NP-MRD: Showing NP-Card for 1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one (NP0292243)

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Record Information

Version

2.0

Created at

2022-09-09 23:41:20 UTC

Updated at

2022-09-09 23:41:21 UTC

NP-MRD ID

NP0292243

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one

Description

AC1MR5D0 belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. 1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one is found in Smilax leucophylla. AC1MR5D0 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171520162D          

 30 32  0  0  0  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
   -2.8995    3.0141   -0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740    1.5195   -0.5422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6879    1.1219    0.7851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096   -0.2761    0.8987 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3747   -0.7116    0.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.1565   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3919   -1.3535   -1.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6461   -1.8151   -2.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5246   -1.9948   -3.8553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -2.1066   -1.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508   -1.9309   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -2.2454    0.0766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -1.4606    0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365   -1.2566    1.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -0.8206    2.4070 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492   -1.5047    2.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9923   -0.2273    2.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4370    0.5448    1.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638    1.4734    1.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    2.2329    0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1939    2.0855   -0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6231    2.8388   -1.5975 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739    1.1607    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664    0.4077    1.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601   -0.9041    0.5230 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5853   -2.2913    0.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4376   -0.2620   -0.6243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6957    0.2630   -0.2415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6706    0.7674   -1.3810 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5835    1.7161   -1.8655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    3.3095   -1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709    3.5849   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    3.4375    0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519    1.3302   -0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161   -0.3784    2.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3282   -1.1204   -2.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -2.9416   -4.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561   -2.4703   -2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9202   -2.5841   -0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024   -2.3100    2.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8729   -1.8545    3.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570    0.3677    3.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8829   -0.5203    3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    1.6464    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    2.9801   -0.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804    2.5433   -2.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0407    1.0389   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3489   -0.3206    1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097   -0.8062    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6463   -2.4293   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7045   -1.0767   -1.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2875   -0.4484    0.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1912    0.3441   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3489    1.8504   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  4 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  2  1  0
 13  6  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  6
  4 35  1  1
  7 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  1
 26 50  1  0
 27 51  1  6
 28 52  1  0
 29 53  1  6
 30 54  1  0
M  END


  Mrv1533004171520162D          

 30 32  0  0  0  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292243

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2=CC(O)=CC(O)=C2C(=O)CCC2=CC=C(O)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O9/c1-10-18(26)19(27)20(28)21(29-10)30-16-9-13(23)8-15(25)17(16)14(24)7-4-11-2-5-12(22)6-3-11/h2-3,5-6,8-10,18-23,25-28H,4,7H2,1H3

> <INCHI_KEY>
GLLUYNRFPAMGQR-UHFFFAOYSA-N

> <FORMULA>
C21H24O9

> <MOLECULAR_WEIGHT>
420.414

> <EXACT_MASS>
420.142032353

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.58383033511976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one

> <ALOGPS_LOGP>
1.15

> <JCHEM_LOGP>
2.024382406

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.353071695284198

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.869760947657564

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612200363306619

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
104.308

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.667 -12.320   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000 -16.940   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.335 -16.940   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -13.337 -16.940   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.000 -13.860   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    6   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18                                                       
CONECT   25    4   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    2   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄O₉

Average Mass

420.4140 Da

Monoisotopic Mass

420.14203 Da

IUPAC Name

1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one

Traditional Name

1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one

CAS Registry Number

Not Available

SMILES

CC1OC(OC2=CC(O)=CC(O)=C2C(=O)CCC2=CC=C(O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H24O9/c1-10-18(26)19(27)20(28)21(29-10)30-16-9-13(23)8-15(25)17(16)14(24)7-4-11-2-5-12(22)6-3-11/h2-3,5-6,8-10,18-23,25-28H,4,7H2,1H3

InChI Key

GLLUYNRFPAMGQR-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
Smilax leucophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
2'-hydroxy-dihydrochalcone
Linear 1,3-diarylpropanoid
Cinnamylphenol
Phenolic glycoside
Alkyl-phenylketone
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Butyrophenone
Phenylketone
Aryl alkyl ketone
Aryl ketone
Benzoyl
Resorcinol
Phenol ether
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Monosaccharide
Oxane
Vinylogous acid
Secondary alcohol
Ketone
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.15	ALOGPS
logP	2.02	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.87	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	104.31 m³·mol⁻¹	ChemAxon
Polarizability	41.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

3512636

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one (NP0292243)

MOL for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

3D MOL for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

3D SDF for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

3D-SDF for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

PDB for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

3D PDB for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

SMILES for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

INCHI for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

Structure for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)

3D Structure for NP0292243 (1-{2,4-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phenyl}-3-(4-hydroxyphenyl)propan-1-one)