NP-MRD: Showing NP-Card for 3'-methoxyflavone (NP0031199)

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Record Information

Version

2.0

Created at

2021-06-19 22:21:06 UTC

Updated at

2021-06-29 23:59:38 UTC

NP-MRD ID

NP0031199

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-methoxyflavone

Provided By

JEOL Database JEOL Logo

Description

3'-Methoxyflavone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 3'-methoxyflavone is found in Primula macrophylla and Primula veris L.. 3'-methoxyflavone was first documented in 2005 (PMID: 15896373). Based on a literature review very few articles have been published on 3'-methoxyflavone (PMID: 17709371).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100213D          

 31 33  0  0  0  0            999 V2000
   -1.8633   -4.9591    3.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595   -4.3985    2.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0232   -3.0510    2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.1785    3.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0172   -0.8205    3.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.3298    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234   -1.1881    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155   -0.6565   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199   -1.0359   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.4644   -2.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -0.7886   -3.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.5047   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5570    1.0991   -3.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0161   -3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868    2.3346   -1.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1869    1.7377   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717    0.8211   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.2693    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.5520    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -4.8308    4.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -6.0334    3.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -4.5371    3.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -2.5214    4.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463   -0.1418    4.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    0.7326    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.7413   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.8496   -4.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    2.4818   -3.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791    3.0489   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345    1.9867    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -3.2524    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
  9  8  2  0  0  0  0
  8 18  1  0  0  0  0
 17 12  2  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 14 13  2  0  0  0  0
  6  5  2  0  0  0  0
 13 12  1  0  0  0  0
  5  4  1  0  0  0  0
 15 14  1  0  0  0  0
  4  3  2  0  0  0  0
 17 16  1  0  0  0  0
  3 19  1  0  0  0  0
 19  7  2  0  0  0  0
 16 15  2  0  0  0  0
 10 11  2  0  0  0  0
 17 18  1  0  0  0  0
  3  2  1  0  0  0  0
 12 10  1  0  0  0  0
  2  1  1  0  0  0  0
 15 29  1  0  0  0  0
 14 28  1  0  0  0  0
 13 27  1  0  0  0  0
 16 30  1  0  0  0  0
  9 26  1  0  0  0  0
  6 25  1  0  0  0  0
  5 24  1  0  0  0  0
  4 23  1  0  0  0  0
 19 31  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -1.8633   -4.9591    3.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595   -4.3985    2.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0232   -3.0510    2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.1785    3.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0172   -0.8205    3.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.3298    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234   -1.1881    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155   -0.6565   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199   -1.0359   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.4644   -2.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -0.7886   -3.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.5047   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5570    1.0991   -3.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0161   -3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868    2.3346   -1.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1869    1.7377   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717    0.8211   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.2693    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.5520    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -4.8308    4.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -6.0334    3.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -4.5371    3.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -2.5214    4.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463   -0.1418    4.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    0.7326    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.7413   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.8496   -4.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    2.4818   -3.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791    3.0489   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345    1.9867    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -3.2524    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  2  0
  8 18  1  0
 17 12  2  0
  8  7  1  0
  7  6  1  0
 14 13  2  0
  6  5  2  0
 13 12  1  0
  5  4  1  0
 15 14  1  0
  4  3  2  0
 17 16  1  0
  3 19  1  0
 19  7  2  0
 16 15  2  0
 10 11  2  0
 17 18  1  0
  3  2  1  0
 12 10  1  0
  2  1  1  0
 15 29  1  0
 14 28  1  0
 13 27  1  0
 16 30  1  0
  9 26  1  0
  6 25  1  0
  5 24  1  0
  4 23  1  0
 19 31  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END


  Mrv1652306202100213D          

 31 33  0  0  0  0            999 V2000
   -1.8633   -4.9591    3.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595   -4.3985    2.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0232   -3.0510    2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.1785    3.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0172   -0.8205    3.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.3298    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234   -1.1881    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155   -0.6565   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199   -1.0359   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.4644   -2.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -0.7886   -3.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.5047   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5570    1.0991   -3.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0161   -3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868    2.3346   -1.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1869    1.7377   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717    0.8211   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.2693    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.5520    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -4.8308    4.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -6.0334    3.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -4.5371    3.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -2.5214    4.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463   -0.1418    4.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    0.7326    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.7413   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.8496   -4.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    2.4818   -3.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791    3.0489   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345    1.9867    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -3.2524    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
  9  8  2  0  0  0  0
  8 18  1  0  0  0  0
 17 12  2  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 14 13  2  0  0  0  0
  6  5  2  0  0  0  0
 13 12  1  0  0  0  0
  5  4  1  0  0  0  0
 15 14  1  0  0  0  0
  4  3  2  0  0  0  0
 17 16  1  0  0  0  0
  3 19  1  0  0  0  0
 19  7  2  0  0  0  0
 16 15  2  0  0  0  0
 10 11  2  0  0  0  0
 17 18  1  0  0  0  0
  3  2  1  0  0  0  0
 12 10  1  0  0  0  0
  2  1  1  0  0  0  0
 15 29  1  0  0  0  0
 14 28  1  0  0  0  0
 13 27  1  0  0  0  0
 16 30  1  0  0  0  0
  9 26  1  0  0  0  0
  6 25  1  0  0  0  0
  5 24  1  0  0  0  0
  4 23  1  0  0  0  0
 19 31  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031199

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O3/c1-18-12-6-4-5-11(9-12)16-10-14(17)13-7-2-3-8-15(13)19-16/h2-10H,1H3

> <INCHI_KEY>
KIEVPIBIYKKJRJ-UHFFFAOYSA-N

> <FORMULA>
C16H12O3

> <MOLECULAR_WEIGHT>
252.269

> <EXACT_MASS>
252.078644246

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.327026340344133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
2.809713832999999

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.486281407003379

> <JCHEM_PKA_STRONGEST_BASIC>
-4.718444940546347

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
73.43440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -1.8633   -4.9591    3.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595   -4.3985    2.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0232   -3.0510    2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.1785    3.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0172   -0.8205    3.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.3298    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234   -1.1881    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155   -0.6565   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199   -1.0359   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.4644   -2.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -0.7886   -3.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.5047   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5570    1.0991   -3.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0161   -3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868    2.3346   -1.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1869    1.7377   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717    0.8211   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.2693    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.5520    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -4.8308    4.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -6.0334    3.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -4.5371    3.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -2.5214    4.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463   -0.1418    4.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    0.7326    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.7413   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.8496   -4.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    2.4818   -3.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791    3.0489   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345    1.9867    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -3.2524    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  2  0
  8 18  1  0
 17 12  2  0
  8  7  1  0
  7  6  1  0
 14 13  2  0
  6  5  2  0
 13 12  1  0
  5  4  1  0
 15 14  1  0
  4  3  2  0
 17 16  1  0
  3 19  1  0
 19  7  2  0
 16 15  2  0
 10 11  2  0
 17 18  1  0
  3  2  1  0
 12 10  1  0
  2  1  1  0
 15 29  1  0
 14 28  1  0
 13 27  1  0
 16 30  1  0
  9 26  1  0
  6 25  1  0
  5 24  1  0
  4 23  1  0
 19 31  1  0
  1 20  1  0
  1 21  1  0
  1 22  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      -1.863  -4.959   3.539  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.260  -4.399   2.380  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.023  -3.051   2.395  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.320  -2.179   3.441  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.017  -0.821   3.325  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.420  -0.330   2.162  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.123  -1.188   1.095  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.516  -0.657  -0.124  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.120  -1.036  -1.349  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.785  -0.464  -2.531  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.450  -0.789  -3.662  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.860   0.505  -2.274  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.557   1.099  -3.330  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.572   2.016  -3.055  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.887   2.335  -1.732  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.187   1.738  -0.681  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.172   0.821  -0.954  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.519   0.269   0.119  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.425  -2.552   1.232  0.00  0.00           C+0
HETATM   20  H   UNK     0      -1.224  -4.831   4.419  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.982  -6.033   3.368  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.859  -4.537   3.709  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.784  -2.521   4.360  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.246  -0.142   4.143  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.195   0.733   2.094  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.679  -1.741  -1.537  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.311   0.850  -4.360  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.119   2.482  -3.872  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.679   3.049  -1.520  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.434   1.987   0.348  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.186  -3.252   0.435  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    3    1                                                       
CONECT    3    4   19    2                                                  
CONECT    4    5    3   23                                                  
CONECT    5    6    4   24                                                  
CONECT    6    7    5   25                                                  
CONECT    7    8    6   19                                                  
CONECT    8    9   18    7                                                  
CONECT    9   10    8   26                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   17   13   10                                                  
CONECT   13   14   12   27                                                  
CONECT   14   13   15   28                                                  
CONECT   15   14   16   29                                                  
CONECT   16   17   15   30                                                  
CONECT   17   12   16   18                                                  
CONECT   18    8   17                                                       
CONECT   19    3    7   31                                                  
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    9                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   19                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
   -1.8633   -4.9591    3.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595   -4.3985    2.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0232   -3.0510    2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.1785    3.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0172   -0.8205    3.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.3298    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234   -1.1881    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155   -0.6565   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199   -1.0359   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.4644   -2.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -0.7886   -3.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.5047   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5570    1.0991   -3.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0161   -3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868    2.3346   -1.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1869    1.7377   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717    0.8211   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.2693    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.5520    1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -4.8308    4.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -6.0334    3.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -4.5371    3.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -2.5214    4.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2463   -0.1418    4.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    0.7326    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.7413   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.8496   -4.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    2.4818   -3.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791    3.0489   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345    1.9867    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -3.2524    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  2  0
  8 18  1  0
 17 12  2  0
  8  7  1  0
  7  6  1  0
 14 13  2  0
  6  5  2  0
 13 12  1  0
  5  4  1  0
 15 14  1  0
  4  3  2  0
 17 16  1  0
  3 19  1  0
 19  7  2  0
 16 15  2  0
 10 11  2  0
 17 18  1  0
  3  2  1  0
 12 10  1  0
  2  1  1  0
 15 29  1  0
 14 28  1  0
 13 27  1  0
 16 30  1  0
  9 26  1  0
  6 25  1  0
  5 24  1  0
  4 23  1  0
 19 31  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
2-(3-Methoxyphenyl)chromen-4-one	ChEBI
3'-Methoxyflavone	ChEMBL

Chemical Formula

C₁₆H₁₂O₃

Average Mass

252.2690 Da

Monoisotopic Mass

252.07864 Da

IUPAC Name

2-(3-methoxyphenyl)-4H-chromen-4-one

Traditional Name

2-(3-methoxyphenyl)chromen-4-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H12O3/c1-18-12-6-4-5-11(9-12)16-10-14(17)13-7-2-3-8-15(13)19-16/h2-10H,1H3

InChI Key

KIEVPIBIYKKJRJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Primula macrophylla	LOTUS Database	35616633
Primula veris	JEOL database	Budzianowski, J., et al, Phytochemistry 66, 1033 (2005)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
Flavone
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Pyranone
Alkyl aryl ether
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.53	ALOGPS
logP	2.81	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	15.49	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.43 m³·mol⁻¹	ChemAxon
Polarizability	27.33 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00035492

Chemspider ID

538667

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

63327

Good Scents ID

Not Available

References

General References

Budzianowski J, Morozowska M, Wesolowska M: Lipophilic flavones of Primula veris L. from field cultivation and in vitro cultures. Phytochemistry. 2005 May;66(9):1033-9. doi: 10.1016/j.phytochem.2005.03.024. [PubMed:15896373 ]
Walle UK, Walle T: Bioavailable flavonoids: cytochrome P450-mediated metabolism of methoxyflavones. Drug Metab Dispos. 2007 Nov;35(11):1985-9. doi: 10.1124/dmd.107.016782. Epub 2007 Aug 20. [PubMed:17709371 ]
Budzianowski, J., et al. (2005). Budzianowski, J., et al, Phytochemistry 66, 1033 (2005) . Phytochem..

Showing NP-Card for 3'-methoxyflavone (NP0031199)

MOL for NP0031199 (3'-methoxyflavone)

3D MOL for NP0031199 (3'-methoxyflavone)

3D SDF for NP0031199 (3'-methoxyflavone)

3D-SDF for NP0031199 (3'-methoxyflavone)

PDB for NP0031199 (3'-methoxyflavone)

3D PDB for NP0031199 (3'-methoxyflavone)

SMILES for NP0031199 (3'-methoxyflavone)

INCHI for NP0031199 (3'-methoxyflavone)

Structure for NP0031199 (3'-methoxyflavone)

3D Structure for NP0031199 (3'-methoxyflavone)