NP-MRD: Showing NP-Card for 3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate (NP0167802)

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Record Information

Version

2.0

Created at

2022-09-03 03:28:17 UTC

Updated at

2022-09-03 03:28:17 UTC

NP-MRD ID

NP0167802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate

Description

CHEMBL1883325 belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center. 3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate is found in Talaromyces convolutus and Talaromyces flavus. CHEMBL1883325 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171503102D          

 29 31  0  0  0  0            999 V2000
    0.9966   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7485   -3.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182   -4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -4.8272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943   -3.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6889   -2.9902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -1.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    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
    0.4323   -2.0127    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  2  0  0  0  0
 26 20  1  4  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -3.2958    0.4011    2.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108    0.4427    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7203    0.5554    1.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8002    0.5987    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1082    0.7128    1.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5235    0.5237   -0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2215    0.4113   -0.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9347    0.3344   -2.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454    0.3684   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7657    0.2482   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6114    0.1858   -1.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6862    0.2041    0.2088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3920    0.0903   -0.3143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3304   -1.2130   -1.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142    1.2475   -1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    2.0915   -1.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097    1.3569   -1.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4036    0.8140   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7892    0.9432   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7372    0.3537   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1052    0.4705   -0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1460   -0.0219   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1930   -0.8182    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7633   -2.0746    0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296   -0.3365    0.6020 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0243   -0.4780    1.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0355    0.0729    0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423   -0.0448    0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562   -0.2515    1.9167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6047    1.2612    2.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -0.5820    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    0.4614    3.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9556    0.6161    2.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6469   -0.1404    1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3386    0.5534   -1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6291    0.3558   -3.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6785   -1.6674   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719   -1.0854   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -1.9142   -0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174    1.9303   -2.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439    1.4956   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2818    1.0582   -1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1266    0.2005   -0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458   -0.9500    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8626   -0.3083    1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6054   -2.6244    1.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526   -1.0270    1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 13 12  1  1
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
  9  2  1  0
 28 13  1  0
 27 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  5 34  1  0
  6 35  1  0
  8 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 17 40  1  0
 19 41  1  0
 26 47  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 24 46  1  0
M  END


  Mrv1533004171503102D          

 29 31  0  0  0  0            999 V2000
    0.9966   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7485   -3.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182   -4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -4.8272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943   -3.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6889   -2.9902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -1.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    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
    0.4323   -2.0127    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  2  0  0  0  0
 26 20  1  4  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0167802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(O)=CC(O)=C1C(=O)OC1(C)C(=O)C=C2C=C(OC=C2C1=O)C=CCO

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O8/c1-11-6-13(23)9-16(24)18(11)20(27)29-21(2)17(25)8-12-7-14(4-3-5-22)28-10-15(12)19(21)26/h3-4,6-10,22-24H,5H2,1-2H3

> <INCHI_KEY>
NXJNWGPNUAVXHT-UHFFFAOYSA-N

> <FORMULA>
C21H18O8

> <MOLECULAR_WEIGHT>
398.367

> <EXACT_MASS>
398.10016754

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
39.656409078374395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl 2,4-dihydroxy-6-methylbenzoate

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
2.896107497666667

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.54162706721216

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.682535885374161

> <JCHEM_PKA_STRONGEST_BASIC>
-2.533297375473362

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
106.34209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate

> <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       1.860  -3.757   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.870  -4.937   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.397  -6.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.407  -7.564   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.934  -9.011   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.109  -7.296   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.636  -5.849   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.153  -5.582   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.646  -4.669   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.173  -3.222   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.689  -2.955   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.183  -2.043   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.807  -3.757   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15   24                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23   13   25                                                  
CONECT   25   24                                                            
CONECT   26   20   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈O₈

Average Mass

398.3670 Da

Monoisotopic Mass

398.10017 Da

IUPAC Name

3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl 2,4-dihydroxy-6-methylbenzoate

Traditional Name

3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=CC(O)=C1C(=O)OC1(C)C(=O)C=C2C=C(OC=C2C1=O)C=CCO

InChI Identifier

InChI=1S/C21H18O8/c1-11-6-13(23)9-16(24)18(11)20(27)29-21(2)17(25)8-12-7-14(4-3-5-22)28-10-15(12)19(21)26/h3-4,6-10,22-24H,5H2,1-2H3

InChI Key

NXJNWGPNUAVXHT-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
Talaromyces convolutus	LOTUS Database	35616633
Talaromyces flavus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaphilones

Sub Class

Not Available

Direct Parent

Azaphilones

Alternative Parents

Substituents

Azaphilone
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
Benzoyl
M-cresol
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Cyclohexenone
Toluene
Monocyclic benzene moiety
Pyran
Benzenoid
Vinylogous acid
Vinylogous ester
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid derivative
Oxacycle
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Organooxygen compound
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	2.41	ALOGPS
logP	2.9	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.34 m³·mol⁻¹	ChemAxon
Polarizability	39.66 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

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

49859155

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate (NP0167802)

MOL for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

3D MOL for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

3D SDF for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

3D-SDF for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

PDB for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

3D PDB for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

SMILES for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

INCHI for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

Structure for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)

3D Structure for NP0167802 (3-(3-hydroxyprop-1-en-1-yl)-7-methyl-6,8-dioxoisochromen-7-yl 2,4-dihydroxy-6-methylbenzoate)