NP-MRD: Showing NP-Card for Khrinone B (NP0001527)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-08-25 21:52:52 UTC

Updated at

2020-11-24 22:24:13 UTC

NP-MRD ID

NP0001527

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Khrinone B

Description

Khrinone B belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Based on a literature review very few articles have been published on Khrinone B.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0001527
     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    5.8899    0.6284   -1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2064    0.3133   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.3428   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0177    0.6742   -1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6577    0.6798   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8251    1.0091   -2.3390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    0.3648   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123    0.3868    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715    1.4204   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    1.4571   -0.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1544    0.4954    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562    0.5785    0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -0.4134    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6960   -0.3247    0.8478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506   -1.4960    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541   -1.5881    1.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -2.6858    1.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -0.5940    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311   -0.6368    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6002    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.0363    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252    0.0209    0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037   -0.3211    1.9643 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520    0.0262   -2.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650    0.4331   -1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    1.7104   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    0.9291   -2.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534    1.2401   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    2.2501   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0433    1.4363   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2040   -0.7266    0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250   -2.2844    1.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242   -3.0142    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582   -0.2099    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -0.5380    2.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  8  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 21 34  1  0
 23 35  1  0
M  END


  Mrv1652309042020412D          

 23 25  0  0  0  0            999 V2000
 9999.3090 9998.9513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0213 9998.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.878910000.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.455310001.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8789 9998.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.5946 9998.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.882910001.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.168310001.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.168310000.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8828 9999.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1655 9999.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.451110000.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7365 9999.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7365 9998.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4510 9998.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1655 9998.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.309210001.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.594710001.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.594710000.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3092 9999.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.023710000.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.023710001.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8833 9998.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  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
  8  4  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 11  1  0  0  0  0
 14  2  1  0  0  0  0
 11  3  1  0  0  0  0
 16  5  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
  1 20  2  0  0  0  0
 21 13  1  0  0  0  0
 18  7  2  0  0  0  0
 10 19  2  0  0  0  0
 10 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001527

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C(C=C1O)C1=COC2=CC(O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O7/c1-22-13-5-10(18)8(4-11(13)19)9-6-23-14-3-7(17)2-12(20)15(14)16(9)21/h2-6,17-20H,1H3

> <INCHI_KEY>
HSMWTKNHVZRTCO-UHFFFAOYSA-N

> <FORMULA>
C16H12O7

> <MOLECULAR_WEIGHT>
316.265

> <EXACT_MASS>
316.058302726

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.457731952313583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
2.6156358023333333

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.08737198390752

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.540746141393161

> <JCHEM_PKA_STRONGEST_BASIC>
-4.774016923304983

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
80.12700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
khrinone B

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001527
     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    5.8899    0.6284   -1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2064    0.3133   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.3428   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0177    0.6742   -1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6577    0.6798   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8251    1.0091   -2.3390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    0.3648   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123    0.3868    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715    1.4204   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    1.4571   -0.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1544    0.4954    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562    0.5785    0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -0.4134    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6960   -0.3247    0.8478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506   -1.4960    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541   -1.5881    1.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -2.6858    1.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -0.5940    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311   -0.6368    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6002    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.0363    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252    0.0209    0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037   -0.3211    1.9643 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520    0.0262   -2.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650    0.4331   -1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    1.7104   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    0.9291   -2.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534    1.2401   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    2.2501   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0433    1.4363   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2040   -0.7266    0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250   -2.2844    1.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242   -3.0142    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582   -0.2099    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -0.5380    2.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  8  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 21 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0    8665.3778664.709   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8666.7068663.945   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8672.0418667.026   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8660.0508669.347   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8672.0418663.945   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8673.3778664.717   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.7158669.341   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8661.3818668.571   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.3818667.031   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.7158666.261   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8670.7098666.256   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8669.3758667.026   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.0418666.256   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.0418664.716   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.3758663.946   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8670.7098664.716   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8665.3778669.341   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8664.0438668.571   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.0438667.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8665.3778666.261   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8666.7118667.031   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8666.7118668.571   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8662.7158664.721   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   14                                                            
CONECT    3   11                                                            
CONECT    4    8                                                            
CONECT    5    6   16                                                       
CONECT    6    5                                                            
CONECT    7    8   18                                                       
CONECT    8    7    9    4                                                  
CONECT    9    8   10                                                       
CONECT   10    9   19   23                                                  
CONECT   11   12   16    3                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15    2                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11    5                                                  
CONECT   17   18   22                                                       
CONECT   18   19   17    7                                                  
CONECT   19   18   20   10                                                  
CONECT   20   19   21    1                                                  
CONECT   21   20   22   13                                                  
CONECT   22   21   17                                                       
CONECT   23   10                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    NP0001527
HETATM    1  C1  UNL     1       5.890   0.628  -1.645  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.206   0.313  -0.445  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.816   0.343  -0.367  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.018   0.674  -1.438  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.658   0.680  -1.279  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.825   1.009  -2.339  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.038   0.365  -0.080  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.412   0.387   0.010  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.172   1.420  -0.487  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.470   1.457  -0.412  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.154   0.495   0.151  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.556   0.579   0.208  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.293  -0.413   0.792  1.00  0.00           C  
HETATM   14  O4  UNL     1      -6.696  -0.325   0.848  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.651  -1.496   1.323  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.254  -1.588   1.271  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.706  -2.686   1.817  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.504  -0.594   0.685  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.131  -0.637   0.608  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.480  -1.600   1.075  1.00  0.00           O  
HETATM   21  C15 UNL     1       1.850   0.036   0.981  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.225   0.021   0.854  1.00  0.00           C  
HETATM   23  O7  UNL     1       4.004  -0.321   1.964  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.552   0.026  -2.502  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.965   0.433  -1.506  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.737   1.710  -1.897  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.487   0.929  -2.403  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.253   1.240  -3.218  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.668   2.250  -0.966  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.043   1.436  -0.214  1.00  0.00           H  
HETATM   31  H8  UNL     1      -7.204  -0.727   0.060  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.225  -2.284   1.784  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.824  -3.014   1.931  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.358  -0.210   1.929  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.561  -0.538   2.833  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   27
CONECT    5    6    7    7
CONECT    6   28
CONECT    7    8   21
CONECT    8    9    9   19
CONECT    9   10   29
CONECT   10   11
CONECT   11   12   12   18
CONECT   12   13   30
CONECT   13   14   15   15
CONECT   14   31
CONECT   15   16   32
CONECT   16   17   18   18
CONECT   17   33
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   22   34
CONECT   22   23
CONECT   23   35
END

NP0001527
     RDKit          3D

35 37  0  0  0  0  0  0  0  0999 V2000
    5.8899    0.6284   -1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2064    0.3133   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.3428   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0177    0.6742   -1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6577    0.6798   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8251    1.0091   -2.3390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    0.3648   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123    0.3868    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715    1.4204   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    1.4571   -0.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1544    0.4954    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562    0.5785    0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -0.4134    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6960   -0.3247    0.8478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506   -1.4960    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541   -1.5881    1.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -2.6858    1.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -0.5940    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311   -0.6368    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6002    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.0363    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252    0.0209    0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037   -0.3211    1.9643 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520    0.0262   -2.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650    0.4331   -1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    1.7104   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    0.9291   -2.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534    1.2401   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    2.2501   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0433    1.4363   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2040   -0.7266    0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250   -2.2844    1.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242   -3.0142    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582   -0.2099    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -0.5380    2.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  8  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 21 34  1  0
 23 35  1  0
M  END

View in JSmol

Synonyms

Value	Source
3-(2,5-Dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one	HMDB
Khrinone B	HMDB

Chemical Formula

C₁₆H₁₂O₇

Average Mass

316.2650 Da

Monoisotopic Mass

316.05830 Da

IUPAC Name

3-(2,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

khrinone B

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(C(O)=C1)C1=COC2=CC(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C16H12O7/c1-22-13-5-10(18)8(4-11(13)19)9-6-23-14-3-7(17)2-12(20)15(14)16(9)21/h2-6,17-20H,1H3

InChI Key

HSMWTKNHVZRTCO-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400Mz MHz, DMSO, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400Mz, DMSO, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-25	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Dalbergia parviflora	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

3'-hydroxy,4'-methoxyisoflavonoids

Alternative Parents

Substituents

4p-o-methylisoflavone
3'-hydroxy,4'-methoxyisoflavonoid
Isoflavone
Hydroxyisoflavonoid
Chromone
Methoxyphenol
Benzopyran
1-benzopyran
Phenoxy compound
Hydroquinone
Anisole
Phenol ether
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	2.65	ALOGPS
logP	2.62	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.54	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.13 m³·mol⁻¹	ChemAxon
Polarizability	30.46 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

HMDB0129335

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB088186

KNApSAcK ID

C00047947

Chemspider ID

24660421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44613667

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Khrinone B (NP0001527)

MOL for NP0001527 (Khrinone B)

3D MOL for NP0001527 (Khrinone B)

3D SDF for NP0001527 (Khrinone B)

3D-SDF for NP0001527 (Khrinone B)

PDB for NP0001527 (Khrinone B)

3D PDB for NP0001527 (Khrinone B)

SMILES for NP0001527 (Khrinone B)

INCHI for NP0001527 (Khrinone B)

Structure for NP0001527 (Khrinone B)

3D Structure for NP0001527 (Khrinone B)