NP-MRD: Showing NP-Card for (2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol (NP0031629)

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Record Information

Version

2.0

Created at

2021-06-19 22:39:16 UTC

Updated at

2021-06-30 00:00:19 UTC

NP-MRD ID

NP0031629

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol

Provided By

JEOL Database JEOL Logo

Description

(2R,3R)-4',7-Dihydroxy-2',5-dimethoxy-2,3-dihydroflavonol belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. (2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol is found in Cudrania cochinchinensis. (2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol was first documented in 2005 (Zhang, P., et al.). Based on a literature review very few articles have been published on (2R,3R)-4',7-Dihydroxy-2',5-dimethoxy-2,3-dihydroflavonol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100393D          

 40 42  0  0  0  0            999 V2000
   -1.2041    2.0130    2.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.8537    2.1319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592    0.1264    2.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4196    3.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004   -0.3817    4.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -0.0495    5.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -1.4807    3.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1466   -1.7807    2.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -0.9854    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.3628    0.5856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6347   -0.2316   -0.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.3000   -1.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    0.6354   -2.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    0.6646   -3.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5631   -4.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789   -0.2215   -3.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -1.1608   -2.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7881   -1.9558   -3.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -3.0980   -4.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131   -1.1948   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097   -2.1334   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -3.1072   -0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -1.8288    0.7227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9453   -3.0305    1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    2.7405    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867    1.7489    3.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071    2.4818    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9601    1.2613    4.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5367   -0.7066    5.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5473   -2.1127    4.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949   -2.6500    1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -2.1783    0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    1.3296   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    2.1364   -4.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695   -0.1695   -4.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -3.6335   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0863   -2.8084   -5.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -3.7776   -4.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655   -1.0812    1.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -3.4821    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  2  0  0  0  0
 20 17  2  0  0  0  0
 14 15  1  0  0  0  0
 16 14  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 13  1  0  0  0  0
  9  3  2  0  0  0  0
 13 12  2  0  0  0  0
  3  4  1  0  0  0  0
 12 11  1  0  0  0  0
  4  5  2  0  0  0  0
 20 21  1  0  0  0  0
  5  7  1  0  0  0  0
 21 23  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
  5  6  1  0  0  0  0
 12 20  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
 23 24  1  0  0  0  0
 10 23  1  0  0  0  0
 17 16  1  0  0  0  0
  2  1  1  0  0  0  0
 16 35  1  0  0  0  0
 13 33  1  0  0  0  0
 23 39  1  1  0  0  0
 10 32  1  6  0  0  0
 15 34  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
  4 28  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
  6 29  1  0  0  0  0
 24 40  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -1.2041    2.0130    2.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.8537    2.1319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592    0.1264    2.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4196    3.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004   -0.3817    4.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -0.0495    5.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -1.4807    3.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1466   -1.7807    2.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -0.9854    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.3628    0.5856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6347   -0.2316   -0.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.3000   -1.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    0.6354   -2.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    0.6646   -3.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5631   -4.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789   -0.2215   -3.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -1.1608   -2.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7881   -1.9558   -3.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -3.0980   -4.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131   -1.1948   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097   -2.1334   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -3.1072   -0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -1.8288    0.7227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9453   -3.0305    1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    2.7405    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867    1.7489    3.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071    2.4818    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9601    1.2613    4.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5367   -0.7066    5.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5473   -2.1127    4.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949   -2.6500    1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -2.1783    0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    1.3296   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    2.1364   -4.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695   -0.1695   -4.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -3.6335   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0863   -2.8084   -5.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -3.7776   -4.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655   -1.0812    1.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -3.4821    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  2  0
 20 17  2  0
 14 15  1  0
 16 14  2  0
 17 18  1  0
 18 19  1  0
 14 13  1  0
  9  3  2  0
 13 12  2  0
  3  4  1  0
 12 11  1  0
  4  5  2  0
 20 21  1  0
  5  7  1  0
 21 23  1  0
  7  8  2  0
  8  9  1  0
 10 11  1  0
  5  6  1  0
 12 20  1  0
  3  2  1  0
 10  9  1  0
 23 24  1  0
 10 23  1  0
 17 16  1  0
  2  1  1  0
 16 35  1  0
 13 33  1  0
 23 39  1  1
 10 32  1  6
 15 34  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  4 28  1  0
  7 30  1  0
  8 31  1  0
  6 29  1  0
 24 40  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652306202100393D          

 40 42  0  0  0  0            999 V2000
   -1.2041    2.0130    2.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.8537    2.1319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592    0.1264    2.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4196    3.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004   -0.3817    4.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -0.0495    5.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -1.4807    3.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1466   -1.7807    2.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -0.9854    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.3628    0.5856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6347   -0.2316   -0.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.3000   -1.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    0.6354   -2.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    0.6646   -3.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5631   -4.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789   -0.2215   -3.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -1.1608   -2.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7881   -1.9558   -3.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -3.0980   -4.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131   -1.1948   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097   -2.1334   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -3.1072   -0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -1.8288    0.7227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9453   -3.0305    1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    2.7405    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867    1.7489    3.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071    2.4818    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9601    1.2613    4.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5367   -0.7066    5.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5473   -2.1127    4.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949   -2.6500    1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -2.1783    0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    1.3296   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    2.1364   -4.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695   -0.1695   -4.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -3.6335   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0863   -2.8084   -5.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -3.7776   -4.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655   -1.0812    1.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -3.4821    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  2  0  0  0  0
 20 17  2  0  0  0  0
 14 15  1  0  0  0  0
 16 14  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 13  1  0  0  0  0
  9  3  2  0  0  0  0
 13 12  2  0  0  0  0
  3  4  1  0  0  0  0
 12 11  1  0  0  0  0
  4  5  2  0  0  0  0
 20 21  1  0  0  0  0
  5  7  1  0  0  0  0
 21 23  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
  5  6  1  0  0  0  0
 12 20  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
 23 24  1  0  0  0  0
 10 23  1  0  0  0  0
 17 16  1  0  0  0  0
  2  1  1  0  0  0  0
 16 35  1  0  0  0  0
 13 33  1  0  0  0  0
 23 39  1  1  0  0  0
 10 32  1  6  0  0  0
 15 34  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
  4 28  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
  6 29  1  0  0  0  0
 24 40  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031629

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C(C([H])=C1[H])[C@@]1([H])OC2=C([H])C(O[H])=C([H])C(OC([H])([H])[H])=C2C(=O)[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O7/c1-22-11-5-8(18)3-4-10(11)17-16(21)15(20)14-12(23-2)6-9(19)7-13(14)24-17/h3-7,16-19,21H,1-2H3/t16-,17+/m0/s1

> <INCHI_KEY>
RMRYFAKOWGKOQX-DLBZAZTESA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.308

> <EXACT_MASS>
332.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.169971528226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-3,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.4581723799999993

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.43315165998566

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.741516740743517

> <JCHEM_PKA_STRONGEST_BASIC>
-4.05605442479671

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
83.57349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-3,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -1.2041    2.0130    2.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.8537    2.1319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592    0.1264    2.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4196    3.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004   -0.3817    4.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -0.0495    5.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -1.4807    3.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1466   -1.7807    2.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -0.9854    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.3628    0.5856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6347   -0.2316   -0.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.3000   -1.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    0.6354   -2.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    0.6646   -3.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5631   -4.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789   -0.2215   -3.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -1.1608   -2.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7881   -1.9558   -3.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -3.0980   -4.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131   -1.1948   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097   -2.1334   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -3.1072   -0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -1.8288    0.7227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9453   -3.0305    1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    2.7405    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867    1.7489    3.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071    2.4818    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9601    1.2613    4.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5367   -0.7066    5.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5473   -2.1127    4.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949   -2.6500    1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -2.1783    0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    1.3296   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    2.1364   -4.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695   -0.1695   -4.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -3.6335   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0863   -2.8084   -5.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -3.7776   -4.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655   -1.0812    1.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -3.4821    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  2  0
 20 17  2  0
 14 15  1  0
 16 14  2  0
 17 18  1  0
 18 19  1  0
 14 13  1  0
  9  3  2  0
 13 12  2  0
  3  4  1  0
 12 11  1  0
  4  5  2  0
 20 21  1  0
  5  7  1  0
 21 23  1  0
  7  8  2  0
  8  9  1  0
 10 11  1  0
  5  6  1  0
 12 20  1  0
  3  2  1  0
 10  9  1  0
 23 24  1  0
 10 23  1  0
 17 16  1  0
  2  1  1  0
 16 35  1  0
 13 33  1  0
 23 39  1  1
 10 32  1  6
 15 34  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  4 28  1  0
  7 30  1  0
  8 31  1  0
  6 29  1  0
 24 40  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.204   2.013   2.836  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.632   0.854   2.132  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.659   0.126   2.677  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.268   0.420   3.902  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.300  -0.382   4.380  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.855  -0.050   5.582  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.746  -1.481   3.660  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.147  -1.781   2.437  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.101  -0.985   1.928  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.482  -1.363   0.586  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.635  -0.232  -0.286  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.952  -0.300  -1.468  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.347   0.635  -2.430  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.709   0.665  -3.664  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.061   1.563  -4.626  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.679  -0.222  -3.950  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.288  -1.161  -2.992  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.788  -1.956  -3.285  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.377  -3.098  -4.038  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.913  -1.195  -1.738  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.510  -2.133  -0.669  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.213  -3.107  -0.872  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.030  -1.829   0.723  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.945  -3.030   1.502  0.00  0.00           O+0
HETATM   25  H   UNK     0      -2.017   2.740   2.933  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.787   1.749   3.813  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.407   2.482   2.250  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.960   1.261   4.512  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.537  -0.707   5.800  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.547  -2.113   4.029  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.495  -2.650   1.883  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.081  -2.178   0.154  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.149   1.330  -2.195  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.767   2.136  -4.281  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.170  -0.170  -4.909  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.444  -3.634  -3.548  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.086  -2.808  -5.053  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.231  -3.778  -4.110  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.366  -1.081   1.166  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.129  -3.482   1.203  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    9    4    2                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   29                                                       
CONECT    7    5    8   30                                                  
CONECT    8    7    9   31                                                  
CONECT    9    3    8   10                                                  
CONECT   10   11    9   23   32                                             
CONECT   11   12   10                                                       
CONECT   12   13   11   20                                                  
CONECT   13   14   12   33                                                  
CONECT   14   15   16   13                                                  
CONECT   15   14   34                                                       
CONECT   16   14   17   35                                                  
CONECT   17   20   18   16                                                  
CONECT   18   17   19                                                       
CONECT   19   18   36   37   38                                             
CONECT   20   17   21   12                                                  
CONECT   21   22   20   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   10   39                                             
CONECT   24   23   40                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32   10                                                            
CONECT   33   13                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   19                                                            
CONECT   39   23                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -1.2041    2.0130    2.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.8537    2.1319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592    0.1264    2.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4196    3.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004   -0.3817    4.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -0.0495    5.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -1.4807    3.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1466   -1.7807    2.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -0.9854    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.3628    0.5856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6347   -0.2316   -0.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.3000   -1.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    0.6354   -2.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    0.6646   -3.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5631   -4.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789   -0.2215   -3.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -1.1608   -2.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7881   -1.9558   -3.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -3.0980   -4.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131   -1.1948   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097   -2.1334   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -3.1072   -0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301   -1.8288    0.7227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9453   -3.0305    1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    2.7405    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867    1.7489    3.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071    2.4818    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9601    1.2613    4.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5367   -0.7066    5.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5473   -2.1127    4.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949   -2.6500    1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -2.1783    0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    1.3296   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    2.1364   -4.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695   -0.1695   -4.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -3.6335   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0863   -2.8084   -5.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -3.7776   -4.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655   -1.0812    1.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -3.4821    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  2  0
 20 17  2  0
 14 15  1  0
 16 14  2  0
 17 18  1  0
 18 19  1  0
 14 13  1  0
  9  3  2  0
 13 12  2  0
  3  4  1  0
 12 11  1  0
  4  5  2  0
 20 21  1  0
  5  7  1  0
 21 23  1  0
  7  8  2  0
  8  9  1  0
 10 11  1  0
  5  6  1  0
 12 20  1  0
  3  2  1  0
 10  9  1  0
 23 24  1  0
 10 23  1  0
 17 16  1  0
  2  1  1  0
 16 35  1  0
 13 33  1  0
 23 39  1  1
 10 32  1  6
 15 34  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  4 28  1  0
  7 30  1  0
  8 31  1  0
  6 29  1  0
 24 40  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₇

Average Mass

332.3080 Da

Monoisotopic Mass

332.08960 Da

IUPAC Name

(2R,3R)-3,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2R,3R)-3,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC([H])([H])[H])=C(C([H])=C1[H])[C@@]1([H])OC2=C([H])C(O[H])=C([H])C(OC([H])([H])[H])=C2C(=O)[C@]1([H])O[H]

InChI Identifier

InChI=1S/C17H16O7/c1-22-11-5-8(18)3-4-10(11)17-16(21)15(20)14-12(23-2)6-9(19)7-13(14)24-17/h3-7,16-19,21H,1-2H3/t16-,17+/m0/s1

InChI Key

RMRYFAKOWGKOQX-DLBZAZTESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Maclura cochinchinensis	JEOL database	Zhang, P., et al, Phytochemistry 66, 2759 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

5-O-methylated flavonoids

Alternative Parents

Substituents

2p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
3-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Aryl alkyl ketone
Aryl ketone
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ketone
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Aldehyde
Organic oxide
Organooxygen compound
Alcohol
Hydrocarbon derivative
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	1.87	ALOGPS
logP	1.46	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.74	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.57 m³·mol⁻¹	ChemAxon
Polarizability	33.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9675690

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11500888

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang, P., et al. (2005). Zhang, P., et al, Phytochemistry 66, 2759 (2005) . Phytochem..

Showing NP-Card for (2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol (NP0031629)

MOL for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

3D MOL for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

3D SDF for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

3D-SDF for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

PDB for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

3D PDB for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

SMILES for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

INCHI for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

Structure for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)

3D Structure for NP0031629 ((2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol)