NP-MRD: Showing NP-Card for 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one (NP0208574)

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Record Information

Version

2.0

Created at

2022-09-05 05:37:51 UTC

Updated at

2022-09-05 05:37:51 UTC

NP-MRD ID

NP0208574

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one

Description

SCHEMBL14516607 belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one is found in Sarcandra glabra. SCHEMBL14516607 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191516052D          

 32 35  0  0  0  0            999 V2000
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -1.2872   -0.1217   -2.5951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877   -0.4284   -1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2709    0.1299   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1985    0.9902   -0.4363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1278    0.6100   -0.5866 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6701    1.2839   -1.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653    0.5227   -2.1456 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5791    0.9772   -3.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7592    0.2881   -3.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9224    0.8886   -1.0373 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2598    2.2425   -1.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4393    0.5609    0.3362 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6235   -0.7881    0.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890    1.0045    0.5567 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9575    2.3877    0.7044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.1995    0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    0.3049    2.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.4044    3.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155    0.0125    4.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623    1.2149    4.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6030    1.6376    6.0710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4862    1.9587    3.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708    1.4872    2.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479   -1.0651    0.8803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821   -1.6284   -0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347   -2.5130   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9521   -3.0736   -1.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323   -3.9772   -1.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4221   -2.7581   -2.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3686   -1.8726   -2.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920   -1.5172   -3.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398   -1.3030   -1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534   -0.4840   -0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925    2.3390   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    1.2506   -2.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728   -0.5540   -2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679    0.7075   -4.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    2.0525   -3.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -0.6632   -3.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8501    0.2898   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152    2.5824   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0464    1.1244    1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4541   -1.0518    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6620    0.5207    1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211    2.5846    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805   -1.3446    3.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008   -0.5535    5.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.2054    6.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    2.9180    3.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970    2.0878    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8535   -2.7647    0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8620   -4.9721   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8308   -3.2005   -3.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701   -1.9262   -4.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3 16  2  0
 16 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32  2  1  0
  2  1  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  5 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 12 10  1  0
 10 11  1  0
 10  7  1  0
  2  3  1  0
 23 17  1  0
 32 25  1  0
  9 39  1  0
  8 37  1  0
  8 38  1  0
  7 36  1  6
  6 34  1  0
  6 35  1  0
  5 33  1  6
 26 51  1  0
 28 52  1  0
 29 53  1  0
 31 54  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 14 44  1  1
 15 45  1  0
 12 42  1  1
 13 43  1  0
 10 40  1  6
 11 41  1  0
M  END


  Mrv1533004191516052D          

 32 35  0  0  0  0            999 V2000
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208574

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1CC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O10/c23-8-10-5-15(18(28)20(30)17(10)27)32-22-19(29)16-13(26)6-12(25)7-14(16)31-21(22)9-1-3-11(24)4-2-9/h1-4,6-7,10,15,17-18,20,23-28,30H,5,8H2

> <INCHI_KEY>
GFDAZMDWJRXJFT-UHFFFAOYSA-N

> <FORMULA>
C22H22O10

> <MOLECULAR_WEIGHT>
446.408

> <EXACT_MASS>
446.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.52094851966997

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
0.1171028223333335

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.873925665895878

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.376766140886158

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6322794630175412

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
111.03270000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17    7   19                                                  
CONECT   19   18                                                            
CONECT   20    8   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20                                                       
CONECT   27    5   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    3   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂O₁₀

Average Mass

446.4080 Da

Monoisotopic Mass

446.12130 Da

IUPAC Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one

CAS Registry Number

Not Available

SMILES

OCC1CC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C22H22O10/c23-8-10-5-15(18(28)20(30)17(10)27)32-22-19(29)16-13(26)6-12(25)7-14(16)31-21(22)9-1-3-11(24)4-2-9/h1-4,6-7,10,15,17-18,20,23-28,30H,5,8H2

InChI Key

GFDAZMDWJRXJFT-UHFFFAOYSA-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
Sarcandra glabra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Cyclohexanol
Phenol
Pyranone
Benzenoid
Pyran
Cyclitol or derivatives
Monocyclic benzene moiety
Vinylogous acid
Cyclic alcohol
Heteroaromatic compound
Secondary alcohol
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen 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	0.8	ALOGPS
logP	0.12	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.03 m³·mol⁻¹	ChemAxon
Polarizability	43.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

89355481

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one (NP0208574)

MOL for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

3D MOL for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

3D SDF for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

3D-SDF for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

PDB for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

3D PDB for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

SMILES for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

INCHI for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

Structure for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)

3D Structure for NP0208574 (5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy}chromen-4-one)