈

Average Mass

434.4000 Da

Monoisotopic Mass

434.10017 Da

IUPAC Name

5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5,5',6,6'-tetrahydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione

Traditional Name

5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione

CAS Registry Number

Not Available

SMILES

CC1OC2(OC3=C(C4=CC=C(O)C=C4)C(=O)C(=O)C(=C3O2)C2=CC=C(O)C=C2)C=CC1O

InChI Identifier

InChI=1S/C24H18O8/c1-12-17(27)10-11-24(30-12)31-22-18(13-2-6-15(25)7-3-13)20(28)21(29)19(23(22)32-24)14-4-8-16(26)9-5-14/h2-12,17,25-27H,1H3

InChI Key

RJOYVERLYHMZBT-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
Tapinella atrotomentosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ortho esters. Ortho esters are compounds having the general structure RC(OR')3 ( R' not H), or the structure C(OR')4 ( R' not H).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ortho esters

Direct Parent

Ortho esters

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Carboxylic acid orthoester
Ortho ester
Phenol
Monocyclic benzene moiety
Pyran
Benzenoid
Meta-dioxolane
Vinylogous ester
Cyclic ketone
Secondary alcohol
Orthocarboxylic acid derivative
Ketone
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
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	3.32	ALOGPS
logP	3.5	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.12	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	115.93 m³·mol⁻¹	ChemAxon
Polarizability	44.34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

14426700

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione (NP0195741)

MOL for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

3D MOL for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

3D SDF for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

3D-SDF for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

PDB for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

3D PDB for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

SMILES for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

INCHI for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

Structure for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)

3D Structure for NP0195741 (5'-hydroxy-4,7-bis(4-hydroxyphenyl)-6'-methyl-5',6'-dihydrospiro[1,3-benzodioxole-2,2'-pyran]-5,6-dione)