NP-MRD: Showing NP-Card for 3',5'-dihydroxy-7,4'-dimethoxyflavanone (NP0032836)

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Record Information

Version

2.0

Created at

2021-06-19 23:32:47 UTC

Updated at

2021-06-30 00:02:16 UTC

NP-MRD ID

NP0032836

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3',5'-dihydroxy-7,4'-dimethoxyflavanone

Provided By

JEOL Database JEOL Logo

Description

(2S)-2-(3,5-dihydroxy-4-methoxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. 3',5'-dihydroxy-7,4'-dimethoxyflavanone is found in Xanthorrhoea hastilis. 3',5'-dihydroxy-7,4'-dimethoxyflavanone was first documented in 2007 (Ogawa, Y., et al.). Based on a literature review very few articles have been published on (2S)-2-(3,5-dihydroxy-4-methoxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101323D          

 39 41  0  0  0  0            999 V2000
    6.1663   -3.3971   -2.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4583   -2.6603   -1.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5039   -1.7825   -1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8502   -1.0713   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9745   -0.1330    0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0879   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -0.6337   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630   -1.5568   -1.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.4745   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    0.0485   -1.1338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1169    0.2328   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -0.1248   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0633   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -0.2670   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4719    0.5855   -3.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6238    0.7542   -4.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728   -0.4221   -4.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    0.9828   -3.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1659    1.5682   -5.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.8008   -3.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    1.3661   -0.5028 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8127    1.1125    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0802    1.7503    1.3224 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272   -2.7301   -3.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947   -4.0440   -2.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259   -4.0396   -3.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -1.2443    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    0.4263    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -2.0880   -2.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9501   -0.7078   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -0.5418   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    0.0806   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644   -0.6028   -5.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -1.2992   -4.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.2574   -5.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.7544   -5.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743    1.1078   -3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7895    1.7530    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8174    2.1273   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
 22 23  2  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
 10 11  1  0  0  0  0
 11 20  2  0  0  0  0
  3  8  1  0  0  0  0
 20 18  1  0  0  0  0
  8  7  2  0  0  0  0
 18 15  2  0  0  0  0
  7  9  1  0  0  0  0
 15 13  1  0  0  0  0
  6 22  1  0  0  0  0
 13 12  2  0  0  0  0
 12 11  1  0  0  0  0
 22 21  1  0  0  0  0
 13 14  1  0  0  0  0
 21 10  1  0  0  0  0
 15 16  1  0  0  0  0
 10  9  1  0  0  0  0
 18 19  1  0  0  0  0
  7  6  1  0  0  0  0
 16 17  1  0  0  0  0
  5 28  1  0  0  0  0
  4 27  1  0  0  0  0
  8 29  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 10 30  1  1  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 20 37  1  0  0  0  0
 12 31  1  0  0  0  0
 14 32  1  0  0  0  0
 19 36  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    6.1663   -3.3971   -2.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4583   -2.6603   -1.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5039   -1.7825   -1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8502   -1.0713   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9745   -0.1330    0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0879   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -0.6337   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630   -1.5568   -1.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.4745   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    0.0485   -1.1338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1169    0.2328   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -0.1248   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0633   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -0.2670   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4719    0.5855   -3.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6238    0.7542   -4.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728   -0.4221   -4.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    0.9828   -3.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1659    1.5682   -5.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.8008   -3.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    1.3661   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.1125    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0802    1.7503    1.3224 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272   -2.7301   -3.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947   -4.0440   -2.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259   -4.0396   -3.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -1.2443    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    0.4263    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -2.0880   -2.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9501   -0.7078   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -0.5418   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    0.0806   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644   -0.6028   -5.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -1.2992   -4.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.2574   -5.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.7544   -5.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743    1.1078   -3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7895    1.7530    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8174    2.1273   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  5  4  1  0
 22 23  2  0
  6  5  2  0
  2  1  1  0
  4  3  2  0
 10 11  1  0
 11 20  2  0
  3  8  1  0
 20 18  1  0
  8  7  2  0
 18 15  2  0
  7  9  1  0
 15 13  1  0
  6 22  1  0
 13 12  2  0
 12 11  1  0
 22 21  1  0
 13 14  1  0
 21 10  1  0
 15 16  1  0
 10  9  1  0
 18 19  1  0
  7  6  1  0
 16 17  1  0
  5 28  1  0
  4 27  1  0
  8 29  1  0
 21 38  1  0
 21 39  1  0
 10 30  1  1
  1 24  1  0
  1 25  1  0
  1 26  1  0
 20 37  1  0
 12 31  1  0
 14 32  1  0
 19 36  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END


  Mrv1652306202101323D          

 39 41  0  0  0  0            999 V2000
    6.1663   -3.3971   -2.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4583   -2.6603   -1.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5039   -1.7825   -1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8502   -1.0713   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9745   -0.1330    0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0879   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -0.6337   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630   -1.5568   -1.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.4745   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    0.0485   -1.1338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1169    0.2328   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -0.1248   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0633   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -0.2670   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4719    0.5855   -3.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6238    0.7542   -4.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728   -0.4221   -4.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    0.9828   -3.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1659    1.5682   -5.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.8008   -3.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    1.3661   -0.5028 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8127    1.1125    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0802    1.7503    1.3224 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272   -2.7301   -3.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947   -4.0440   -2.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259   -4.0396   -3.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -1.2443    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    0.4263    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -2.0880   -2.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9501   -0.7078   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -0.5418   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    0.0806   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644   -0.6028   -5.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -1.2992   -4.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.2574   -5.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.7544   -5.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743    1.1078   -3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7895    1.7530    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8174    2.1273   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
 22 23  2  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
 10 11  1  0  0  0  0
 11 20  2  0  0  0  0
  3  8  1  0  0  0  0
 20 18  1  0  0  0  0
  8  7  2  0  0  0  0
 18 15  2  0  0  0  0
  7  9  1  0  0  0  0
 15 13  1  0  0  0  0
  6 22  1  0  0  0  0
 13 12  2  0  0  0  0
 12 11  1  0  0  0  0
 22 21  1  0  0  0  0
 13 14  1  0  0  0  0
 21 10  1  0  0  0  0
 15 16  1  0  0  0  0
 10  9  1  0  0  0  0
 18 19  1  0  0  0  0
  7  6  1  0  0  0  0
 16 17  1  0  0  0  0
  5 28  1  0  0  0  0
  4 27  1  0  0  0  0
  8 29  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 10 30  1  1  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 20 37  1  0  0  0  0
 12 31  1  0  0  0  0
 14 32  1  0  0  0  0
 19 36  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032836

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C(O[H])=C1OC([H])([H])[H])[C@@]1([H])OC2=C([H])C(OC([H])([H])[H])=C([H])C([H])=C2C(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O6/c1-21-10-3-4-11-12(18)8-15(23-16(11)7-10)9-5-13(19)17(22-2)14(20)6-9/h3-7,15,19-20H,8H2,1-2H3/t15-/m0/s1

> <INCHI_KEY>
XJIKWTHIVSKZKY-HNNXBMFYSA-N

> <FORMULA>
C17H16O6

> <MOLECULAR_WEIGHT>
316.309

> <EXACT_MASS>
316.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.68091256602207

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.173330840666666

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.985677002639777

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.59606364863752

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4354327518019705

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
82.2353

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.46e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    6.1663   -3.3971   -2.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4583   -2.6603   -1.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5039   -1.7825   -1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8502   -1.0713   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9745   -0.1330    0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0879   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -0.6337   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630   -1.5568   -1.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.4745   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    0.0485   -1.1338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1169    0.2328   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -0.1248   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0633   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -0.2670   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4719    0.5855   -3.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6238    0.7542   -4.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728   -0.4221   -4.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    0.9828   -3.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1659    1.5682   -5.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.8008   -3.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    1.3661   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.1125    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0802    1.7503    1.3224 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272   -2.7301   -3.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947   -4.0440   -2.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259   -4.0396   -3.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -1.2443    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    0.4263    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -2.0880   -2.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9501   -0.7078   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -0.5418   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    0.0806   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644   -0.6028   -5.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -1.2992   -4.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.2574   -5.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.7544   -5.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743    1.1078   -3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7895    1.7530    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8174    2.1273   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  5  4  1  0
 22 23  2  0
  6  5  2  0
  2  1  1  0
  4  3  2  0
 10 11  1  0
 11 20  2  0
  3  8  1  0
 20 18  1  0
  8  7  2  0
 18 15  2  0
  7  9  1  0
 15 13  1  0
  6 22  1  0
 13 12  2  0
 12 11  1  0
 22 21  1  0
 13 14  1  0
 21 10  1  0
 15 16  1  0
 10  9  1  0
 18 19  1  0
  7  6  1  0
 16 17  1  0
  5 28  1  0
  4 27  1  0
  8 29  1  0
 21 38  1  0
 21 39  1  0
 10 30  1  1
  1 24  1  0
  1 25  1  0
  1 26  1  0
 20 37  1  0
 12 31  1  0
 14 32  1  0
 19 36  1  0
 17 33  1  0
 17 34  1  0
 17 35  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       6.166  -3.397  -2.923  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.458  -2.660  -1.742  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.504  -1.783  -1.307  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.850  -1.071  -0.153  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.974  -0.133   0.397  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.739   0.088  -0.211  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.375  -0.634  -1.349  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.263  -1.557  -1.907  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.175  -0.475  -1.991  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.146   0.049  -1.134  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.117   0.233  -1.955  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.364  -0.125  -1.412  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.528   0.063  -2.151  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.722  -0.267  -1.576  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.472   0.586  -3.440  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.624   0.754  -4.166  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.873  -0.422  -4.946  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.246   0.983  -3.967  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.166   1.568  -5.198  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.073   0.801  -3.242  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.575   1.366  -0.503  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.813   1.113   0.310  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.080   1.750   1.322  0.00  0.00           O+0
HETATM   24  H   UNK     0       6.027  -2.730  -3.780  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.295  -4.044  -2.779  0.00  0.00           H+0
HETATM   26  H   UNK     0       7.026  -4.040  -3.137  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.817  -1.244   0.316  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.264   0.426   1.284  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.954  -2.088  -2.801  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.950  -0.708  -0.359  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.438  -0.542  -0.410  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.412   0.081  -2.171  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.064  -0.603  -5.662  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.019  -1.299  -4.306  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.795  -0.257  -5.510  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.084   1.754  -5.469  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.874   1.108  -3.680  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.790   1.753   0.156  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.817   2.127  -1.253  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    2    4    8                                                  
CONECT    4    5    3   27                                                  
CONECT    5    4    6   28                                                  
CONECT    6    5   22    7                                                  
CONECT    7    8    9    6                                                  
CONECT    8    3    7   29                                                  
CONECT    9    7   10                                                       
CONECT   10   11   21    9   30                                             
CONECT   11   10   20   12                                                  
CONECT   12   13   11   31                                                  
CONECT   13   15   12   14                                                  
CONECT   14   13   32                                                       
CONECT   15   18   13   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   33   34   35                                             
CONECT   18   20   15   19                                                  
CONECT   19   18   36                                                       
CONECT   20   11   18   37                                                  
CONECT   21   22   10   38   39                                             
CONECT   22   23    6   21                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    8                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   14                                                            
CONECT   33   17                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
    6.1663   -3.3971   -2.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4583   -2.6603   -1.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5039   -1.7825   -1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8502   -1.0713   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9745   -0.1330    0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0879   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -0.6337   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630   -1.5568   -1.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.4745   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    0.0485   -1.1338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1169    0.2328   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -0.1248   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0633   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -0.2670   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4719    0.5855   -3.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6238    0.7542   -4.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728   -0.4221   -4.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    0.9828   -3.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1659    1.5682   -5.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.8008   -3.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    1.3661   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.1125    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0802    1.7503    1.3224 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272   -2.7301   -3.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947   -4.0440   -2.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259   -4.0396   -3.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8166   -1.2443    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    0.4263    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -2.0880   -2.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9501   -0.7078   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -0.5418   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    0.0806   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644   -0.6028   -5.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -1.2992   -4.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.2574   -5.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.7544   -5.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743    1.1078   -3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7895    1.7530    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8174    2.1273   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  5  4  1  0
 22 23  2  0
  6  5  2  0
  2  1  1  0
  4  3  2  0
 10 11  1  0
 11 20  2  0
  3  8  1  0
 20 18  1  0
  8  7  2  0
 18 15  2  0
  7  9  1  0
 15 13  1  0
  6 22  1  0
 13 12  2  0
 12 11  1  0
 22 21  1  0
 13 14  1  0
 21 10  1  0
 15 16  1  0
 10  9  1  0
 18 19  1  0
  7  6  1  0
 16 17  1  0
  5 28  1  0
  4 27  1  0
  8 29  1  0
 21 38  1  0
 21 39  1  0
 10 30  1  1
  1 24  1  0
  1 25  1  0
  1 26  1  0
 20 37  1  0
 12 31  1  0
 14 32  1  0
 19 36  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₆

Average Mass

316.3090 Da

Monoisotopic Mass

316.09469 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C([H])C(O[H])=C1OC([H])([H])[H])[C@@]1([H])OC2=C([H])C(OC([H])([H])[H])=C([H])C([H])=C2C(=O)C1([H])[H]

InChI Identifier

InChI=1S/C17H16O6/c1-21-10-3-4-11-12(18)8-15(23-16(11)7-10)9-5-13(19)17(22-2)14(20)6-9/h3-7,15,19-20H,8H2,1-2H3/t15-/m0/s1

InChI Key

XJIKWTHIVSKZKY-HNNXBMFYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Xanthorrhoea resinosa	JEOL database	Ogawa, Y., et al, Chem. Pharm. Bull. 55, 675 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Monohydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Aryl alkyl ketone
Resorcinol
Aryl ketone
Phenol ether
Anisole
Methoxybenzene
Phenoxy compound
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Aldehyde
Organic oxide
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	2.78	ALOGPS
logP	2.17	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.6	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.24 m³·mol⁻¹	ChemAxon
Polarizability	32.68 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

17589102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16655803

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ogawa, Y., et al. (2007). Ogawa, Y., et al, Chem. Pharm. Bull. 55, 675 (2007) . Chem. Pharm. Bull..

Showing NP-Card for 3',5'-dihydroxy-7,4'-dimethoxyflavanone (NP0032836)

MOL for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

3D MOL for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

3D SDF for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

3D-SDF for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

PDB for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

3D PDB for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

SMILES for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

INCHI for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

Structure for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)

3D Structure for NP0032836 (3',5'-dihydroxy-7,4'-dimethoxyflavanone)