NP-MRD: Showing NP-Card for (7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate (NP0283502)

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Record Information

Version

2.0

Created at

2022-09-09 10:47:47 UTC

Updated at

2022-09-09 10:47:47 UTC

NP-MRD ID

NP0283502

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate

Description

Monomethylmitorubrin 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. (7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate is found in Aspergillus fruticulosus. (7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate was first documented in 2008 (PMID: 18409064). Based on a literature review very few articles have been published on Monomethylmitorubrin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092212472D          

 30 32  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1973   -1.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -2.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7616   -3.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919   -2.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1044   -2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0438   -3.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5135   -4.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -5.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010   -4.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189   -3.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6064   -3.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -4.0520    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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  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
 10 11  1  1  0  0  0
 10 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  4 30  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    7.3864    2.6932    0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1719    1.8790    0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5444    1.2384   -0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519    0.4512   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7438   -0.1785   -1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5363   -0.9762   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9013   -1.6169   -1.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -2.4025   -1.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2930   -3.2103   -2.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0311   -2.2842   -0.1259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5707   -3.6606    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0382   -1.3287   -0.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9706   -1.0194    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -1.6233    1.7260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9864   -0.0192    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9185    0.2721    1.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8145   -0.4151    2.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320   -0.1549    3.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8839    1.2093    1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9438    1.8623   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9302    2.8147   -0.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0014    1.5532   -1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0165    0.6139   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    0.3340   -1.8686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0855    0.9415   -3.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867   -1.8082    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6769   -2.0585    2.1356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0796   -1.0247    0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470   -0.3599    1.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800    0.3776    1.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1357    2.1177   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9054    2.8938    1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0991    3.6415   -0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7850    1.8035    1.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9505    1.3268   -1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723   -0.1488   -2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2704   -1.5593   -2.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5826   -3.8304    1.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1309   -4.4228   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5488   -3.8523   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7527   -0.4826    3.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7684    0.8995    3.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950   -0.7720    4.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5965    1.4156    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8137    3.7932   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790    2.0816   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294    0.3456   -3.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1067    1.1371   -3.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727    1.9170   -3.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989   -0.4041    2.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 15  2  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 10 12  1  6
 10 11  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4 30  1  0
 30 29  1  0
 29 28  2  0
 28 26  1  0
 26 27  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
 15 16  1  0
 26 10  1  0
 28  6  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
  7 37  1  0
  5 36  1  0
 29 50  1  0
  3 35  1  0
  2 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
M  END


  Mrv1652309092212472D          

 30 32  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1973   -1.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -2.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7616   -3.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919   -2.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1044   -2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0438   -3.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5135   -4.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -5.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010   -4.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189   -3.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6064   -3.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -4.0520    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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  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
 10 11  1  1  0  0  0
 10 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  4 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0283502

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=CC(OC)=C1C(=O)O[C@@]1(C)C(=O)C=C2C=C(OC=C2C1=O)\C=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O8/c1-5-6-14-7-12-8-18(24)22(2,20(25)15(12)11-29-14)30-21(26)19-16(27-3)9-13(23)10-17(19)28-4/h5-11,23H,1-4H3/b6-5+/t22-/m0/s1

> <INCHI_KEY>
YARFJXDESJAETQ-BDNZGDGKSA-N

> <FORMULA>
C22H20O8

> <MOLECULAR_WEIGHT>
412.394

> <EXACT_MASS>
412.115817604

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.65597783672563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7S)-7-methyl-6,8-dioxo-3-[(1E)-prop-1-en-1-yl]-7,8-dihydro-6H-isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate

> <JCHEM_LOGP>
3.001680055333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.572517290138256

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5214765644407375

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000003

> <JCHEM_REFRACTIVITY>
110.4717

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-7-methyl-6,8-dioxo-3-[(1E)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.195  -3.757   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.712  -4.025   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.702  -2.845   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.238  -5.472   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.755  -5.739   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.745  -4.559   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      13.262  -4.827   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.282  -7.186   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.292  -8.366   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.819  -9.813   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.775  -8.099   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.249  -6.651   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.732  -6.384   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.742  -7.564   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   30                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   26                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   15   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   10   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    6   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29    4                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₀O₈

Average Mass

412.3940 Da

Monoisotopic Mass

412.11582 Da

IUPAC Name

(7S)-7-methyl-6,8-dioxo-3-[(1E)-prop-1-en-1-yl]-7,8-dihydro-6H-isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate

Traditional Name

(7S)-7-methyl-6,8-dioxo-3-[(1E)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=CC(OC)=C1C(=O)O[C@@]1(C)C(=O)C=C2C=C(OC=C2C1=O)\C=C\C

InChI Identifier

InChI=1S/C22H20O8/c1-5-6-14-7-12-8-18(24)22(2,20(25)15(12)11-29-14)30-21(26)19-16(27-3)9-13(23)10-17(19)28-4/h5-11,23H,1-4H3/b6-5+/t22-/m0/s1

InChI Key

YARFJXDESJAETQ-BDNZGDGKSA-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 fruticulosa	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-methoxybenzoic acid or derivatives
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Phenol
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous ester
Cyclic ketone
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	ChemAxon
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	110.47 m³·mol⁻¹	ChemAxon
Polarizability	40.66 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053509

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

102394684

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yasukawa K, Itabashi T, Kawai K, Takido M: Inhibitory effects of falconensins on 12-O-tetradecanoylphorbol-13-acetate-induced inflammatory ear edema in mice. J Nat Med. 2008 Jul;62(3):384-6. doi: 10.1007/s11418-008-0250-3. Epub 2008 Apr 15. [PubMed:18409064 ]
LOTUS database [Link]

Showing NP-Card for (7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate (NP0283502)

MOL for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

3D MOL for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

3D SDF for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

3D-SDF for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

PDB for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

3D PDB for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

SMILES for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

INCHI for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

Structure for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)

3D Structure for NP0283502 ((7s)-7-methyl-6,8-dioxo-3-[(1e)-prop-1-en-1-yl]isochromen-7-yl 4-hydroxy-2,6-dimethoxybenzoate)