NP-MRD: Showing NP-Card for cedreprenone (NP0030703)

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Record Information

Version

2.0

Created at

2021-06-19 21:59:11 UTC

Updated at

2021-06-29 23:58:50 UTC

NP-MRD ID

NP0030703

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cedreprenone

Provided By

JEOL Database JEOL Logo

Description

Cedreprenone belongs to the class of organic compounds known as precocenes. These are aromatic heteropolycyclic compounds that contain a 2,2-dimethyl-1-benzopyran moiety, which carries a methoxy group at the ring 7-position. Thus, cedreprenone is considered to be a flavonoid. cedreprenone is found in Cedrelopsis grevei. cedreprenone was first documented in 2003 (Koorbanally, N. A., et al.). Based on a literature review very few articles have been published on Cedreprenone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123593D          

 45 47  0  0  0  0            999 V2000
    3.7083    2.5994    1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396    2.7073    1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    1.6491    2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763    1.7216    3.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612    0.6912    4.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.7602    5.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521   -0.4136    4.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.4720    2.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    0.5708    1.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    0.5262    0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453    0.4843   -0.4599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4977    0.5495    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660    0.4677   -1.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    0.4776   -1.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2795   -0.1877   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5934   -0.1783   -1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026    0.4870   -2.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981    1.1378   -3.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843    1.1279   -2.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -1.5042    2.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1052   -2.6957    2.8735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5744   -3.0516    2.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7993   -3.7976    2.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.5582    4.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052   -1.4911    4.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1919   -3.3793    4.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708   -1.4148    5.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
  8  9  2  0  0  0  0
 18 19  2  0  0  0  0
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 13 14  1  0  0  0  0
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  9  3  1  0  0  0  0
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  1 26  1  0  0  0  0
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  6 30  1  0  0  0  0
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 23 43  1  0  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    3.7083    2.5994    1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396    2.7073    1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    1.6491    2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763    1.7216    3.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612    0.6912    4.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.7602    5.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521   -0.4136    4.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.4720    2.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    0.5708    1.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    0.5262    0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453    0.4843   -0.4599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4977    0.5495    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2795   -0.1877   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5934   -0.1783   -1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026    0.4870   -2.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981    1.1378   -3.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1483   -1.5042    2.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1214   -2.5582    4.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052   -1.4911    4.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3690    2.8635    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788    3.3153    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545    1.5987    0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063    2.5863    4.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247    1.5834    6.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1116    0.4061   -2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0584   -0.7316   -0.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3734   -0.6961   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243    0.4932   -3.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192123593D          

 45 47  0  0  0  0            999 V2000
    3.7083    2.5994    1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396    2.7073    1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    1.6491    2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763    1.7216    3.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0030703

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C([H])=C([H])C(OC2=C(C(=O)C(\[H])=C(/[H])C2=C([H])C([H])=C([H])C([H])=C2[H])C(OC([H])([H])[H])=C1[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O4/c1-21(2)12-11-15-17(23)13-18(24-3)19(20(15)25-21)16(22)10-9-14-7-5-4-6-8-14/h4-13,23H,1-3H3/b10-9+

> <INCHI_KEY>
SFTIQDFUHUUCIC-MDZDMXLPSA-N

> <FORMULA>
C21H20O4

> <MOLECULAR_WEIGHT>
336.387

> <EXACT_MASS>
336.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.91361372708214

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-2H-chromen-8-yl)-3-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
4.329712123666667

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.551546400933283

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.882587831952617

> <JCHEM_PKA_STRONGEST_BASIC>
-4.628972330208632

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
99.71450000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cedreprenone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    3.7083    2.5994    1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396    2.7073    1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    1.6491    2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763    1.7216    3.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612    0.6912    4.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.7602    5.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521   -0.4136    4.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.4720    2.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    0.5708    1.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    0.5262    0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453    0.4843   -0.4599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4977    0.5495    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660    0.4677   -1.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    0.4776   -1.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2795   -0.1877   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5934   -0.1783   -1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026    0.4870   -2.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981    1.1378   -3.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843    1.1279   -2.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -1.5042    2.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1052   -2.6957    2.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -3.0516    2.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7993   -3.7976    2.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.5582    4.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052   -1.4911    4.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3690    2.8635    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788    3.3153    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545    1.5987    0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063    2.5863    4.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247    1.5834    6.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2152    0.6369    0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1116    0.4061   -2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0584   -0.7316   -0.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3734   -0.6961   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243    0.4932   -3.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1349    1.6525   -4.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8128    1.6404   -3.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693   -3.1533    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8634   -3.9868    3.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2376   -2.2546    2.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -3.5414    2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6175   -4.7638    2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -3.9164    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919   -3.3793    4.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708   -1.4148    5.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
 19 14  1  0
 10 12  1  0
  3  2  1  0
  3  4  2  0
  2  1  1  0
 12 13  2  0
 10 11  2  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
 13 14  1  0
  5  7  2  0
 14 15  2  0
 15 16  1  0
  9  3  1  0
  7 25  1  0
  8 20  1  0
 20 21  1  0
 21 24  1  0
 24 25  2  0
 16 17  2  0
 21 22  1  0
  9 10  1  0
 21 23  1  0
  4 29  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 30  1  0
 24 44  1  0
 25 45  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       3.708   2.599   1.133  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.340   2.707   1.532  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.989   1.649   2.329  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.276   1.722   3.692  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.861   0.691   4.534  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.143   0.760   5.873  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.152  -0.414   4.034  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.852  -0.472   2.666  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.258   0.571   1.816  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.946   0.526   0.372  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.845   0.484  -0.460  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.498   0.550   0.012  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.866   0.468  -1.275  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.264   0.478  -1.725  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.280  -0.188  -1.025  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.593  -0.178  -1.500  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.903   0.487  -2.685  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.898   1.138  -3.398  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.584   1.128  -2.923  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.148  -1.504   2.104  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.105  -2.696   2.874  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.574  -3.052   2.616  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.799  -3.798   2.311  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.121  -2.558   4.358  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.705  -1.491   4.909  0.00  0.00           C+0
HETATM   26  H   UNK     0       4.369   2.864   1.966  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.879   3.315   0.324  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.954   1.599   0.761  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.806   2.586   4.078  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.625   1.583   6.058  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.215   0.637   0.819  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.112   0.406  -2.058  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.058  -0.732  -0.110  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.373  -0.696  -0.949  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.924   0.493  -3.055  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.135   1.653  -4.325  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.813   1.640  -3.494  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.769  -3.153   1.542  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.863  -3.987   3.108  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.238  -2.255   2.974  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.857  -3.541   2.442  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.618  -4.764   2.794  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.644  -3.916   1.232  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.192  -3.379   4.997  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.871  -1.415   5.978  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   29                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   30                                                       
CONECT    7    8    5   25                                                  
CONECT    8    9    7   20                                                  
CONECT    9    8    3   10                                                  
CONECT   10   12   11    9                                                  
CONECT   11   10                                                            
CONECT   12   10   13   31                                                  
CONECT   13   12   14   32                                                  
CONECT   14   19   13   15                                                  
CONECT   15   14   16   33                                                  
CONECT   16   15   17   34                                                  
CONECT   17   18   16   35                                                  
CONECT   18   17   19   36                                                  
CONECT   19   18   14   37                                                  
CONECT   20    8   21                                                       
CONECT   21   20   24   22   23                                             
CONECT   22   21   38   39   40                                             
CONECT   23   21   41   42   43                                             
CONECT   24   21   25   44                                                  
CONECT   25    7   24   45                                                  
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    6                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   22                                                            
CONECT   39   22                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   23                                                            
CONECT   43   23                                                            
CONECT   44   24                                                            
CONECT   45   25                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

RDKit          3D

45 47  0  0  0  0  0  0  0  0999 V2000
    3.7083    2.5994    1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396    2.7073    1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    1.6491    2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763    1.7216    3.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612    0.6912    4.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.7602    5.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521   -0.4136    4.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.4720    2.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    0.5708    1.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    0.5262    0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453    0.4843   -0.4599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4977    0.5495    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660    0.4677   -1.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    0.4776   -1.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2795   -0.1877   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5934   -0.1783   -1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026    0.4870   -2.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981    1.1378   -3.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843    1.1279   -2.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -1.5042    2.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1052   -2.6957    2.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -3.0516    2.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7993   -3.7976    2.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.5582    4.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052   -1.4911    4.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3690    2.8635    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788    3.3153    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545    1.5987    0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063    2.5863    4.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247    1.5834    6.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2152    0.6369    0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1116    0.4061   -2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0584   -0.7316   -0.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3734   -0.6961   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243    0.4932   -3.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1349    1.6525   -4.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8128    1.6404   -3.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693   -3.1533    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8634   -3.9868    3.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2376   -2.2546    2.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -3.5414    2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6175   -4.7638    2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -3.9164    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919   -3.3793    4.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708   -1.4148    5.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
 19 14  1  0
 10 12  1  0
  3  2  1  0
  3  4  2  0
  2  1  1  0
 12 13  2  0
 10 11  2  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
 13 14  1  0
  5  7  2  0
 14 15  2  0
 15 16  1  0
  9  3  1  0
  7 25  1  0
  8 20  1  0
 20 21  1  0
 21 24  1  0
 24 25  2  0
 16 17  2  0
 21 22  1  0
  9 10  1  0
 21 23  1  0
  4 29  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 30  1  0
 24 44  1  0
 25 45  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₄

Average Mass

336.3870 Da

Monoisotopic Mass

336.13616 Da

IUPAC Name

(2E)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-2H-chromen-8-yl)-3-phenylprop-2-en-1-one

Traditional Name

cedreprenone

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C([H])=C([H])C(OC2=C(C(=O)C(\[H])=C(/[H])C2=C([H])C([H])=C([H])C([H])=C2[H])C(OC([H])([H])[H])=C1[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C21H20O4/c1-21(2)12-11-15-17(23)13-18(24-3)19(20(15)25-21)16(22)10-9-14-7-5-4-6-8-14/h4-13,23H,1-3H3/b10-9+

InChI Key

SFTIQDFUHUUCIC-MDZDMXLPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Cedrelopsis grevei	JEOL database	Koorbanally, N. A., et al., Phytochemistry 62, 1225 (2003)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as precocenes. These are aromatic heteropolycyclic compounds that contain a 2,2-dimethyl-1-benzopyran moiety, which carries a methoxy group at the ring 7-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Precocenes

Alternative Parents

Substituents

Precocene
Cinnamic acid or derivatives
Anisole
Aryl ketone
Styrene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Alpha,beta-unsaturated ketone
Enone
Ketone
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120238 )

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	4.72	ALOGPS
logP	4.33	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	7.88	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	99.71 m³·mol⁻¹	ChemAxon
Polarizability	36.91 Å³	ChemAxon
Number of Rings	3	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

C00014447

Chemspider ID

9934185

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Koorbanally, N. A., et al. (2003). Koorbanally, N. A., et al., Phytochemistry 62, 1225 (2003) . Phytochem..

Showing NP-Card for cedreprenone (NP0030703)

MOL for NP0030703 (cedreprenone)

3D MOL for NP0030703 (cedreprenone)

3D SDF for NP0030703 (cedreprenone)

3D-SDF for NP0030703 (cedreprenone)

PDB for NP0030703 (cedreprenone)

3D PDB for NP0030703 (cedreprenone)

SMILES for NP0030703 (cedreprenone)

INCHI for NP0030703 (cedreprenone)

Structure for NP0030703 (cedreprenone)

3D Structure for NP0030703 (cedreprenone)