NP-MRD: Showing NP-Card for 3',4'-Dihydroxy-4,5,6-trimethoxyaurone (NP0060825)

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Record Information

Version

2.0

Created at

2022-04-28 05:48:41 UTC

Updated at

2022-04-28 05:48:41 UTC

NP-MRD ID

NP0060825

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3',4'-Dihydroxy-4,5,6-trimethoxyaurone

Description

Hamiltrone belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus). Thus, hamiltrone is considered to be a flavonoid. 3',4'-Dihydroxy-4,5,6-trimethoxyaurone is found in Uvaria hamiltonii. 3',4'-Dihydroxy-4,5,6-trimethoxyaurone was first documented in 1998 (PMID: 9584399). Based on a literature review very few articles have been published on Hamiltrone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207482D          

 25 27  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    4.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 12 17  1  0  0  0  0
  8 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -3.1870   -1.4972    3.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6665   -1.0193    2.0384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7796   -0.5808    1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138   -0.5668    1.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5628   -0.1075    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1598    0.3313   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    0.3289   -1.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0537    0.7848   -2.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235    2.0755   -2.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3507   -0.1261   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7240   -0.1241   -0.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3096   -1.3036   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0796    0.7580   -1.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2418    1.2136   -2.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634    0.5204   -1.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825    0.7667   -1.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    0.4910   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5837    1.4017   -0.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7278    1.2511    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8226    0.1170    0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9602   -0.0645    1.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7998   -0.8059    0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8755   -1.9365    1.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6547   -0.6150    0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314   -0.0017    0.1380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615   -1.0058    3.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -2.5947    3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -1.3456    4.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505   -0.9138    2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9401    2.8354   -1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9829    2.2923   -3.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    2.2402   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2952   -1.3516   -1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7971   -2.2165   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3852   -1.2935   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660    1.1841   -2.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5107    2.2723   -1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5451    1.9280    0.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7197    0.5954    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381   -2.6011    1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8397   -1.3162    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 10  2  0
 10 11  1  0
 11 12  1  0
 10  7  1  0
  7  8  1  0
  8  9  1  0
  7  6  2  0
  6 13  1  0
 13 14  2  0
 13 15  1  0
 15 25  1  0
 25  5  1  0
  5  4  2  0
 15 16  2  0
 16 17  1  0
 17 24  2  0
 24 22  1  0
 22 23  1  0
 22 20  2  0
 20 21  1  0
 20 19  1  0
 19 18  2  0
  4  3  1  0
 18 17  1  0
  5  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  4 29  1  0
 16 36  1  0
 24 41  1  0
 23 40  1  0
 21 39  1  0
 19 38  1  0
 18 37  1  0
M  END


  Mrv1652304282207482D          

 25 27  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    4.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 12 17  1  0  0  0  0
  8 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060825

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-22-14-8-12-15(18(24-3)17(14)23-2)16(21)13(25-12)7-9-4-5-10(19)11(20)6-9/h4-8,19-20H,1-3H3/b13-7-

> <INCHI_KEY>
KDAHPBGYDUMHRL-QPEQYQDCSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.319

> <EXACT_MASS>
344.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.16485510141349

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-4,5,6-trimethoxy-2,3-dihydro-1-benzofuran-3-one

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
2.1221298760000007

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.374334764717208

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.828851174623074

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4334237205449325

> <JCHEM_POLAR_SURFACE_AREA>
94.45

> <JCHEM_REFRACTIVITY>
90.39769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hamiltrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.400   5.510   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.630   6.844   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.090   6.844   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.320   5.510   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.400   8.178   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.940   5.510   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.650   0.132   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.591   1.303   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17   12                                                            
CONECT   18    8    4   19                                                  
CONECT   19   18                                                            
CONECT   20    3   21                                                       
CONECT   21   20                                                            
CONECT   22    2   23                                                       
CONECT   23   22                                                            
CONECT   24    1   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₇

Average Mass

344.3190 Da

Monoisotopic Mass

344.08960 Da

IUPAC Name

(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-4,5,6-trimethoxy-2,3-dihydro-1-benzofuran-3-one

Traditional Name

hamiltrone

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H16O7/c1-22-14-8-12-15(18(24-3)17(14)23-2)16(21)13(25-12)7-9-4-5-10(19)11(20)6-9/h4-8,19-20H,1-3H3/b13-7-

InChI Key

KDAHPBGYDUMHRL-QPEQYQDCSA-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
Uvaria hamiltonii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Aurone flavonoids

Sub Class

Not Available

Direct Parent

Aurone flavonoids

Alternative Parents

Substituents

Aurone
Benzofuran
Coumaran
Anisole
Catechol
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Aurone flavonoids (LMPK12130055 )

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	2.96	ALOGPS
logP	2.12	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.83	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.4 m³·mol⁻¹	ChemAxon
Polarizability	35.16 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00014658

Chemspider ID

557584

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

642382

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang L, Wall ME, Wani MC, Navarro H, Santisuk T, Reutrakul V, Seo EK, Farnsworth NR, Kinghorn AD: New compounds with DNA strand-scission activity from the combined leaf and stem of Uvaria hamiltonii. J Nat Prod. 1998 Apr;61(4):446-50. doi: 10.1021/np9703609. [PubMed:9584399 ]

Showing NP-Card for 3',4'-Dihydroxy-4,5,6-trimethoxyaurone (NP0060825)

MOL for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

3D MOL for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

3D SDF for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

3D-SDF for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

PDB for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

3D PDB for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

SMILES for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

INCHI for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

Structure for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)

3D Structure for NP0060825 (3',4'-Dihydroxy-4,5,6-trimethoxyaurone)