NP-MRD: Showing NP-Card for 3',5,7-Trihydroxy-4',6,8-trimethoxyflavone (NP0052332)

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Record Information

Version

2.0

Created at

2022-04-27 23:25:09 UTC

Updated at

2022-04-27 23:25:09 UTC

NP-MRD ID

NP0052332

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3',5,7-Trihydroxy-4',6,8-trimethoxyflavone

Description

Acerosin 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, acerosin is considered to be a flavonoid lipid molecule. Acerosin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Acerosin has been detected, but not quantified in, citrus. This could make acerosin a potential biomarker for the consumption of these foods. 3',5,7-Trihydroxy-4',6,8-trimethoxyflavone is found in Biebersteinia orphanidis, Calycadenia spp., Citrus reticulata , Gardenia resinifera, Gardenia spp. , Helianthus strumosus, Iva acerosa, Scoparia dulcis, Stachys aegyptiaca, Tithonia pedunculata and Vitex negundo . 3',5,7-Trihydroxy-4',6,8-trimethoxyflavone was first documented in 2001 (PMID: 11198823). A trihydroxyflavone that is 5,7,3'-trihydroxyflavone with methoxy substituents at positions 6, 8 and 4' respectively.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv0541 05061305312D          

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

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    7.2186   -0.3119   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942   -0.7488   -0.8663 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7912   -0.4047   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110    0.4211    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1904    0.7320    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193    0.2734    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7285    0.5980    0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3648    1.4119    1.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9658    1.7305    1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2187    2.4842    2.6017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    1.1967    0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2696    1.4492    1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219    2.2408    2.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1494    0.8387    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4965    1.0936    0.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2431    0.2350    1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7542    0.0280   -0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7262   -0.5368   -1.7701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4127   -0.2173   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0447   -1.0433   -2.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9435   -2.4377   -1.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5148    0.3701   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419    0.1097   -0.4262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484   -0.5685   -1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7537   -0.8968   -1.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0684   -1.7240   -2.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0072   -1.1024   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6109    0.6316   -0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0686   -0.1145    0.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2837    0.8417    1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9660    1.3889    1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1060    1.8603    2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3354    2.7495    2.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3143    0.7368    2.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2522    0.0138    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6891   -0.7225    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736   -1.1269   -2.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870   -2.7066   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -2.6985   -0.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6191   -3.0167   -2.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6666   -0.9637   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3293   -2.0940   -2.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 25  2  0
 25 26  1  0
 25 24  1  0
 24  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
  4  3  1  0
 23  7  1  0
 22 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 26 42  1  0
 24 41  1  0
  5 31  1  0
  4 30  1  0
  8 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END

  Mrv0541 05061305312D          

 26 28  0  0  0  0            999 V2000
   -5.0013    2.0625    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   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
   -1.4289    0.0000    0.0000 C   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
   -3.5724    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
   -3.5724    2.0625    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
    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    0.8250    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
    1.4289    0.0000    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
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
   -4.2868    2.4750    0.0000 O   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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14 13  2  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  2  0  0  0  0
 19  9  1  0  0  0  0
 20 10  2  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23  1  1  0  0  0  0
 23 11  1  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 25  3  1  0  0  0  0
 25 18  1  0  0  0  0
 26 12  1  0  0  0  0
 26 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052332

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C(OC)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O8/c1-23-11-5-4-8(6-9(11)19)12-7-10(20)13-14(21)17(24-2)15(22)18(25-3)16(13)26-12/h4-7,19,21-22H,1-3H3

> <INCHI_KEY>
BTMNGQCCCWTUQH-UHFFFAOYSA-N

> <FORMULA>
C18H16O8

> <MOLECULAR_WEIGHT>
360.3148

> <EXACT_MASS>
360.084517488

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
35.488384836605526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.2336753366666664

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.486253062493958

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.628530043288674

> <JCHEM_PKA_STRONGEST_BASIC>
-4.240486038207277

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
92.3035

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acerosin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4    5    8                                                       
CONECT    5    4   11                                                       
CONECT    6    8    9                                                       
CONECT    7   10   12                                                       
CONECT    8    4    6   12                                                  
CONECT    9    6   11   19                                                  
CONECT   10    7   13   20                                                  
CONECT   11    5    9   23                                                  
CONECT   12    7    8   26                                                  
CONECT   13   10   14   16                                                  
CONECT   14   13   17   21                                                  
CONECT   15   17   18   22                                                  
CONECT   16   13   18   26                                                  
CONECT   17   14   15   24                                                  
CONECT   18   15   16   25                                                  
CONECT   19    9                                                            
CONECT   20   10                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23    1   11                                                       
CONECT   24    2   17                                                       
CONECT   25    3   18                                                       
CONECT   26   12   16                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
5,7,3'-Trihydroxy-6,8,4'-trimethoxyflavone	ChEBI
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-4H-1-benzopyran-4-one	HMDB
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-4H-1-benzopyran-4-one, 9ci	HMDB

Chemical Formula

C₁₈H₁₆O₈

Average Mass

360.3148 Da

Monoisotopic Mass

360.08452 Da

IUPAC Name

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-4H-chromen-4-one

Traditional Name

acerosin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C(OC)=C2O1

InChI Identifier

InChI=1S/C18H16O8/c1-23-11-5-4-8(6-9(11)19)12-7-10(20)13-14(21)17(24-2)15(22)18(25-3)16(13)26-12/h4-7,19,21-22H,1-3H3

InChI Key

BTMNGQCCCWTUQH-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
Biebersteinia orphanidis	Plant	KNApSAcK
Calycadenia spp.	Plant	KNApSAcK
Citrus reticulata	Plant	KNApSAcK
Gardenia resinifera	LOTUS Database	35616633
Gardenia spp.	Plant	KNApSAcK
Helianthus strumosus	Plant	KNApSAcK
Iva acerosa	Plant	KNApSAcK
Scoparia dulcis	LOTUS Database	35616633
Stachys aegyptiaca	LOTUS Database	35616633
Tithonia pedunculata	LOTUS Database	35616633
Vitex negundo	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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

trihydroxyflavone (CHEBI:2382 )
trimethoxyflavone (CHEBI:2382 )
flavones (C09982 )
Flavones and Flavonols (LMPK12111473 )

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	2.72	ALOGPS
logP	2.23	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.63	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	92.3 m³·mol⁻¹	ChemAxon
Polarizability	35.49 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

HMDB0030812

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002768

KNApSAcK ID

C00003930

Chemspider ID

Not Available

KEGG Compound ID

C09982

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

177696

PDB ID

Not Available

ChEBI ID

2382

Good Scents ID

Not Available

References

General References

Greenham J, Vassiliades DD, Harborne JB, Williams CA, Eagles J, Grayer RJ, Veitch NC: A distinctive flavonoid chemistry for the anomalous genus Biebersteinia. Phytochemistry. 2001 Jan;56(1):87-91. doi: 10.1016/s0031-9422(00)00355-1. [PubMed:11198823 ]

Showing NP-Card for 3',5,7-Trihydroxy-4',6,8-trimethoxyflavone (NP0052332)

MOL for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

3D MOL for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

3D SDF for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

3D-SDF for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

PDB for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

3D PDB for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

SMILES for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

INCHI for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

Structure for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)

3D Structure for NP0052332 (3',5,7-Trihydroxy-4',6,8-trimethoxyflavone)