NP-MRD: Showing NP-Card for (9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate (NP0167139)

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Record Information

Version

2.0

Created at

2022-09-03 02:40:27 UTC

Updated at

2022-09-03 02:40:27 UTC

NP-MRD ID

NP0167139

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate

Description

ZINC49601313 belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. (9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate is found in Acacia desmondii. Based on a literature review very few articles have been published on ZINC49601313.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032204402D          

 25 27  0  0  1  0            999 V2000
    6.4895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  2  0  0  0  0
 15 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    4.8214    1.9298   -1.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8094    1.6289    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    1.0061    0.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9083    0.7600    2.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665    0.5942   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844    0.8043   -1.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693   -0.0717    0.4634 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847   -0.4503   -0.3543 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6977    0.3225    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944    1.3732    0.7964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -0.1294   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.4310   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4236   -1.8938   -0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5071   -1.0662   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3868    0.2380   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4703    1.0715   -0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2927    2.3662    0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0204    2.7813    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8671    3.9775    0.8051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0119    1.9560    0.2884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1376    0.7200   -0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665   -2.2532   -0.7634 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -1.9341   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -2.5524   -1.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -2.5715    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0188    2.6075   -1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8389    0.9533   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7994    2.4159   -1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6848    1.9479    0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9429    0.3759    2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6999    0.0417    2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1175    1.7027    2.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -0.1511   -1.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -2.9326   -1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886   -1.4502   -1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4452    0.6877   -0.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1497    3.0404    0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -1.9202   -2.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492   -2.4836   -1.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031   -3.6133   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4955   -2.3310    1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956   -3.6812    0.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239   -2.3859    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 21  2  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23  8  1  0
 12 11  1  0
 15 21  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  6
 17 37  1  0
 16 36  1  0
 14 35  1  0
 13 34  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
M  END


  Mrv1652309032204402D          

 25 27  0  0  1  0            999 V2000
    6.4895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  2  0  0  0  0
 15 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0167139

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(\C)C(=O)O[C@@H]1C(=O)C2=C3OC(=O)C=CC3=CC=C2OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O6/c1-5-10(2)18(22)24-17-15(21)14-12(25-19(17,3)4)8-6-11-7-9-13(20)23-16(11)14/h5-9,17H,1-4H3/b10-5-/t17-/m1/s1

> <INCHI_KEY>
PGOMXBOHQUBUMI-OCKNTNFFSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.347

> <EXACT_MASS>
342.1103383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.040064080090474

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(13S)-12,12-dimethyl-4,14-dioxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-13-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.3166080943333336

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.331550083169885

> <JCHEM_PKA_STRONGEST_BASIC>
-4.933254637528581

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
90.7799

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(13S)-12,12-dimethyl-4,14-dioxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-13-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      12.114   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.344   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.804   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.034   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.804   2.104   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.724  -0.564   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.853   0.047   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.853   1.493   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   21                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   11   15                                                  
CONECT   22   12   23                                                       
CONECT   23   22    8   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈O₆

Average Mass

342.3470 Da

Monoisotopic Mass

342.11034 Da

IUPAC Name

(13S)-12,12-dimethyl-4,14-dioxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-13-yl (2Z)-2-methylbut-2-enoate

Traditional Name

(13S)-12,12-dimethyl-4,14-dioxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-13-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

C\C=C(\C)C(=O)O[C@@H]1C(=O)C2=C3OC(=O)C=CC3=CC=C2OC1(C)C

InChI Identifier

InChI=1S/C19H18O6/c1-5-10(2)18(22)24-17-15(21)14-12(25-19(17,3)4)8-6-11-7-9-13(20)23-16(11)14/h5-9,17H,1-4H3/b10-5-/t17-/m1/s1

InChI Key

PGOMXBOHQUBUMI-OCKNTNFFSA-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
Acacia desmondii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Alpha-acyloxy ketone
Fatty acid ester
Pyranone
Benzenoid
Fatty acyl
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Heteroaromatic compound
Carboxylic acid ester
Ketone
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
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	3.03	ALOGPS
logP	3.32	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	11.33	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.78 m³·mol⁻¹	ChemAxon
Polarizability	34.04 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

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

52325847

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate (NP0167139)

MOL for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

3D MOL for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

3D SDF for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

3D-SDF for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

PDB for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

3D PDB for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

SMILES for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

INCHI for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

Structure for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)

3D Structure for NP0167139 ((9s)-8,8-dimethyl-2,10-dioxo-9h-pyrano[2,3-h]chromen-9-yl (2z)-2-methylbut-2-enoate)