NP-MRD: Showing NP-Card for 5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone (NP0044778)

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Record Information

Version

2.0

Created at

2022-02-24 21:15:51 UTC

Updated at

2022-02-24 21:15:51 UTC

NP-MRD ID

NP0044778

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone

Description

5-Hydroxy-3,3',4',7,8-pentamethoxyflavone, also known as 8-O-methylretusin, belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 5-hydroxy-3,3',4',7,8-pentamethoxyflavone is considered to be a flavonoid lipid molecule. 5-Hydroxy-3,3',4',7,8-pentamethoxyflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 5-Hydroxy-3,3',4',7,8-pentamethoxyflavone has been detected, but not quantified in, sweet oranges. 5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone is found in Cistus albanicus, Citrus sinensis , Cyanostegia spp., Helichrysum foetidum , Micromelum zeylanicum, Ozothamnus lycopodioides, Ricinocarpos stylosus, Simaba orinocensis and Solanum paludosum . 5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone was first documented in 1998 (Ferracin, et al.). This could make 5-hydroxy-3,3',4',7,8-pentamethoxyflavone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241212232D          

 28 30  0  0  0  0            999 V2000
   -3.2411   -0.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -0.4419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411    0.3831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700   -0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3845   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -2.9170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.9170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -2.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    2.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    0.7956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
  4 21  1  0  0  0  0
  8 22  2  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -5.7000    3.0001    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4583    1.6271   -0.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1713    1.1000   -0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0501    1.8712    0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224    1.2956   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -0.0783   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2327   -0.5356   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4879    2.4527   -0.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2930    3.0918    0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2447    0.8302   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189    1.8159   -0.2863 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1540   -2.8551   -0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289   -1.2484   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4890   -2.2429   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -3.4503   -0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1354   -1.8344   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7826   -2.8538   -0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396   -3.2967    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -0.8155   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0110   -0.2299   -0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1278   -1.0489   -0.6088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9567   -2.4295   -0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2717    3.5603   -0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2869    3.3513    1.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7990    3.1505    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0837   -3.2115   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9048   -4.0731    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -1.8528   -0.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049   -2.8709    0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3147   -2.5863   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9424   -2.9067   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 26  2  0
 26 27  1  0
 27 28  1  0
 26 25  1  0
 25  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7 22  2  0
 22 23  1  0
 23 24  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19  9  2  0
  9  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
  4  3  1  0
  8  7  1  0
 17 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
 25 45  1  0
  5 33  1  0
  4 32  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
M  END


  Mrv0541 02241212232D          

 28 30  0  0  0  0            999 V2000
   -3.2411   -0.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -0.4419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411    0.3831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700   -0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3845   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -2.9170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.9170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -2.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    2.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    0.7956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  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
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
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 14 15  2  0  0  0  0
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  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
  4 21  1  0  0  0  0
  8 22  2  0  0  0  0
  9 23  1  0  0  0  0
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 25 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044778

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O

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

> <INCHI_KEY>
NPMMYTVKEWLZKD-UHFFFAOYSA-N

> <FORMULA>
C20H20O8

> <MOLECULAR_WEIGHT>
388.368

> <EXACT_MASS>
388.115817616

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
39.46237200197942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
2.549137755666667

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.864173997426608

> <JCHEM_PKA_STRONGEST_BASIC>
-4.21687579084676

> <JCHEM_POLAR_SURFACE_AREA>
92.68000000000002

> <JCHEM_REFRACTIVITY>
101.52349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.050  -0.825   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.384  -1.595   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.384  -3.135   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.050  -3.905   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.716  -3.135   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.716  -1.595   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.383  -0.825   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.383  -3.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.049  -3.135   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.049  -1.595   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.715  -0.825   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.618   1.485   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.715   0.715   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.618  -1.595   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.952  -0.825   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.952   0.715   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.050   0.715   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -8.717  -0.825   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -10.051  -1.595   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.716   1.485   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.050  -5.445   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.383  -5.445   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.715  -3.905   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.618  -3.135   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.618   3.025   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.715   3.795   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.286   1.485   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.619   0.715   0.000  0.00  0.00           C+0
CONECT    1    2    6   17                                                  
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   22                                                  
CONECT    9    8   10   23                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   25                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   27                                                  
CONECT   17    1   20                                                       
CONECT   18    2   19                                                       
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21    4                                                            
CONECT   22    8                                                            
CONECT   23    9   24                                                       
CONECT   24   23                                                            
CONECT   25   12   26                                                       
CONECT   26   25                                                            
CONECT   27   16   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
8-O-Methylretusin	HMDB

Chemical Formula

C₂₀H₂₀O₈

Average Mass

388.3680 Da

Monoisotopic Mass

388.11582 Da

IUPAC Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxychromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O

InChI Identifier

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

InChI Key

NPMMYTVKEWLZKD-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, 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, 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
Cistus albanicus	Plant	KNApSAcK
Citrus X sinensis (L.) Osbeck (pro. sp.)	Plant	KNApSAcK
Cyanostegia spp.	Plant	KNApSAcK
Helichrysum foetidum	Plant	KNApSAcK
Micromelum zeylanicum	Plant	KNApSAcK
Ozothamnus lycopodioides	Plant	KNApSAcK
Ricinocarpos stylosus	Plant	KNApSAcK
Simaba orinocensis	LOTUS Database	35616633
Solanum paludosum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113254 )

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	2.93	ALOGPS
logP	2.55	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.86	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	39.46 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

HMDB0029227

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001547

KNApSAcK ID

Not Available

Chemspider ID

8375771

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10200272

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

R. Ferracin, M. F. D. Silva, P. C. Vieira (1998). R. Ferracin, M. F. D. Silva, P. C. Vieira. Flavonoids from the fruits of Murraya paniculata. Phytochemistry 47(3), February 1998, Pages 393-396. DOI:10.1016/S0031-9422(97)00598-0. Phytochemistry.

Showing NP-Card for 5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone (NP0044778)

MOL for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

3D MOL for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

3D SDF for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

3D-SDF for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

PDB for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

3D PDB for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

SMILES for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

INCHI for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

Structure for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)

3D Structure for NP0044778 (5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone)