NP-MRD: Showing NP-Card for 6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one (NP0040883)

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Record Information

Version

2.0

Created at

2021-06-20 22:55:45 UTC

Updated at

2021-06-30 00:15:04 UTC

NP-MRD ID

NP0040883

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one

Provided By

JEOL Database JEOL Logo

Description

6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one is found in Wachendorfia thyrsiflora L. 6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one was first documented in 2011 (Fang, J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100553D          

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  Mrv1652306212100553D          

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    0.2617    2.8359   -0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    0.7601    0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   -1.0221    1.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -3.3270    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -3.3271    0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -4.2991    2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3645   -1.1894    3.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8460   -1.9055    3.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    1.2315    2.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    0.9384    4.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5237    0.7733    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976    2.8719    2.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323   -3.3523   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6620   -4.0017    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6871   -2.6472    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1847   -0.6450   -0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723    0.0066   -2.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -3.0220   -3.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6902   -2.5459   -5.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  2 32  1  0  0  0  0
 23 22  2  0  0  0  0
  5  6  2  0  0  0  0
 33 22  1  0  0  0  0
 22  9  1  0  0  0  0
  9  7  2  0  0  0  0
  7  6  1  0  0  0  0
 24 25  2  0  0  0  0
  9 10  1  0  0  0  0
 32 33  2  0  0  0  0
  7  8  1  0  0  0  0
 25 26  1  0  0  0  0
 31 30  2  0  0  0  0
 26 27  2  0  0  0  0
  5  4  1  0  0  0  0
 27 28  1  0  0  0  0
 32 31  1  0  0  0  0
 28 29  2  0  0  0  0
 29 24  1  0  0  0  0
 23 24  1  0  0  0  0
  5 33  1  0  0  0  0
 11 20  1  0  0  0  0
 20 18  1  0  0  0  0
 18 16  1  0  0  0  0
 16 13  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
  4  3  1  0  0  0  0
 14 15  1  0  0  0  0
 30 23  1  0  0  0  0
  2  1  2  0  0  0  0
 13 14  1  0  0  0  0
 11 10  1  0  0  0  0
 31 55  1  0  0  0  0
 30 54  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
 25 49  1  0  0  0  0
 26 50  1  0  0  0  0
 27 51  1  0  0  0  0
 28 52  1  0  0  0  0
 29 53  1  0  0  0  0
  6 36  1  0  0  0  0
  8 37  1  0  0  0  0
 11 38  1  6  0  0  0
 16 43  1  1  0  0  0
 17 44  1  0  0  0  0
 18 45  1  6  0  0  0
 19 46  1  0  0  0  0
 20 47  1  1  0  0  0
 21 48  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 13 39  1  6  0  0  0
 15 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040883

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[C@@]2([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C2=C(C([H])=C([H])C3=C2C(=C1[H])C([H])([H])OC3=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H22O9/c25-9-16-19(27)20(28)21(29)24(32-16)33-22-15(26)8-12-10-31-23(30)14-7-6-13(18(22)17(12)14)11-4-2-1-3-5-11/h1-8,16,19-21,24-29H,9-10H2/t16-,19-,20+,21-,24+/m0/s1

> <INCHI_KEY>
PGDMYGHCJPKBBF-RRJPFGDRSA-N

> <FORMULA>
C24H22O9

> <MOLECULAR_WEIGHT>
454.431

> <EXACT_MASS>
454.126382288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.02778961704377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-10-phenyl-8-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
1.2894534633333332

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200766142460187

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.389526598652946

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092357435416

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
114.3305

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-10-phenyl-8-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
   -0.8827   -1.2751   -7.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888   -0.4559   -6.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552    0.6517   -6.4459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5018    1.7489   -5.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8487    1.4153   -4.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9017    2.3529   -3.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2672    2.0887   -2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409    3.0591   -1.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    0.8834   -1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    0.6417   -0.5831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0051    0.3698    0.4342 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1184   -1.0397    0.6505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0256   -1.3799    1.7004 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0825   -2.9111    1.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -3.3297    2.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878   -0.7580    3.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5406   -0.9747    4.0868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259    0.7533    2.8731 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1133    1.3312    4.0727 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4952    1.0798    1.7037 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5301    2.5080    1.5085 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5848   -0.0577   -2.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908   -1.2510   -2.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779   -1.6162   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -2.7537   -0.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -3.1222    0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0169   -2.3626    0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2971   -1.2387   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4380   -0.8729   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059   -2.1203   -3.9372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654   -1.8461   -5.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0911   -0.6753   -5.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1214    0.2265   -4.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5085    2.1396   -5.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262    2.5256   -6.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    3.2952   -3.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2617    2.8359   -0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    0.7601    0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   -1.0221    1.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -3.3270    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -3.3271    0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -4.2991    2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3645   -1.1894    3.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8460   -1.9055    3.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    1.2315    2.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    0.9384    4.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5237    0.7733    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976    2.8719    2.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323   -3.3523   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6620   -4.0017    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6871   -2.6472    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1847   -0.6450   -0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723    0.0066   -2.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -3.0220   -3.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6902   -2.5459   -5.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2 32  1  0
 23 22  2  0
  5  6  2  0
 33 22  1  0
 22  9  1  0
  9  7  2  0
  7  6  1  0
 24 25  2  0
  9 10  1  0
 32 33  2  0
  7  8  1  0
 25 26  1  0
 31 30  2  0
 26 27  2  0
  5  4  1  0
 27 28  1  0
 32 31  1  0
 28 29  2  0
 29 24  1  0
 23 24  1  0
  5 33  1  0
 11 20  1  0
 20 18  1  0
 18 16  1  0
 16 13  1  0
 13 12  1  0
 12 11  1  0
 16 17  1  0
 18 19  1  0
 20 21  1  0
  4  3  1  0
 14 15  1  0
 30 23  1  0
  2  1  2  0
 13 14  1  0
 11 10  1  0
 31 55  1  0
 30 54  1  0
  4 34  1  0
  4 35  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
  6 36  1  0
  8 37  1  0
 11 38  1  6
 16 43  1  1
 17 44  1  0
 18 45  1  6
 19 46  1  0
 20 47  1  1
 21 48  1  0
 14 40  1  0
 14 41  1  0
 13 39  1  6
 15 42  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0      -0.883  -1.275  -7.295  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.889  -0.456  -6.384  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.655   0.652  -6.446  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.502   1.749  -5.539  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.849   1.415  -4.233  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.902   2.353  -3.198  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.267   2.089  -2.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.341   3.059  -1.041  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.419   0.883  -1.811  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.980   0.642  -0.583  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.005   0.370   0.434  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.118  -1.040   0.651  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.026  -1.380   1.700  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.083  -2.911   1.789  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.939  -3.330   2.849  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.588  -0.758   3.039  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.541  -0.975   4.087  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.426   0.753   2.873  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.113   1.331   4.073  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.495   1.080   1.704  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.530   2.508   1.508  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.585  -0.058  -2.872  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.391  -1.251  -2.829  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.278  -1.616  -1.705  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.020  -2.754  -0.922  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.880  -3.122   0.116  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.017  -2.363   0.381  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.297  -1.239  -0.393  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.438  -0.873  -1.432  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.406  -2.120  -3.937  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.665  -1.846  -5.078  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.091  -0.675  -5.153  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.121   0.227  -4.084  0.00  0.00           C+0
HETATM   34  H   UNK     0      -2.509   2.140  -5.354  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.926   2.526  -6.055  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.431   3.295  -3.324  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.262   2.836  -0.297  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.994   0.760   0.155  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.033  -1.022   1.447  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.083  -3.327   1.960  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.453  -3.327   0.846  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.021  -4.299   2.772  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.365  -1.189   3.372  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.846  -1.906   3.996  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.403   1.232   2.732  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.415   0.938   4.798  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.524   0.773   1.932  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.698   2.872   2.404  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.132  -3.352  -1.113  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.662  -4.002   0.715  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.687  -2.647   1.188  0.00  0.00           H+0
HETATM   52  H   UNK     0       5.185  -0.645  -0.191  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.672   0.007  -2.028  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.018  -3.022  -3.915  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.690  -2.546  -5.911  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3   32    1                                                  
CONECT    3    2    4                                                       
CONECT    4    5    3   34   35                                             
CONECT    5    6    4   33                                                  
CONECT    6    5    7   36                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   37                                                       
CONECT    9   22    7   10                                                  
CONECT   10    9   11                                                       
CONECT   11   20   12   10   38                                             
CONECT   12   13   11                                                       
CONECT   13   16   12   14   39                                             
CONECT   14   15   13   40   41                                             
CONECT   15   14   42                                                       
CONECT   16   18   13   17   43                                             
CONECT   17   16   44                                                       
CONECT   18   20   16   19   45                                             
CONECT   19   18   46                                                       
CONECT   20   11   18   21   47                                             
CONECT   21   20   48                                                       
CONECT   22   23   33    9                                                  
CONECT   23   22   24   30                                                  
CONECT   24   25   29   23                                                  
CONECT   25   24   26   49                                                  
CONECT   26   25   27   50                                                  
CONECT   27   26   28   51                                                  
CONECT   28   27   29   52                                                  
CONECT   29   28   24   53                                                  
CONECT   30   31   23   54                                                  
CONECT   31   30   32   55                                                  
CONECT   32    2   33   31                                                  
CONECT   33   22   32    5                                                  
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    6                                                            
CONECT   37    8                                                            
CONECT   38   11                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   16                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   20                                                            
CONECT   48   21                                                            
CONECT   49   25                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   29                                                            
CONECT   54   30                                                            
CONECT   55   31                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  118    0
END

RDKit          3D

55 59  0  0  0  0  0  0  0  0999 V2000
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   -0.0833   -3.3270    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6976    2.8719    2.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323   -3.3523   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6871   -2.6472    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1847   -0.6450   -0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723    0.0066   -2.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -3.0220   -3.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  1  0
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  5  6  2  0
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  4  3  1  0
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  2  1  2  0
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  4 34  1  0
  4 35  1  0
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  6 36  1  0
  8 37  1  0
 11 38  1  6
 16 43  1  1
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 14 40  1  0
 14 41  1  0
 13 39  1  6
 15 42  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₂O₉

Average Mass

454.4310 Da

Monoisotopic Mass

454.12638 Da

IUPAC Name

7-hydroxy-10-phenyl-8-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one

Traditional Name

7-hydroxy-10-phenyl-8-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[C@@]2([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C2=C(C([H])=C([H])C3=C2C(=C1[H])C([H])([H])OC3=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C24H22O9/c25-9-16-19(27)20(28)21(29)24(32-16)33-22-15(26)8-12-10-31-23(30)14-7-6-13(18(22)17(12)14)11-4-2-1-3-5-11/h1-8,16,19-21,24-29H,9-10H2/t16-,19-,20+,21-,24+/m0/s1

InChI Key

PGDMYGHCJPKBBF-RRJPFGDRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Wachendorfia thyrsiflora	JEOL database	Fang, J., et al, Phyto. Lett. 4, 203 (2011)

Chemical Taxonomy

Classification

Not classified

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	1.19	ALOGPS
logP	1.29	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	114.33 m³·mol⁻¹	ChemAxon
Polarizability	45.03 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

Not Available

References

General References

Fang, J., et al. (2011). Fang, J., et al, Phyto. Lett. 4, 203 (2011). Phyto. Lett..

Showing NP-Card for 6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one (NP0040883)

MOL for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

3D MOL for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

3D SDF for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

3D-SDF for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

PDB for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

3D PDB for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

SMILES for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

INCHI for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

Structure for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)

3D Structure for NP0040883 (6-O-beta-D-glucopyranosyl-5-hydroxy-7-phenyl-3H-benzo[de]isochromen-1-one)