NP-MRD: Showing NP-Card for (3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one (NP0253968)

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Record Information

Version

1.0

Created at

2022-09-07 17:59:48 UTC

Updated at

2022-09-07 17:59:48 UTC

NP-MRD ID

NP0253968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one

Description

(3S,5R)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]Tetradeca-1(10),2(7),8,12-tetraen-11-one belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton. (3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one is found in Sarcolobus globosus. It was first documented in 2002 (PMID: 35412727). Based on a literature review a significant number of articles have been published on (3S,5R)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]Tetradeca-1(10),2(7),8,12-tetraen-11-one (PMID: 36099392) (PMID: 31661213) (PMID: 31593386) (PMID: 29589881).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072219592D          

 29 33  0  0  1  0            999 V2000
    6.1130   -0.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5408   -1.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3670   -1.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -1.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940   -1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1385   -0.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3377   -0.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655   -0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647   -0.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7361    0.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0647    0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2933    1.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2789    1.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797    1.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083    0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    0.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813    1.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1178    1.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3988    0.3802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7480   -0.1268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5124   -0.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5544   -1.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010   -0.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7107    0.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5114   -0.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0837    0.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8844    0.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
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 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 14 15  2  0  0  0  0
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 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
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 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 13  1  6  0  0  0
 22 23  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  8 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    6.9103   -0.3179    1.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1104   -0.1648    0.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7444   -0.1301    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1197   -0.2511    1.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7250   -0.2098    1.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0346   -0.3253    2.6926 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7551   -0.4901    3.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5774   -0.0011    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1248   -1.0640   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202   -1.0032   -0.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0739    0.0315    0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4204    1.1114    0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0356    1.0996    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526    2.0858    1.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5797    0.7094    0.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7323   -0.5284    0.0657 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3755   -1.0341   -0.1287 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2085   -0.5767   -1.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8927    0.7667   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5572   -1.6845   -2.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426    0.0740   -0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    0.0337   -0.9864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7294    0.1420   -2.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1839    0.3079   -3.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9948   -1.3860    1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5458    0.2539    4.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.5196    4.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2654   -1.4826    3.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -1.9407   -0.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5255   -1.2218    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1806    0.7894   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8549    1.1060   -1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1748   -1.4012   -3.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6390   -1.9286   -2.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439    0.2022   -1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -0.1334   -3.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0789    1.3978   -3.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376   -0.1495   -4.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 26 27  2  0
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 27  3  1  0
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  1 30  1  0
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 25 46  1  0
 25 47  1  0
M  END


  Mrv1652309072219592D          

 29 33  0  0  1  0            999 V2000
    6.1130   -0.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5408   -1.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3670   -1.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -1.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940   -1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1385   -0.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3377   -0.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655   -0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647   -0.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7361    0.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0647    0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2933    1.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2789    1.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797    1.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083    0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    0.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813    1.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1178    1.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3988    0.3802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7480   -0.1268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5124   -0.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5544   -1.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010   -0.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7107    0.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5114   -0.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0837    0.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8844    0.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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  4  5  1  0  0  0  0
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 14 20  1  0  0  0  0
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 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C(C=C1OC)C1=COC2=C3[C@H]4[C@@H](OC3=CC=C2C1=O)C4(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O6/c1-23(2)19-18-14(29-22(19)23)7-6-11-20(24)13(10-28-21(11)18)12-8-16(26-4)17(27-5)9-15(12)25-3/h6-10,19,22H,1-5H3/t19-,22+/m0/s1

> <INCHI_KEY>
GUBOZMSGAMLXPU-SIKLNZKXSA-N

> <FORMULA>
C23H22O6

> <MOLECULAR_WEIGHT>
394.423

> <EXACT_MASS>
394.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.12825819919511

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,5R)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0^{2,7}.0^{3,5}]tetradeca-1,7,9,12-tetraen-11-one

> <JCHEM_LOGP>
3.4409524879999993

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.245625157504483

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
106.1825

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,5R)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0^{2,7}.0^{3,5}]tetradeca-1,7,9,12-tetraen-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      11.411  -0.856   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.343  -1.966   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.848  -1.596   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.780  -2.705   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.285  -2.335   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.217  -3.444   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.722  -3.074   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.858  -0.855   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.364  -0.485   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.296  -1.594   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.801  -1.224   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.374   0.256   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.121   0.626   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.547   2.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.521   3.215   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.015   2.845   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.442   1.365   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.937   0.995   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.005   2.105   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.087   2.158   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.611   0.710   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.396  -0.237   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.823  -0.816   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.902  -2.354   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.295  -1.268   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.927   0.254   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.421  -0.116   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.489   0.994   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.984   0.623   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   26                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17    9   19                                                  
CONECT   19   18                                                            
CONECT   20   14   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   13   23                                                  
CONECT   23   22   21   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    8   27                                                       
CONECT   27   26    3   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₂O₆

Average Mass

394.4230 Da

Monoisotopic Mass

394.14164 Da

IUPAC Name

(3S,5R)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0^{2,7}.0^{3,5}]tetradeca-1,7,9,12-tetraen-11-one

Traditional Name

(3S,5R)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0^{2,7}.0^{3,5}]tetradeca-1,7,9,12-tetraen-11-one

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C(C=C1OC)C1=COC2=C3[C@H]4[C@@H](OC3=CC=C2C1=O)C4(C)C

InChI Identifier

InChI=1S/C23H22O6/c1-23(2)19-18-14(29-22(19)23)7-6-11-20(24)13(10-28-21(11)18)12-8-16(26-4)17(27-5)9-15(12)25-3/h6-10,19,22H,1-5H3/t19-,22+/m0/s1

InChI Key

GUBOZMSGAMLXPU-SIKLNZKXSA-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
Sarcolobus globosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Pyranoisoflavonoids

Direct Parent

Pyranoisoflavonoids

Alternative Parents

Substituents

Pyranoisoflavonoid
3p-methoxyisoflavone
4p-o-methylisoflavone
Isoflavone
Pyranochromene
Chromone
Chromane
Benzopyran
1-benzopyran
Coumaran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
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	3.44	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.18 m³·mol⁻¹	ChemAxon
Polarizability	42.13 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

163003906

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Freebody J: "The Root of All Evil is Inactivity": The Response of French Psychiatrists to New Approaches to Patient Work and Occupation, 1918-1939. 2021. [PubMed:36099392 ]
Authors unspecified: Childhood Pulmonary Inflammatory Myofibroblastic Tumors Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:35412727 ]
Authors unspecified: Childhood Adrenocortical Carcinoma Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:31661213 ]
Authors unspecified: Childhood Breast Tumors Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:31593386 ]
Authors unspecified: Cognitive Impairment in Adults with Non-Central Nervous System Cancers (PDQ(R)): Patient Version. 2002. [PubMed:29589881 ]
LOTUS database [Link]

Showing NP-Card for (3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one (NP0253968)

MOL for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

3D MOL for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

3D SDF for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

3D-SDF for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

PDB for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

3D PDB for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

SMILES for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

INCHI for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

Structure for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)

3D Structure for NP0253968 ((3s,5r)-4,4-dimethyl-12-(2,4,5-trimethoxyphenyl)-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9,12-tetraen-11-one)