NP-MRD: Showing NP-Card for 8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one (NP0252851)

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Record Information

Version

2.0

Created at

2022-09-07 16:30:41 UTC

Updated at

2022-09-07 16:30:41 UTC

NP-MRD ID

NP0252851

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one

Description

Mallopallidol belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one is found in Mallotus pallidus. Mallopallidol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201504132D          

 33 35  0  0  0  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -2.1434   -3.7125    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -1.1513    0.0000 O   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
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    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  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  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 18 33  1  0  0  0  0
 25 33  2  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
    0.5358    4.4287   -1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9693    3.4695   -0.9922 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3842    2.3421   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    2.0822   -0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6796    3.0548   -1.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2985    0.9401   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855    0.7601   -0.1097 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4948   -0.0149    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142   -1.1924    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4264   -2.0744    1.7303 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5688   -1.5020    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8642   -2.7584    1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9724   -1.9165   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315    0.2333    0.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997   -0.6718    1.2654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589    1.4066    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8993    1.5409    0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7392    0.6731   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497    0.6755   -2.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321    1.4048   -2.8161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6857   -0.1539   -2.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -0.1404   -4.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475   -0.9307   -1.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4806   -1.7573   -2.6223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5372   -0.9350   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6476   -0.1462    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6484   -0.1542    1.4622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527   -1.0143    2.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945   -0.2580    3.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858   -2.1649    2.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684   -1.6199    1.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4539   -1.7603    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1589   -2.6060   -0.3822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    4.4980   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    4.3792   -2.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011    5.4994   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699    3.9731   -1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632    3.3596   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2284    2.5351   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2766    1.4335   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1829   -0.7169    1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -3.3650    1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6439   -3.3890    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1773   -2.5165    2.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982   -1.6990   -1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -1.5408   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -3.0463   -0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4625   -1.5118    1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369    2.6299   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2666    1.5483    1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.0140   -2.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7142    0.2323   -4.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7948   -1.1912   -4.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5031    0.5087   -4.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5489   -1.8077   -3.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9598    0.4059    3.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6523    0.4155    3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1050   -0.9648    4.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2724   -2.9075    2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5893   -1.7631    3.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.6853    3.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4437   -0.9359    1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7728   -2.6316    2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
  4  5  1  0
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 31 32  1  0
 32 33  2  0
 16  3  1  0
 26 18  1  0
 32 25  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
 11 41  1  0
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 20 51  1  0
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 22 54  1  0
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 29 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
M  END


  Mrv1533004201504132D          

 33 35  0  0  0  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -1.1513    0.0000 O   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
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    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  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  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 32 33  1  0  0  0  0
 18 33  1  0  0  0  0
 25 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0252851

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(O)=C(C(=O)C(C)C)C(O)=C1CC1=C(O)C(C)=C(O)C2=C1OC(C)(C)CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O8/c1-10(2)18(27)17-21(30)12(4)23(32-7)14(22(17)31)8-13-19(28)11(3)20(29)16-15(26)9-25(5,6)33-24(13)16/h10,28-31H,8-9H2,1-7H3

> <INCHI_KEY>
OPFISTFKTOJFJH-UHFFFAOYSA-N

> <FORMULA>
C25H30O8

> <MOLECULAR_WEIGHT>
458.507

> <EXACT_MASS>
458.194067926

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
47.72982117507368

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
6.506589418333334

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.915874153202186

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.493187625729834

> <JCHEM_PKA_STRONGEST_BASIC>
-4.592987428792388

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
123.93189999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3H-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.198  -2.149   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.195  -3.757   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
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   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    3   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   33                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   33                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   33                                                       
CONECT   33   32   18   25                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₈

Average Mass

458.5070 Da

Monoisotopic Mass

458.19407 Da

IUPAC Name

8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3H-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(O)=C(C(=O)C(C)C)C(O)=C1CC1=C(O)C(C)=C(O)C2=C1OC(C)(C)CC2=O

InChI Identifier

InChI=1S/C25H30O8/c1-10(2)18(27)17-21(30)12(4)23(32-7)14(22(17)31)8-13-19(28)11(3)20(29)16-15(26)9-25(5,6)33-24(13)16/h10,28-31H,8-9H2,1-7H3

InChI Key

OPFISTFKTOJFJH-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Mallotus pallidus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenylpropane
Anisole
Phenoxy compound
Benzoyl
O-cresol
P-cresol
Phenol ether
Resorcinol
Methoxybenzene
Aryl alkyl ketone
Phenol
Alkyl aryl ether
Toluene
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	3.54	ALOGPS
logP	6.51	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.49	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	123.93 m³·mol⁻¹	ChemAxon
Polarizability	47.73 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

49767684

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one (NP0252851)

MOL for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

3D MOL for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

3D SDF for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

3D-SDF for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

PDB for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

3D PDB for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

SMILES for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

INCHI for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

Structure for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)

3D Structure for NP0252851 (8-{[2,4-dihydroxy-6-methoxy-5-methyl-3-(2-methylpropanoyl)phenyl]methyl}-5,7-dihydroxy-2,2,6-trimethyl-3h-1-benzopyran-4-one)