NP-MRD: Showing NP-Card for rugosaflavonoid A (NP0043728)

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Record Information

Version

2.0

Created at

2021-06-21 01:03:23 UTC

Updated at

2021-06-30 00:19:35 UTC

NP-MRD ID

NP0043728

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rugosaflavonoid A

Provided By

JEOL Database JEOL Logo

Description

Rugosaflavonoid A belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. rugosaflavonoid A is found in Rosa rugosa. rugosaflavonoid A was first documented in 2013 (Hu, Q. -F., et al.). Based on a literature review very few articles have been published on Rugosaflavonoid A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212103033D          

 38 40  0  0  0  0            999 V2000
    3.6351   -2.5640   -3.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834   -1.3523   -3.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -0.2602   -4.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.2220   -4.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.9159   -4.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    1.5628   -5.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    2.6518   -5.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453    3.3097   -6.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    3.1024   -4.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    2.4679   -2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8099    2.9790   -1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    2.3700   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321    2.9646    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    2.1698    1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    2.7569    2.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    4.1438    2.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5430    4.5838    3.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    5.9905    4.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552    4.9433    1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    4.3568    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3521   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    0.8138   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5045   -0.0436   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371    1.3815   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -3.3694   -3.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -2.4907   -3.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -2.8023   -4.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7780    1.1989   -6.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    2.9191   -7.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    3.9505   -4.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.0848    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.1251    3.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    6.4848    4.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    6.1746    5.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    6.4113    3.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    6.0254    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028    5.0050   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.9014    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  2  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 24 10  2  0  0  0  0
 24 22  1  0  0  0  0
 10  9  1  0  0  0  0
 14 15  1  0  0  0  0
  9  7  2  0  0  0  0
 22 21  1  0  0  0  0
  7  6  1  0  0  0  0
 15 16  2  0  0  0  0
  6  5  2  0  0  0  0
  5 24  1  0  0  0  0
 21 12  2  0  0  0  0
  7  8  1  0  0  0  0
 16 19  1  0  0  0  0
  5  3  1  0  0  0  0
 12 11  1  0  0  0  0
  3  2  1  0  0  0  0
 19 20  2  0  0  0  0
  3  4  2  0  0  0  0
 20 13  1  0  0  0  0
  2  1  1  0  0  0  0
 17 18  1  0  0  0  0
 21 38  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 19 36  1  0  0  0  0
 20 37  1  0  0  0  0
  9 30  1  0  0  0  0
  6 28  1  0  0  0  0
  8 29  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
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.6351   -2.5640   -3.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834   -1.3523   -3.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -0.2602   -4.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.2220   -4.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.9159   -4.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    1.5628   -5.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    2.6518   -5.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453    3.3097   -6.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    3.1024   -4.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    2.4679   -2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8099    2.9790   -1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    2.3700   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321    2.9646    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    2.1698    1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    2.7569    2.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    4.1438    2.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5430    4.5838    3.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    5.9905    4.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552    4.9433    1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    4.3568    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3521   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    0.8138   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5045   -0.0436   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371    1.3815   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -3.3694   -3.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -2.4907   -3.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -2.8023   -4.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7780    1.1989   -6.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    2.9191   -7.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    3.9505   -4.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.0848    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.1251    3.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    6.4848    4.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    6.1746    5.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    6.4113    3.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    6.0254    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028    5.0050   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.9014    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 12 13  1  0
 22 23  2  0
 10 11  1  0
 13 14  2  0
 24 10  2  0
 24 22  1  0
 10  9  1  0
 14 15  1  0
  9  7  2  0
 22 21  1  0
  7  6  1  0
 15 16  2  0
  6  5  2  0
  5 24  1  0
 21 12  2  0
  7  8  1  0
 16 19  1  0
  5  3  1  0
 12 11  1  0
  3  2  1  0
 19 20  2  0
  3  4  2  0
 20 13  1  0
  2  1  1  0
 17 18  1  0
 21 38  1  0
 14 31  1  0
 15 32  1  0
 19 36  1  0
 20 37  1  0
  9 30  1  0
  6 28  1  0
  8 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
M  END


  Mrv1652306212103033D          

 38 40  0  0  0  0            999 V2000
    3.6351   -2.5640   -3.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834   -1.3523   -3.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -0.2602   -4.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.2220   -4.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.9159   -4.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    1.5628   -5.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    2.6518   -5.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453    3.3097   -6.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    3.1024   -4.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    2.4679   -2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8099    2.9790   -1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    2.3700   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321    2.9646    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    2.1698    1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    2.7569    2.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    4.1438    2.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5430    4.5838    3.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    5.9905    4.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552    4.9433    1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    4.3568    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3521   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    0.8138   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5045   -0.0436   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371    1.3815   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -3.3694   -3.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -2.4907   -3.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -2.8023   -4.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7780    1.1989   -6.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    2.9191   -7.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    3.9505   -4.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.0848    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.1251    3.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    6.4848    4.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    6.1746    5.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    6.4113    3.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    6.0254    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028    5.0050   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.9014    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  2  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 24 10  2  0  0  0  0
 24 22  1  0  0  0  0
 10  9  1  0  0  0  0
 14 15  1  0  0  0  0
  9  7  2  0  0  0  0
 22 21  1  0  0  0  0
  7  6  1  0  0  0  0
 15 16  2  0  0  0  0
  6  5  2  0  0  0  0
  5 24  1  0  0  0  0
 21 12  2  0  0  0  0
  7  8  1  0  0  0  0
 16 19  1  0  0  0  0
  5  3  1  0  0  0  0
 12 11  1  0  0  0  0
  3  2  1  0  0  0  0
 19 20  2  0  0  0  0
  3  4  2  0  0  0  0
 20 13  1  0  0  0  0
  2  1  1  0  0  0  0
 17 18  1  0  0  0  0
 21 38  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 19 36  1  0  0  0  0
 20 37  1  0  0  0  0
  9 30  1  0  0  0  0
  6 28  1  0  0  0  0
  8 29  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
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043728

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(=O)C([H])=C(O2)C2=C([H])C([H])=C(OC([H])([H])[H])C([H])=C2[H])C(=C1[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O6/c1-22-12-5-3-10(4-6-12)15-9-14(20)17-13(18(21)23-2)7-11(19)8-16(17)24-15/h3-9,19H,1-2H3

> <INCHI_KEY>
YPTKEBZXWPOZOJ-UHFFFAOYSA-N

> <FORMULA>
C18H14O6

> <MOLECULAR_WEIGHT>
326.304

> <EXACT_MASS>
326.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.620030739433034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 7-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-5-carboxylate

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
2.509625475333332

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.67036846221206

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.297414804091119

> <JCHEM_PKA_STRONGEST_BASIC>
-4.721259398989358

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
87.4406

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-hydroxy-2-(4-methoxyphenyl)-4-oxochromene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.6351   -2.5640   -3.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834   -1.3523   -3.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -0.2602   -4.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.2220   -4.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.9159   -4.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    1.5628   -5.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    2.6518   -5.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453    3.3097   -6.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    3.1024   -4.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    2.4679   -2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8099    2.9790   -1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    2.3700   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321    2.9646    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    2.1698    1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    2.7569    2.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    4.1438    2.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5430    4.5838    3.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    5.9905    4.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552    4.9433    1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    4.3568    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3521   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    0.8138   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5045   -0.0436   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371    1.3815   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -3.3694   -3.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -2.4907   -3.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -2.8023   -4.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7780    1.1989   -6.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    2.9191   -7.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    3.9505   -4.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.0848    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.1251    3.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    6.4848    4.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    6.1746    5.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    6.4113    3.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    6.0254    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028    5.0050   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.9014    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 12 13  1  0
 22 23  2  0
 10 11  1  0
 13 14  2  0
 24 10  2  0
 24 22  1  0
 10  9  1  0
 14 15  1  0
  9  7  2  0
 22 21  1  0
  7  6  1  0
 15 16  2  0
  6  5  2  0
  5 24  1  0
 21 12  2  0
  7  8  1  0
 16 19  1  0
  5  3  1  0
 12 11  1  0
  3  2  1  0
 19 20  2  0
  3  4  2  0
 20 13  1  0
  2  1  1  0
 17 18  1  0
 21 38  1  0
 14 31  1  0
 15 32  1  0
 19 36  1  0
 20 37  1  0
  9 30  1  0
  6 28  1  0
  8 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       3.635  -2.564  -3.916  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.883  -1.352  -3.860  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.593  -0.260  -4.230  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.710  -0.222  -4.716  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.722   0.916  -4.107  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.376   1.563  -5.304  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.516   2.652  -5.263  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.145   3.310  -6.397  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.997   3.102  -4.055  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.360   2.468  -2.865  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.810   2.979  -1.716  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.112   2.370  -0.510  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.432   2.965   0.657  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.115   2.170   1.673  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.764   2.757   2.763  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.887   4.144   2.860  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.543   4.584   3.976  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.691   5.990   4.122  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.355   4.943   1.850  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.296   4.357   0.757  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.974   1.352  -0.382  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.642   0.814  -1.578  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.505  -0.044  -1.456  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.237   1.381  -2.878  0.00  0.00           C+0
HETATM   25  H   UNK     0       3.010  -3.369  -3.521  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.536  -2.491  -3.298  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.895  -2.802  -4.952  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.778   1.199  -6.246  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.601   2.919  -7.162  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.317   3.950  -4.040  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.056   1.085   1.627  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.183   2.125   3.543  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.717   6.485   4.195  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.229   6.175   5.057  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.288   6.411   3.306  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.428   6.025   1.878  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.703   5.005  -0.017  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.241   0.901   0.566  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6   24    3                                                  
CONECT    6    7    5   28                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   29                                                       
CONECT    9   10    7   30                                                  
CONECT   10   11   24    9                                                  
CONECT   11   10   12                                                       
CONECT   12   13   21   11                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   31                                                  
CONECT   15   14   16   32                                                  
CONECT   16   17   15   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   33   34   35                                             
CONECT   19   16   20   36                                                  
CONECT   20   19   13   37                                                  
CONECT   21   22   12   38                                                  
CONECT   22   23   24   21                                                  
CONECT   23   22                                                            
CONECT   24   10   22    5                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    6                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   18                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    3.6351   -2.5640   -3.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834   -1.3523   -3.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -0.2602   -4.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.2220   -4.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.9159   -4.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    1.5628   -5.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    2.6518   -5.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453    3.3097   -6.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    3.1024   -4.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    2.4679   -2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8099    2.9790   -1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    2.3700   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321    2.9646    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    2.1698    1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    2.7569    2.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    4.1438    2.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5430    4.5838    3.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    5.9905    4.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552    4.9433    1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    4.3568    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3521   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    0.8138   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5045   -0.0436   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371    1.3815   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -3.3694   -3.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -2.4907   -3.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -2.8023   -4.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7780    1.1989   -6.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    2.9191   -7.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    3.9505   -4.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.0848    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.1251    3.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    6.4848    4.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    6.1746    5.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    6.4113    3.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    6.0254    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028    5.0050   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.9014    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 12 13  1  0
 22 23  2  0
 10 11  1  0
 13 14  2  0
 24 10  2  0
 24 22  1  0
 10  9  1  0
 14 15  1  0
  9  7  2  0
 22 21  1  0
  7  6  1  0
 15 16  2  0
  6  5  2  0
  5 24  1  0
 21 12  2  0
  7  8  1  0
 16 19  1  0
  5  3  1  0
 12 11  1  0
  3  2  1  0
 19 20  2  0
  3  4  2  0
 20 13  1  0
  2  1  1  0
 17 18  1  0
 21 38  1  0
 14 31  1  0
 15 32  1  0
 19 36  1  0
 20 37  1  0
  9 30  1  0
  6 28  1  0
  8 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄O₆

Average Mass

326.3040 Da

Monoisotopic Mass

326.07904 Da

IUPAC Name

methyl 7-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-5-carboxylate

Traditional Name

methyl 7-hydroxy-2-(4-methoxyphenyl)-4-oxochromene-5-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(=O)C([H])=C(O2)C2=C([H])C([H])=C(OC([H])([H])[H])C([H])=C2[H])C(=C1[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C18H14O6/c1-22-12-5-3-10(4-6-12)15-9-14(20)17-13(18(21)23-2)7-11(19)8-16(17)24-15/h3-9,19H,1-2H3

InChI Key

YPTKEBZXWPOZOJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, 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
Rosa rugosa	JEOL database	Hu, Q. -F., et al, J. Nat. Prod. 76, 1866 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

Alternative Parents

Substituents

4p-methoxyflavonoid-skeleton
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
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	3.53	ALOGPS
logP	2.51	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.3	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.44 m³·mol⁻¹	ChemAxon
Polarizability	33.62 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

30836127

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72702311

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hu, Q. -F., et al. (2013). Hu, Q. -F., et al, J. Nat. Prod. 76, 1866 (2013). J. Nat. Prod..

Showing NP-Card for rugosaflavonoid A (NP0043728)

MOL for NP0043728 (rugosaflavonoid A)

3D MOL for NP0043728 (rugosaflavonoid A)

3D SDF for NP0043728 (rugosaflavonoid A)

3D-SDF for NP0043728 (rugosaflavonoid A)

PDB for NP0043728 (rugosaflavonoid A)

3D PDB for NP0043728 (rugosaflavonoid A)

SMILES for NP0043728 (rugosaflavonoid A)

INCHI for NP0043728 (rugosaflavonoid A)

Structure for NP0043728 (rugosaflavonoid A)

3D Structure for NP0043728 (rugosaflavonoid A)