NP-MRD: Showing NP-Card for (2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one (NP0202817)

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Record Information

Version

2.0

Created at

2022-09-04 22:07:08 UTC

Updated at

2022-09-04 22:07:08 UTC

NP-MRD ID

NP0202817

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one

Description

MS-II belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. (2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one was first documented in 2020 (PMID: 32822980). Based on a literature review very few articles have been published on MS-II (PMID: 32630626).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052200072D          

 30 34  0  0  1  0            999 V2000
   -2.6167   -1.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -2.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0164    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6336    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
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 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
  8 29  1  0  0  0  0
  7 30  1  0  0  0  0
  2 30  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -2.9188    4.1558   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2727    3.4071    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7710    4.0435    1.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    3.5914    0.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    2.5972    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4348    1.2429   -0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7936    1.0105   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3141   -1.3325   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0462   -1.0672   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4931    0.2281   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7521   -0.5019    0.4861 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1452   -0.0739    0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4152    0.3200    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1271   -0.0944    1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4889   -1.8898   -0.0510 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9053   -2.8606    0.8613 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420   -2.1161   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -3.2646   -0.6175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7588   -2.6211   -0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224   -2.9848   -0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4123   -3.6991   -1.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3543   -3.9824    0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456   -1.8537   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6384   -0.6058   -0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6754    2.0736    0.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1649    0.2994    1.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8178   -0.4535    2.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0636   -2.0855   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5991   -2.4993    1.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -4.7233   -1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5144   -3.7671   -1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -3.1066   -2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4144   -4.4846    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0579   -4.7854    0.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7842   -3.4604    1.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0946   -2.0502   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745    0.1804   -0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
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  9  8  2  0
  8 29  1  0
 29 28  2  0
 28 25  1  0
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 25 24  1  0
  4  2  1  0
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 19 14  1  0
 24  9  1  0
  8  7  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
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  5 38  1  0
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 20 45  1  6
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 29 54  1  0
 28 53  1  0
 26 47  1  0
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 27 50  1  0
 27 51  1  0
 27 52  1  0
M  END


  Mrv1652309052200072D          

 30 34  0  0  1  0            999 V2000
   -2.6167   -1.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -2.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0164    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6336    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    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
  2  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
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 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
  9 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
  8 29  1  0  0  0  0
  7 30  1  0  0  0  0
  2 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202817

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=C(C=C1)C1=C(C(=O)[C@H](O)[C@H](O1)C1=CC=CC=C1)C1=C2C=CC(C)(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O5/c1-24(2)12-10-15-21(29-24)16-11-13-25(3,4)30-23(16)17-18(26)19(27)20(28-22(15)17)14-8-6-5-7-9-14/h5-13,19-20,27H,1-4H3/t19-,20+/m0/s1

> <INCHI_KEY>
ZZNMWGVMOBOREI-VQTJNVASSA-N

> <FORMULA>
C25H24O5

> <MOLECULAR_WEIGHT>
404.462

> <EXACT_MASS>
404.162373873

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.64621423017548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-one

> <JCHEM_LOGP>
4.181892358666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.42026553034838

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.142440157467819

> <JCHEM_PKA_STRONGEST_BASIC>
-4.048032188103172

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
115.47210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one

> <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      -4.884  -3.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.170  -4.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.413   1.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.127   1.127   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.897   2.461   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.127   3.795   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.897   5.128   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.437   5.128   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.207   6.462   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.437   7.796   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.897   7.796   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.127   6.462   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.413   3.795   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.183   5.128   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.183   2.461   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.723   2.461   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.723  -0.206   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.672  -0.550   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.672  -2.530   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.897  -2.874   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   30                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10   24                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   13   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   10   23                                                  
CONECT   23   22                                                            
CONECT   24    9   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28    8                                                       
CONECT   30    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₄O₅

Average Mass

404.4620 Da

Monoisotopic Mass

404.16237 Da

IUPAC Name

(2R,3R)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-one

Traditional Name

(2R,3R)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C=C1)C1=C(C(=O)[C@H](O)[C@H](O1)C1=CC=CC=C1)C1=C2C=CC(C)(C)O1

InChI Identifier

InChI=1S/C25H24O5/c1-24(2)12-10-15-21(29-24)16-11-13-25(3,4)30-23(16)17-18(26)19(27)20(28-22(15)17)14-8-6-5-7-9-14/h5-13,19-20,27H,1-4H3/t19-,20+/m0/s1

InChI Key

ZZNMWGVMOBOREI-VQTJNVASSA-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 pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
3-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Flavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ketone
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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	4.18	ChemAxon
pKa (Strongest Acidic)	12.14	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.47 m³·mol⁻¹	ChemAxon
Polarizability	43.65 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

C00043187

Chemspider ID

23339446

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

MS-II

METLIN ID

Not Available

PubChem Compound

15426600

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ali MFB, Uejo Y, Kishikawa N, Ohyama K, Kuroda N: A selective and highly sensitive high performance liquid chromatography with fluorescence derivatization approach based on Sonogashira coupling reaction for determination of ethinyl estradiol in river water samples. J Chromatogr A. 2020 Sep 27;1628:461440. doi: 10.1016/j.chroma.2020.461440. Epub 2020 Jul 29. [PubMed:32822980 ]
Torrado-Salmeron C, Guarnizo-Herrero V, Gallego-Arranz T, Del Val-Sabugo Y, Torrado G, Morales J, Torrado-Santiago S: Improvement in the Oral Bioavailability and Efficacy of New Ezetimibe Formulations-Comparative Study of a Solid Dispersion and Different Micellar Systems. Pharmaceutics. 2020 Jul 2;12(7):617. doi: 10.3390/pharmaceutics12070617. [PubMed:32630626 ]
LOTUS database [Link]

Showing NP-Card for (2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one (NP0202817)

MOL for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

3D MOL for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

3D SDF for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

3D-SDF for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

PDB for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

3D PDB for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

SMILES for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

INCHI for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

Structure for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)

3D Structure for NP0202817 ((2r,3r)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one)