NP-MRD: Showing NP-Card for cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione (NP0052471)

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Record Information

Version

2.0

Created at

2022-04-27 23:30:04 UTC

Updated at

2022-04-27 23:30:04 UTC

NP-MRD ID

NP0052471

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione

Description

(11R,15S)-5-(3,4-dihydroxyphenyl)-9,13-dihydroxy-12-methyl-4,16-dioxatetracyclo[8.6.0.0³,⁸.0¹¹,¹⁵]Hexadeca-1(10),2,5,8,12-pentaene-7,14-dione belongs to the class of organic compounds known as furanoflavones. These are polycyclic aromatic compounds containing a furan ring fused to a flavan-3-one. cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione is found in Cassia nomame. Based on a literature review very few articles have been published on (11R,15S)-5-(3,4-dihydroxyphenyl)-9,13-dihydroxy-12-methyl-4,16-dioxatetracyclo[8.6.0.0³,⁸.0¹¹,¹⁵]Hexadeca-1(10),2,5,8,12-pentaene-7,14-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201302D          

 29 33  0  0  1  0            999 V2000
    1.1348   -2.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9856   -3.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6137   -3.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5402   -2.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121   -1.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3175   -2.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455   -2.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7963   -3.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0191   -3.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8699   -4.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7228   -2.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720   -1.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493   -1.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2774   -1.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1282   -2.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3509   -3.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7563   -3.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0547   -1.6823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -4.4291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1678   -3.1917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1884   -2.4475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4092   -1.8788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -2.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750   -1.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554   -3.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298   -3.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210   -4.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -3.7240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 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
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
  3 20  1  0  0  0  0
 21  2  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
  1 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -4.7563    0.5744   -1.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6904   -0.1857   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4473   -1.2500    0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3670   -1.8041   -0.7732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2193   -1.8267    1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9323   -2.6530    2.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9602   -1.2145    1.9142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8123   -1.9073    1.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8202   -1.0329    1.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518   -1.2068    0.8339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315   -0.1535    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6252   -0.3260    0.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4331    0.6251   -0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614    0.3157   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    1.2611   -0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1073    0.9143   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.3569   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9071   -0.6790   -0.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6649   -1.3034   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1276   -2.5838   -0.0196 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3475   -0.9555   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    1.8449   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    2.0864   -0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0724    3.2319   -0.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    1.0628    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508    1.2592    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2446    2.4624    0.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4229    0.1741    0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602    0.0870    1.1186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0676   -0.0668   -2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4872    1.3948   -1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7664    0.9910   -1.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2885   -1.4457   -0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9280   -1.0366    3.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0245   -2.1674    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4567    2.2718   -1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217    1.6706   -1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6083   -0.0444   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4409   -3.2816    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6467   -1.6922    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5058    2.6658   -0.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    3.3404   -0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    0.9401    1.7267 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 28  2  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 25  2  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 13  2  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 29  2  1  0
 11 25  1  0
 21 14  1  0
 29  7  1  0
 10  9  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  7 34  1  1
 29 43  1  1
 27 42  1  0
 22 41  1  0
 10 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv1652304282201302D          

 29 33  0  0  1  0            999 V2000
    1.1348   -2.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9856   -3.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6137   -3.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5402   -2.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121   -1.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3175   -2.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455   -2.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7963   -3.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0191   -3.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8699   -4.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7228   -2.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720   -1.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493   -1.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2774   -1.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1282   -2.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3509   -3.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7563   -3.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0547   -1.6823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -4.4291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1678   -3.1917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1884   -2.4475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4092   -1.8788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -2.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750   -1.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554   -3.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298   -3.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210   -4.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -3.7240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 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
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
  3 20  1  0  0  0  0
 21  2  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
  1 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052471

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(O)C(=O)[C@H]2OC3=C([C@@H]12)C(O)=C1C(=O)C=C(OC1=C3)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H14O8/c1-7-15-17-14(29-21(15)20(27)18(7)25)6-13-16(19(17)26)11(24)5-12(28-13)8-2-3-9(22)10(23)4-8/h2-6,15,21-23,25-26H,1H3/t15-,21+/m1/s1

> <INCHI_KEY>
VILOWVUOQBNWPP-VFNWGFHPSA-N

> <FORMULA>
C21H14O8

> <MOLECULAR_WEIGHT>
394.335

> <EXACT_MASS>
394.068867411

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
38.83601472197365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(11R,15S)-5-(3,4-dihydroxyphenyl)-9,13-dihydroxy-12-methyl-4,16-dioxatetracyclo[8.6.0.0^{3,8}.0^{11,15}]hexadeca-1(10),2,5,8,12-pentaene-7,14-dione

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
2.4882126786666663

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.791645343001284

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.989074458225406

> <JCHEM_PKA_STRONGEST_BASIC>
-4.374533153586822

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
102.1057

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(11R,15S)-5-(3,4-dihydroxyphenyl)-9,13-dihydroxy-12-methyl-4,16-dioxatetracyclo[8.6.0.0^{3,8}.0^{11,15}]hexadeca-1(10),2,5,8,12-pentaene-7,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.118  -4.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.840  -5.755   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.012  -6.753   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.463  -6.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.742  -4.722   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.569  -3.724   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.193  -4.206   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.365  -5.205   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.087  -6.719   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.636  -7.235   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.357  -8.750   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.816  -4.689   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.094  -3.174   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.545  -2.658   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.718  -3.656   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.439  -5.171   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.988  -5.687   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.612  -6.169   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.169  -3.140   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.734  -8.268   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.313  -5.958   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.352  -4.569   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.764  -3.507   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.878  -4.772   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.940  -3.656   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.157  -6.286   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.802  -7.019   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.599  -8.546   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.546  -6.951   0.000  0.00  0.00           O+0
CONECT    1    2    6   23                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16                                                            
CONECT   19   15                                                            
CONECT   20    3                                                            
CONECT   21    2   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22    1                                                       
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26   21   28                                                  
CONECT   28   27                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₄O₈

Average Mass

394.3350 Da

Monoisotopic Mass

394.06887 Da

IUPAC Name

(11R,15S)-5-(3,4-dihydroxyphenyl)-9,13-dihydroxy-12-methyl-4,16-dioxatetracyclo[8.6.0.0^{3,8}.0^{11,15}]hexadeca-1(10),2,5,8,12-pentaene-7,14-dione

Traditional Name

(11R,15S)-5-(3,4-dihydroxyphenyl)-9,13-dihydroxy-12-methyl-4,16-dioxatetracyclo[8.6.0.0^{3,8}.0^{11,15}]hexadeca-1(10),2,5,8,12-pentaene-7,14-dione

CAS Registry Number

Not Available

SMILES

CC1=C(O)C(=O)[C@H]2OC3=C([C@@H]12)C(O)=C1C(=O)C=C(OC1=C3)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C21H14O8/c1-7-15-17-14(29-21(15)20(27)18(7)25)6-13-16(19(17)26)11(24)5-12(28-13)8-2-3-9(22)10(23)4-8/h2-6,15,21-23,25-26H,1H3/t15-,21+/m1/s1

InChI Key

VILOWVUOQBNWPP-VFNWGFHPSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cassia nomame	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoflavones. These are polycyclic aromatic compounds containing a furan ring fused to a flavan-3-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Furanoflavones

Alternative Parents

Substituents

Furanoflavone
Furanoflavonoid or dihydroflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Furanochromone
Chromone
Benzopyran
1-benzopyran
Coumaran
Catechol
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Heteroaromatic compound
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Enol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.12	ALOGPS
logP	2.49	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	102.11 m³·mol⁻¹	ChemAxon
Polarizability	38.84 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

162894555

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione (NP0052471)

MOL for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

3D MOL for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

3D SDF for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

3D-SDF for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

PDB for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

3D PDB for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

SMILES for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

INCHI for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

Structure for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)

3D Structure for NP0052471 (cis-(+-)-2-(3,4-Dihydroxyphenyl)-5b,8a-dihydro-5,7-dihydroxy-6-methyl-4H,8H-cyclopenta[4,5]furo[3,2-g]-1-benzopyran-4,8-dione)