NP-MRD: Showing NP-Card for 5-Hydroxy-3,3',4',5',7-pentamethoxyflavone (NP0053029)

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Record Information

Version

2.0

Created at

2022-04-27 23:51:18 UTC

Updated at

2022-04-27 23:51:18 UTC

NP-MRD ID

NP0053029

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Hydroxy-3,3',4',5',7-pentamethoxyflavone

Description

Combretol 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. Thus, combretol is considered to be a flavonoid lipid molecule. Combretol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Hydroxy-3,3',4',5',7-pentamethoxyflavone is found in Aeonium spp., Betula nigra , Bosistoa floydii, Cassipourea madagascariensis, Combretum quadrangulare , Iochroma warscewiczii, Notholaena candida, Notholaena schaffneri, Rhodomyrtus tomentosa and Xanthocephalum gymnospermoides. 5-Hydroxy-3,3',4',5',7-pentamethoxyflavone was first documented in 1967 (PMID: 6068757). A pentamethoxyflavone that is myricetin in which the hydroxy groups at positions 3, 7, 3', 4' and 5' have been replaced by methoxy groups (PMID: 16499334) (PMID: 20665372).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201500552D          

 28 30  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 17 28  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
    6.7628    0.6103   -2.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578    0.6952   -2.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846    0.3963   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840    0.0330   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995   -0.2522    0.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9562   -0.6232    1.9456 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132   -0.1910    0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -0.4820    1.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -0.8125    2.8744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8610   -0.3868    1.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -0.6958    2.7801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458   -2.0695    3.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891   -0.0239    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1449    0.0964    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5877    0.2270   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9092    0.3838   -1.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391    0.5126   -2.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587    0.4736   -3.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    0.4238   -0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    0.5748   -0.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3657    0.8069   -1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4482    0.2931    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206    0.3330    1.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1407    0.2155    3.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1098    0.1373    1.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218    0.2351   -0.5401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066    0.1709   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104    0.4605   -1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166    1.2791   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1113   -0.4149   -2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2291    0.9893   -3.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2632   -0.0206   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9637   -0.6750    1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -2.6231    3.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985   -2.0845    3.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4915   -2.4996    2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    0.1947   -1.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7297   -0.4152   -3.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789    1.3649   -3.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8662    0.5004   -4.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0768    0.6793   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5482    1.8937   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7932    0.1530   -1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1147    0.2664    3.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6707   -0.7815    3.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5057    1.0395    3.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290    0.0711    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190    0.7431   -2.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 26  1  0
 26 27  1  0
 27 28  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 28  3  1  0
 25 14  1  0
 27  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 28 48  1  0
 15 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
M  END


  Mrv1533004201500552D          

 28 30  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 17 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0053029

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C(OC)=C(OC2=C1)C1=CC(OC)=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O8/c1-23-11-8-12(21)16-13(9-11)28-18(20(27-5)17(16)22)10-6-14(24-2)19(26-4)15(7-10)25-3/h6-9,21H,1-5H3

> <INCHI_KEY>
SUNUQCQIFHHEOW-UHFFFAOYSA-N

> <FORMULA>
C20H20O8

> <MOLECULAR_WEIGHT>
388.372

> <EXACT_MASS>
388.115817604

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.68216518459304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.549137755666667

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.155888999004846

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2054773702266255

> <JCHEM_POLAR_SURFACE_AREA>
92.68000000000002

> <JCHEM_REFRACTIVITY>
101.5235

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
combretol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    6   15                                                  
CONECT   15   14    3   16                                                  
CONECT   16   15                                                            
CONECT   17    4   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   17                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-3,3',4',5',7-pentamethoxyflavone	ChEBI
Myricetin-3,7,3',4',5'-pentamethylether	ChEBI

Chemical Formula

C₂₀H₂₀O₈

Average Mass

388.3720 Da

Monoisotopic Mass

388.11582 Da

IUPAC Name

5-hydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

Traditional Name

combretol

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C(OC)=C(OC2=C1)C1=CC(OC)=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C20H20O8/c1-23-11-8-12(21)16-13(9-11)28-18(20(27-5)17(16)22)10-6-14(24-2)19(26-4)15(7-10)25-3/h6-9,21H,1-5H3

InChI Key

SUNUQCQIFHHEOW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aeonium spp.	Plant	KNApSAcK
Betula nigra	Plant	KNApSAcK
Bosistoa floydii	Plant	KNApSAcK
Cassipourea madagascariensis	Plant	KNApSAcK
Combretum quadrangulare	Plant	KNApSAcK
Iochroma warscewiczii	Plant	KNApSAcK
Notholaena candida	Plant	KNApSAcK
Notholaena schaffneri	Plant	KNApSAcK
Rhodomyrtus tomentosa	LOTUS Database	35616633
Xanthocephalum gymnospermoides	Plant	KNApSAcK

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

7-methoxyflavonoid-skeleton
3p-methoxyflavonoid-skeleton
3-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
3-methoxychromone
Chromone
Benzopyran
1-benzopyran
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
Alkyl aryl ether
Pyranone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monohydroxyflavone (CHEBI:70005 )
pentamethoxyflavone (CHEBI:70005 )
Flavones and Flavonols (LMPK12112794 )

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	2.92	ALOGPS
logP	2.55	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.16	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	92.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.52 m³·mol⁻¹	ChemAxon
Polarizability	39.68 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Combretol

METLIN ID

Not Available

PubChem Compound

12303802

PDB ID

Not Available

ChEBI ID

70005

Good Scents ID

Not Available

References

General References

Chaturvedula VS, Norris A, Miller JS, Ratovoson F, Andriantsiferana R, Rasamison VE, Kingston DG: Cytotoxic diterpenes from Cassipourea madagascariensis from the Madagascar rainforest. J Nat Prod. 2006 Feb;69(2):287-9. doi: 10.1021/np050376w. [PubMed:16499334 ]
Kennedy ML, Cortes F, Pinero JE, Castanys S, Lopez-Arencibia A, Gamarro F, Bazzocchi IL, Jimenez IA: Leishmanicidal and reversal multidrug resistance constituents from Aeonium lindleyi. Planta Med. 2011 Jan;77(1):77-80. doi: 10.1055/s-0030-1250144. Epub 2010 Jul 21. [PubMed:20665372 ]
Sim KY: The syntheses of mikanin, combretol, and 3,5,7-trihydroxy-2'-methoxyflavone, and the purification of flavones by sublimation. J Chem Soc Perkin 1. 1967;10:976-9. [PubMed:6068757 ]

Showing NP-Card for 5-Hydroxy-3,3',4',5',7-pentamethoxyflavone (NP0053029)

MOL for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

3D MOL for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

3D SDF for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

3D-SDF for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

PDB for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

3D PDB for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

SMILES for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

INCHI for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

Structure for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)

3D Structure for NP0053029 (5-Hydroxy-3,3',4',5',7-pentamethoxyflavone)