NP-MRD: Showing NP-Card for 4-Hydroxyalternariol 9-methyl ether (NP0138346)

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Record Information

Version

1.0

Created at

2022-05-31 17:55:56 UTC

Updated at

2022-05-31 17:55:56 UTC

NP-MRD ID

NP0138346

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Hydroxyalternariol 9-methyl ether

Description

Based on a literature review very few articles have been published on 4-Hydroxyalternariol 9-methyl ether.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119023D          

 33 35  0  0  0  0            999 V2000
    3.7352   -1.3789   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    0.0241   -1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.6394   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    1.9795   -0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737    2.6658   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    4.0133    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327    1.9557    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8052    2.5717    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    3.8038    0.8141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664    1.8808    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    0.5923    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.0539    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148    0.6880    1.5313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2421   -1.4001    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -2.0830    1.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -2.0791    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327   -1.4779    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -2.3127   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8442   -0.1223    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3285    0.5705   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.0984   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128   -1.9280   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7103   -1.6875   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9380   -1.6891   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    2.5699   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    4.6650    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1531    1.6728    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -1.5032    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163   -3.1524    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235   -3.3383   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833   -2.7150    0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.1771   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -1.0955   -0.6085 H   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
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  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  4 25  1  0  0  0  0
  6 26  1  0  0  0  0
 13 27  1  0  0  0  0
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 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
 18 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    3.7352   -1.3789   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    0.0241   -1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.6394   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    1.9795   -0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737    2.6658   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    4.0133    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327    1.9557    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8052    2.5717    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    3.8038    0.8141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664    1.8808    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    0.5923    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.0539    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148    0.6880    1.5313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2421   -1.4001    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -2.0830    1.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -2.0791    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327   -1.4779    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -2.3127   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8442   -0.1223    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3285    0.5705   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.0984   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128   -1.9280   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7103   -1.6875   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9380   -1.6891   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    2.5699   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    4.6650    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1531    1.6728    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -1.5032    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163   -3.1524    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235   -3.3383   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833   -2.7150    0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.1771   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -1.0955   -0.6085 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
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 21  3  1  0
 20  7  1  0
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  1 22  1  0
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  4 25  1  0
  6 26  1  0
 13 27  1  0
 15 28  1  0
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 18 30  1  0
 18 31  1  0
 18 32  1  0
 21 33  1  0
M  END


  Mrv1652306242119023D          

 33 35  0  0  0  0            999 V2000
    3.7352   -1.3789   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    0.0241   -1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.6394   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    1.9795   -0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737    2.6658   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    4.0133    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327    1.9557    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8052    2.5717    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    3.8038    0.8141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664    1.8808    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    0.5923    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.0539    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148    0.6880    1.5313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2421   -1.4001    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -2.0830    1.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -2.0791    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327   -1.4779    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -2.3127   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8442   -0.1223    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3285    0.5705   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.0984   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128   -1.9280   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7103   -1.6875   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9380   -1.6891   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    2.5699   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    4.6650    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1531    1.6728    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -1.5032    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163   -3.1524    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235   -3.3383   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833   -2.7150    0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.1771   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -1.0955   -0.6085 H   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
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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  1 23  1  0  0  0  0
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  6 26  1  0  0  0  0
 13 27  1  0  0  0  0
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 18 31  1  0  0  0  0
 18 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138346

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C2C(OC(=O)C3=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C23)=C1O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c1-6-3-10(17)13(18)14-11(6)8-4-7(20-2)5-9(16)12(8)15(19)21-14/h3-5,16-18H,1-2H3

> <INCHI_KEY>
BVYAURIYXKOUPX-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.255

> <EXACT_MASS>
288.063388106

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.169163607876115

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,7-trihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
3.6703816

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.464946123245854

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.905608654355094

> <JCHEM_PKA_STRONGEST_BASIC>
-4.076956591669776

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
74.3862

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,7-trihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    3.7352   -1.3789   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    0.0241   -1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.6394   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    1.9795   -0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737    2.6658   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    4.0133    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327    1.9557    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8052    2.5717    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    3.8038    0.8141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664    1.8808    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1354   -0.0539    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1187   -2.3127   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8442   -0.1223    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3285    0.5705   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.0984   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128   -1.9280   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7103   -1.6875   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9380   -1.6891   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9542    4.6650    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1531    1.6728    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -1.5032    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163   -3.1524    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235   -3.3383   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833   -2.7150    0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.1771   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -1.0955   -0.6085 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  7  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 18 31  1  0
 18 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.735  -1.379  -1.385  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.753   0.024  -1.199  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.588   0.639  -0.742  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.619   1.980  -0.570  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.474   2.666  -0.109  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.559   4.013   0.048  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.333   1.956   0.159  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.805   2.572   0.632  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.839   3.804   0.814  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.866   1.881   0.897  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.962   0.592   0.749  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.135  -0.054   1.057  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.215   0.688   1.531  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.242  -1.400   0.900  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.444  -2.083   1.214  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.164  -2.079   0.433  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.933  -1.478   0.099  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.119  -2.313  -0.454  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.844  -0.122   0.268  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.329   0.571  -0.030  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.427  -0.098  -0.471  0.00  0.00           C+0
HETATM   22  H   UNK     0       3.613  -1.928  -0.437  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.710  -1.688  -1.809  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.938  -1.689  -2.093  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.496   2.570  -0.772  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.954   4.665   0.330  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.153   1.673   1.652  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.196  -1.503   1.556  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.216  -3.152   0.301  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.424  -3.338  -0.641  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.883  -2.715   0.221  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.363  -2.177  -1.537  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.546  -1.095  -0.609  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   26                                                       
CONECT    7    5    8   20                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   27                                                       
CONECT   14   12   15   16                                                  
CONECT   15   14   28                                                       
CONECT   16   14   17   29                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   30   31   32                                             
CONECT   19   17   20   11                                                  
CONECT   20   19   21    7                                                  
CONECT   21   20    3   33                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27   13                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   18                                                            
CONECT   31   18                                                            
CONECT   32   18                                                            
CONECT   33   21                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
    3.7352   -1.3789   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    0.0241   -1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.6394   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    1.9795   -0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737    2.6658   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    4.0133    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327    1.9557    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8052    2.5717    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    3.8038    0.8141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664    1.8808    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    0.5923    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.0539    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148    0.6880    1.5313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2421   -1.4001    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -2.0830    1.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -2.0791    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327   -1.4779    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -2.3127   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8442   -0.1223    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3285    0.5705   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.0984   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128   -1.9280   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7103   -1.6875   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9380   -1.6891   -2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    2.5699   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    4.6650    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1531    1.6728    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -1.5032    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163   -3.1524    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235   -3.3383   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833   -2.7150    0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.1771   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -1.0955   -0.6085 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  7  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 18 31  1  0
 18 32  1  0
 21 33  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₆

Average Mass

288.2550 Da

Monoisotopic Mass

288.06339 Da

IUPAC Name

3,4,7-trihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one

Traditional Name

3,4,7-trihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one

CAS Registry Number

959417-17-5

SMILES

[H]OC1=C([H])C(=C2C(OC(=O)C3=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C23)=C1O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H12O6/c1-6-3-10(17)13(18)14-11(6)8-4-7(20-2)5-9(16)12(8)15(19)21-14/h3-5,16-18H,1-2H3

InChI Key

BVYAURIYXKOUPX-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

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 7,8-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at the C7- and C8-positions of the coumarin skeleton, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7,8-dihydroxycoumarins

Alternative Parents

Substituents

7,8-dihydroxycoumarin
Isocoumarin
Benzopyran
2-benzopyran
1-benzopyran
Anisole
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Lactone
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
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	2.48	ALOGPS
logP	3.67	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.91	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.39 m³·mol⁻¹	ChemAxon
Polarizability	28.17 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

Not Available

Chemspider ID

24718655

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24899916

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Hydroxyalternariol 9-methyl ether (NP0138346)

MOL for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

3D MOL for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

3D SDF for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

3D-SDF for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

PDB for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

3D PDB for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

SMILES for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

INCHI for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

Structure for NP0138346 (4-Hydroxyalternariol 9-methyl ether)

3D Structure for NP0138346 (4-Hydroxyalternariol 9-methyl ether)