NP-MRD: Showing NP-Card for 8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate (NP0249852)

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Record Information

Version

2.0

Created at

2022-09-07 12:31:52 UTC

Updated at

2022-09-07 12:31:52 UTC

NP-MRD ID

NP0249852

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate

Description

8-Hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-6,7,8,8a-tetrahydro-1H-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate 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. 8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate is found in Aspergillus falconensis. 8-Hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-6,7,8,8a-tetrahydro-1H-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517092D          

 32 34  0  0  0  0            999 V2000
   -3.3138   -1.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014   -2.0219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9711   -1.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -1.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -2.3085    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    1.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.3627    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
   -0.0980   -0.5558    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
    3.5724   -0.4125    0.0000 O   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 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
    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
    4.2868   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229    0.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    1.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2532   -0.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657   -0.4714    0.0000 Cl  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
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 12 13  1  0  0  0  0
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 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
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 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  4  0  0  0
  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
    7.6352    0.2984   -1.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8115   -0.2193    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8202   -0.4509    1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4321   -0.2236    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4388   -0.4624    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1043   -0.0698    2.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952    0.1684    1.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    0.7184    2.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0286   -0.2347    0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529   -0.9615    1.7688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3872    0.1870    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9324    1.3501    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518    2.2536    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2154    1.7512    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9405    3.2129    1.1358 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9380    0.9326   -0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2344    1.2437   -0.6635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4278    2.0095   -1.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3994   -0.2366   -0.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3292   -1.2790   -1.8333 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1170   -0.6212   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790   -1.8240   -0.9541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7123   -3.0488   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3978    0.1132   -0.6734 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0761   -0.5077   -1.8786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -0.1853   -0.2813 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8225    0.7405   -0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1122    0.2591   -0.5433 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6177    0.3509   -1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1200    1.2782   -1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0013   -0.4105   -1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3184   -0.1055    3.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181   -2.1377   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -2.1937    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0289   -2.2325    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209    1.8091    2.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843    2.2917    1.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6258    3.2493    1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4732    2.3460   -1.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6876    2.8229   -1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2290    1.3163   -2.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0793   -2.9053    0.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7038   -3.5435   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3704   -3.7683   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853    1.2060   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6076   -1.3185   -2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587   -1.2159   -0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7693    0.7999   -1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    1.7411   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 18  2  0
 18 19  1  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 10 12  1  6
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 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32  4  1  0
  4  3  1  0
  3  2  2  0
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  4  5  2  0
  5  6  1  0
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  8  9  2  0
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  3 37  1  0
  2 36  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 38  1  0
  7 39  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
M  END


  Mrv1533004241517092D          

 32 34  0  0  0  0            999 V2000
   -3.3138   -1.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014   -2.0219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9711   -1.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -1.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -2.3085    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    1.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.3627    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
   -0.0980   -0.5558    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
    3.5724   -0.4125    0.0000 O   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 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
    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
    4.2868   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229    0.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    1.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2532   -0.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657   -0.4714    0.0000 Cl  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
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  4  0  0  0
  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249852

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Cl)C(C)=C(C(=O)OC2(C)C(O)C3COC(C=CC)=CC3=CC2=O)C(OC)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C23H24Cl2O7/c1-6-7-13-8-12-9-15(26)23(3,21(27)14(12)10-31-13)32-22(28)16-11(2)17(24)20(30-5)18(25)19(16)29-4/h6-9,14,21,27H,10H2,1-5H3

> <INCHI_KEY>
UPGFIGSJKQUWJR-UHFFFAOYSA-N

> <FORMULA>
C23H24Cl2O7

> <MOLECULAR_WEIGHT>
483.34

> <EXACT_MASS>
482.0899085

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
47.885903616160114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-6,7,8,8a-tetrahydro-1H-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
4.102483285999999

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.238059674657997

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.699242126595646

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4860555333430066

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
123.90979999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1H-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -6.186  -3.507   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.669  -3.774   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.679  -2.595   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.163  -2.862   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0      -1.636  -4.309   0.000  0.00  0.00          Cl+0
HETATM    6  C   UNK     0      -1.173  -1.682   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.344  -1.950   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.700  -0.235   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.710   0.945   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.236   2.392   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.807   0.677   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.183  -1.037   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.216   0.032   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.743   1.479   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.753   2.659   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.206  -1.147   0.000  0.00  0.00           C+0
HETATM   32 Cl   UNK     0      -5.723  -0.880   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   28                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14   23                                             
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23                                                            
CONECT   25   19   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28    8   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28    3   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Value	Source
8-Hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-6,7,8,8a-tetrahydro-1H-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoic acid	Generator

Chemical Formula

C₂₃H₂₄Cl₂O₇

Average Mass

483.3400 Da

Monoisotopic Mass

482.08991 Da

IUPAC Name

8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-6,7,8,8a-tetrahydro-1H-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate

Traditional Name

8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1H-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

COC1=C(Cl)C(C)=C(C(=O)OC2(C)C(O)C3COC(C=CC)=CC3=CC2=O)C(OC)=C1Cl

InChI Identifier

InChI=1S/C23H24Cl2O7/c1-6-7-13-8-12-9-15(26)23(3,21(27)14(12)10-31-13)32-22(28)16-11(2)17(24)20(30-5)18(25)19(16)29-4/h6-9,14,21,27H,10H2,1-5H3

InChI Key

UPGFIGSJKQUWJR-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
Emericella falconensis	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
O-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Benzoate ester
M-dimethoxybenzene
Dimethoxybenzene
Halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Anisole
1,3-dichlorobenzene
Methoxybenzene
Phenol ether
Alkyl aryl ether
Cyclohexenone
Chlorobenzene
Halobenzene
Toluene
Benzenoid
Aryl chloride
Monocyclic benzene moiety
Aryl halide
Ketone
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Oxacycle
Ether
Carboxylic acid derivative
Alcohol
Carbonyl group
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	4.12	ALOGPS
logP	4.1	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.91 m³·mol⁻¹	ChemAxon
Polarizability	47.89 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate (NP0249852)

MOL for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

3D MOL for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

3D SDF for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

3D-SDF for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

PDB for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

3D PDB for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

SMILES for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

INCHI for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

Structure for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)

3D Structure for NP0249852 (8-hydroxy-7-methyl-6-oxo-3-(prop-1-en-1-yl)-8,8a-dihydro-1h-isochromen-7-yl 3,5-dichloro-2,4-dimethoxy-6-methylbenzoate)