NP-MRD: Showing NP-Card for 2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one (NP0059794)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 04:58:42 UTC

Updated at

2022-04-28 04:58:42 UTC

NP-MRD ID

NP0059794

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one

Description

Muxiangrin iii belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3'-position. Thus, muxiangrin III is considered to be a flavonoid lipid molecule. 2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one is found in Elsholtzia stauntonii. Muxiangrin iii is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171521492D          

 29 31  0  0  0  0            999 V2000
   -0.7145   -1.2375    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
    0.0000    0.0000    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
    1.4289    0.8250    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
    2.8579    0.8250    0.0000 O   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
    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 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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 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
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 23 29  2  0  0  0  0
 17 29  1  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
   -6.1213    2.5006    1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8753    1.1091    1.2627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    0.5207    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953   -0.0236   -0.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5866    0.0363   -1.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2072   -0.6174   -1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4883   -1.1679   -2.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046   -0.6592   -0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9176   -1.2550   -1.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1558   -1.7669   -2.8331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361   -1.2654   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3417   -0.7210    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025   -0.7310    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367   -0.1710    1.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4679   -0.1387    2.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6463    0.4407    3.7590 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5515   -0.6942    1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217   -0.6686    2.4722 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3749   -1.2651    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4940   -1.8908   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5065   -1.0876   -0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6416    0.1927   -0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7351    1.2002   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8556    0.7429   -1.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0973   -1.2773    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -0.1644    0.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733   -0.1179    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753    0.4750    1.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2836    1.0709    2.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3282    2.6982   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2690    3.1262    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0118    2.8420    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9375   -1.0370   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6457    0.3960   -2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2564    0.5431   -0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4101   -1.1483   -3.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1320   -1.7289   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    0.2645    2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5492    0.4568    4.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6053   -1.0748    1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1280   -2.6604   -0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959   -2.5535    0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -1.6868   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9283    1.4705    0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8734    2.2024   -0.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6916    0.9206   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5989    1.7211   -2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1556    0.0132   -2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6761    0.7988   -0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9701   -1.7353   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704    0.2518    2.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1884    1.4765    2.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854    1.8373    2.2930 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19 25  2  0
 28  3  1  0
 25 13  1  0
 27  8  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
 11 37  1  0
 29 51  1  0
 29 52  1  0
 29 53  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
M  END


  Mrv1533004171521492D          

 29 31  0  0  0  0            999 V2000
   -0.7145   -1.2375    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
    0.0000    0.0000    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
    1.4289    0.8250    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
    2.8579    0.8250    0.0000 O   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
    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 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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 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
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 23 29  2  0  0  0  0
 17 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0059794

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(O)=C2C(=O)C=C(OC2=C1C)C1=CC(O)=C(O)C(CC=C(C)C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O6/c1-11(2)6-7-14-8-15(9-17(25)21(14)27)18-10-16(24)19-20(26)12(3)22(28-5)13(4)23(19)29-18/h6,8-10,25-27H,7H2,1-5H3

> <INCHI_KEY>
PCAHZXLEUZEBMU-UHFFFAOYSA-N

> <FORMULA>
C23H24O6

> <MOLECULAR_WEIGHT>
396.439

> <EXACT_MASS>
396.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.988229599301384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-chromen-4-one

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
5.304427646

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.725555096008465

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.072090821165528

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7370340341432

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
113.7023

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
muxiangrine III

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   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  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335  -3.080   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  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14    3   16                                                  
CONECT   16   15                                                            
CONECT   17   12   18   29                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   23   17                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₄O₆

Average Mass

396.4390 Da

Monoisotopic Mass

396.15729 Da

IUPAC Name

2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-chromen-4-one

Traditional Name

muxiangrine III

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(O)=C2C(=O)C=C(OC2=C1C)C1=CC(O)=C(O)C(CC=C(C)C)=C1

InChI Identifier

InChI=1S/C23H24O6/c1-11(2)6-7-14-8-15(9-17(25)21(14)27)18-10-16(24)19-20(26)12(3)22(28-5)13(4)23(19)29-18/h6,8-10,25-27H,7H2,1-5H3

InChI Key

PCAHZXLEUZEBMU-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
Elsholtzia stauntonii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

3'-prenylated flavones

Alternative Parents

Substituents

3'-prenylated flavone
7-methoxyflavonoid-skeleton
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
Catechol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Phenol
Alkyl aryl ether
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

Flavones and Flavonols (LMPK12111040 )

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	4.23	ALOGPS
logP	5.3	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	8.07	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.7 m³·mol⁻¹	ChemAxon
Polarizability	42.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44258378

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one (NP0059794)

MOL for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

3D MOL for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

3D SDF for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

3D-SDF for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

PDB for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

3D PDB for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

SMILES for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

INCHI for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

Structure for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)

3D Structure for NP0059794 (2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5-hydroxy-7-methoxy-6,8-dimethyl-4H-1-benzopyran-4-one)