NP-MRD: Showing NP-Card for Demethylkotanin (NP0079002)

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Record Information

Version

2.0

Created at

2022-04-29 00:05:22 UTC

Updated at

2022-04-29 00:05:22 UTC

NP-MRD ID

NP0079002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Demethylkotanin

Description

Demethylkotanin belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Demethylkotanin is found in Aspergillus alliaceus and Aspergillus niger. Demethylkotanin was first documented in 1971 (PMID: 5551701). Demethylkotanin is an extremely weak basic (essentially neutral) compound (based on its pKa) (PMID: 17315249).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261503142D          

 31 34  0  0  0  0            999 V2000
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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
    4.2868   -2.4750    0.0000 O   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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -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
    1.4289    0.8250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
 23 29  2  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    0.8929   -3.8116    1.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4160   -2.7145    0.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111   -1.6753    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -1.6855    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4016   -0.6581    0.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446   -0.6971    0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560    0.3822   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6573    1.4324   -0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0102    1.4540   -0.4150 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8388    2.4925   -0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1201    2.4551   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570    2.3912   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432    3.3340   -2.3714 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0435    1.3904   -1.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984    0.3834   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6489   -0.6517   -0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7729   -0.6156   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916   -1.1989   -1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2399   -1.7940   -2.5048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187   -1.1894   -2.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4417   -0.5727   -1.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8739   -0.5473   -1.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0625    0.0225   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9652    0.6303    0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2912    0.6649    0.5124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3113    1.2388    1.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4600    1.1951    2.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1073    1.1184    2.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    1.6513    3.3370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2756    0.5288    1.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7018   -0.0154    0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6027   -3.4763    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5051   -4.4334    1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005   -4.4410    2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969   -2.4867    1.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -1.6326    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1454    0.1236    1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5028   -0.7985   -0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8955    2.1638   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7209    3.4286   -0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7188    2.7252   -1.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6714    3.3073   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302   -1.8364   -2.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8426   -1.6447   -2.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619   -1.0839   -2.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5184   -1.1534   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756    0.4582   -1.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2734    1.0512    0.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2319    2.3433    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4199    0.7677    2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1504    1.6799    2.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 23  2  0
 23 21  1  0
 21 22  1  0
 21 20  2  0
 20 18  1  0
 18 19  1  0
 18 17  2  0
 17 16  1  0
 16  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7 15  2  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11  8  2  0
  8  9  1  0
  9 10  1  0
 23 24  1  0
 15 16  1  0
 17 31  1  0
  8  7  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
 20 44  1  0
 19 43  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
 11 42  1  0
 10 39  1  0
 10 40  1  0
 10 41  1  0
M  END


  Mrv1533004261503142D          

 31 34  0  0  0  0            999 V2000
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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
    4.2868   -2.4750    0.0000 O   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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -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
    1.4289    0.8250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
 23 29  2  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)OC2=C1C(C)=CC(O)=C2C1=C(OC)C=C(C)C2=C1OC(=O)C=C2OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H20O8/c1-10-6-12(24)20(22-18(10)14(28-4)8-16(25)30-22)21-13(27-3)7-11(2)19-15(29-5)9-17(26)31-23(19)21/h6-9,24H,1-5H3

> <INCHI_KEY>
WNAATGJTLYDMRY-UHFFFAOYSA-N

> <FORMULA>
C23H20O8

> <MOLECULAR_WEIGHT>
424.405

> <EXACT_MASS>
424.115817604

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.72914097989985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(4,7-dimethoxy-5-methyl-2-oxo-2H-chromen-8-yl)-7-hydroxy-4-methoxy-5-methyl-2H-chromen-2-one

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
2.5248659486666662

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.183391177530088

> <JCHEM_PKA_STRONGEST_BASIC>
-4.374548251973028

> <JCHEM_POLAR_SURFACE_AREA>
100.52000000000001

> <JCHEM_REFRACTIVITY>
113.9889

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(4,7-dimethoxy-5-methyl-2-oxochromen-8-yl)-7-hydroxy-4-methoxy-5-methylchromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   29                                                  
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   16   23                                                  
CONECT   30   24   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
Desmethylkotanin	ChEBI

Chemical Formula

C₂₃H₂₀O₈

Average Mass

424.4050 Da

Monoisotopic Mass

424.11582 Da

IUPAC Name

8-(4,7-dimethoxy-5-methyl-2-oxo-2H-chromen-8-yl)-7-hydroxy-4-methoxy-5-methyl-2H-chromen-2-one

Traditional Name

8-(4,7-dimethoxy-5-methyl-2-oxochromen-8-yl)-7-hydroxy-4-methoxy-5-methylchromen-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)OC2=C1C(C)=CC(O)=C2C1=C(OC)C=C(C)C2=C1OC(=O)C=C2OC

InChI Identifier

InChI=1S/C23H20O8/c1-10-6-12(24)20(22-18(10)14(28-4)8-16(25)30-22)21-13(27-3)7-11(2)19-15(29-5)9-17(26)31-23(19)21/h6-9,24H,1-5H3

InChI Key

WNAATGJTLYDMRY-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

Species Name	Source	Reference
Aspergillus alliaceus	LOTUS Database	35616633
Aspergillus niger	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

8,8'-bicoumarins (CHEBI:64465 )

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	3.29	ALOGPS
logP	2.52	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	113.99 m³·mol⁻¹	ChemAxon
Polarizability	42.73 Å³	ChemAxon
Number of Rings	4	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

44593365

PDB ID

Not Available

ChEBI ID

64465

Good Scents ID

Not Available

References

General References

Huttel W, Muller M: Regio- and stereoselective intermolecular oxidative phenol coupling in kotanin biosynthesis by Aspergillus niger. Chembiochem. 2007 Mar 26;8(5):521-9. doi: 10.1002/cbic.200600434. [PubMed:17315249 ]
Buchi G, Klaubert DH, Shank RC, Weinreb SM, Wogan GN: Structure and synthesis of kotanin and desmethylkotanin, metabolites of Aspergillus glaucus. J Org Chem. 1971 Apr 23;36(8):1143-7. doi: 10.1021/jo00807a028. [PubMed:5551701 ]

Showing NP-Card for Demethylkotanin (NP0079002)

MOL for NP0079002 (Demethylkotanin)

3D MOL for NP0079002 (Demethylkotanin)

3D SDF for NP0079002 (Demethylkotanin)

3D-SDF for NP0079002 (Demethylkotanin)

PDB for NP0079002 (Demethylkotanin)

3D PDB for NP0079002 (Demethylkotanin)

SMILES for NP0079002 (Demethylkotanin)

INCHI for NP0079002 (Demethylkotanin)

Structure for NP0079002 (Demethylkotanin)

3D Structure for NP0079002 (Demethylkotanin)