NP-MRD: Showing NP-Card for Funalenone (NP0003174)

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Record Information

Version

1.0

Created at

2020-12-09 00:31:31 UTC

Updated at

2021-07-15 16:45:42 UTC

NP-MRD ID

NP0003174

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Funalenone

Provided By

NPAtlas

Description

CHEMBL3596258 belongs to the class of organic compounds known as phenalenones. Phenalenones are compounds containing a phenalene ring system, which carries a keto group. Funalenone is found in Aspergillus, Aspergillus niger FO-5904 and Aspergillus tubingensis. It was first documented in 1999 (PMID: 10695672). Based on a literature review very few articles have been published on CHEMBL3596258.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117453D          

 33 35  0  0  0  0            999 V2000
    4.4094   -0.3941    0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.2611   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142   -0.1721   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    1.1115   -0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    2.1608   -0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.2473   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.1156   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595    0.2543    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043   -0.8443    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1759   -0.7100    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1210   -2.0718   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7354   -2.2462   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3220   -3.5110   -0.4184 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -1.1484   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -1.2868   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -2.5410   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    1.5746    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7092    1.6454    0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    2.7130    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961    2.5617    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    3.6996    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763   -1.1825    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249   -0.6989    0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    0.5405    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355    3.1080   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -0.2117   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951   -1.7630    0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4809   -0.3431    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7647   -2.9486   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207   -3.9245   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -2.6230   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.7002    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    4.4497    0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
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  8 17  1  0  0  0  0
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 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
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 14  7  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
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  5 25  1  0  0  0  0
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 11 29  1  0  0  0  0
 13 30  1  0  0  0  0
 16 31  1  0  0  0  0
 19 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    4.4094   -0.3941    0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.2611   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142   -0.1721   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    1.1115   -0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    2.1608   -0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.2473   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.1156   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595    0.2543    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043   -0.8443    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1759   -0.7100    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1210   -2.0718   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7354   -2.2462   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3220   -3.5110   -0.4184 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -1.1484   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -1.2868   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -2.5410   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    1.5746    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7092    1.6454    0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    2.7130    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961    2.5617    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    3.6996    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763   -1.1825    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249   -0.6989    0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    0.5405    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355    3.1080   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -0.2117   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7647   -2.9486   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207   -3.9245   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -2.6230   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.7002    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    4.4497    0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
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 14 15  2  0
 15 16  1  0
  8 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 15  3  1  0
 20  6  1  0
 14  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
 10 26  1  0
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 11 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
 21 33  1  0
M  END


  Mrv1652306242117453D          

 33 35  0  0  0  0            999 V2000
    4.4094   -0.3941    0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.2611   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142   -0.1721   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    1.1115   -0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    2.1608   -0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.2473   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.1156   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595    0.2543    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043   -0.8443    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1759   -0.7100    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1210   -2.0718   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7354   -2.2462   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4437   -1.2868   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -2.5410   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    1.5746    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7092    1.6454    0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    2.7130    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961    2.5617    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    3.6996    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4336    0.5405    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5951   -1.7630    0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4809   -0.3431    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7647   -2.9486   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207   -3.9245   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -2.6230   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.7002    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    4.4497    0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  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
  9 10  1  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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  8 17  1  0  0  0  0
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  1 22  1  0  0  0  0
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  5 25  1  0  0  0  0
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 13 30  1  0  0  0  0
 16 31  1  0  0  0  0
 19 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003174

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=O)C2=C(C([H])=C(O[H])C3=C(O[H])C(OC([H])([H])[H])=C(O[H])C1=C23)C([H])([H])[H]

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

> <INCHI_KEY>
WCEXIYMNTCQJNV-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.255

> <EXACT_MASS>
288.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.10255204521006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,6,7-tetrahydroxy-5-methoxy-9-methyl-1H-phenalen-1-one

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.598063509333333

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.998520786276579

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.443661977898182

> <JCHEM_PKA_STRONGEST_BASIC>
-4.606038613151008

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
76.6086

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,6,7-tetrahydroxy-5-methoxy-9-methylphenalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    4.4094   -0.3941    0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.2611   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142   -0.1721   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    1.1115   -0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    2.1608   -0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.2473   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.1156   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7043   -0.8443    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7354   -2.2462   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0961   -1.1484   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -1.2868   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -2.5410   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    1.5746    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7092    1.6454    0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    2.7130    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961    2.5617    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    3.6996    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763   -1.1825    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249   -0.6989    0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    0.5405    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355    3.1080   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -0.2117   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951   -1.7630    0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4809   -0.3431    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7647   -2.9486   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207   -3.9245   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -2.6230   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.7002    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    4.4497    0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  8 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 15  3  1  0
 20  6  1  0
 14  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.409  -0.394   0.562  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.596  -0.261  -0.589  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.214  -0.172  -0.439  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.690   1.111  -0.292  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.522   2.161  -0.302  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.333   1.247  -0.142  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.489   0.116  -0.138  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.859   0.254   0.014  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.704  -0.844   0.022  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.176  -0.710   0.184  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.121  -2.072  -0.128  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.735  -2.246  -0.284  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.322  -3.511  -0.418  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.096  -1.148  -0.291  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.444  -1.287  -0.440  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.054  -2.541  -0.594  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.472   1.575   0.173  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.709   1.645   0.306  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.594   2.713   0.164  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.296   2.562   0.019  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.487   3.700   0.020  0.00  0.00           O+0
HETATM   22  H   UNK     0       3.976  -1.183   1.203  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.425  -0.699   0.227  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.434   0.541   1.162  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.535   3.108  -0.235  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.673  -0.212  -0.665  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.595  -1.763   0.155  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.481  -0.343   1.185  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.765  -2.949  -0.125  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.521  -3.925  -0.536  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.040  -2.623  -0.702  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.063   3.700   0.284  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.279   4.450   0.641  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   25                                                       
CONECT    6    4    7   20                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   26   27   28                                             
CONECT   11    9   12   29                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   30                                                       
CONECT   14   12   15    7                                                  
CONECT   15   14   16    3                                                  
CONECT   16   15   31                                                       
CONECT   17    8   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   32                                                  
CONECT   20   19   21    6                                                  
CONECT   21   20   33                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    5                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   13                                                            
CONECT   31   16                                                            
CONECT   32   19                                                            
CONECT   33   21                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
    4.4094   -0.3941    0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.2611   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142   -0.1721   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    1.1115   -0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    2.1608   -0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.2473   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891    0.1156   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595    0.2543    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043   -0.8443    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1759   -0.7100    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1210   -2.0718   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7354   -2.2462   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3220   -3.5110   -0.4184 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -1.1484   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -1.2868   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -2.5410   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    1.5746    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7092    1.6454    0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    2.7130    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961    2.5617    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    3.6996    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763   -1.1825    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249   -0.6989    0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    0.5405    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355    3.1080   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -0.2117   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951   -1.7630    0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4809   -0.3431    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7647   -2.9486   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207   -3.9245   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -2.6230   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.7002    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    4.4497    0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  8 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 15  3  1  0
 20  6  1  0
 14  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
 21 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₆

Average Mass

288.2550 Da

Monoisotopic Mass

288.06339 Da

IUPAC Name

3,4,6,7-tetrahydroxy-5-methoxy-9-methyl-1H-phenalen-1-one

Traditional Name

3,4,6,7-tetrahydroxy-5-methoxy-9-methylphenalen-1-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=C(O)C=C(C)C3=C2C(C(O)=CC3=O)=C1O

InChI Identifier

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

InChI Key

WCEXIYMNTCQJNV-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	NPAtlas	10695672
Aspergillus niger FO-5904	Fungi	KNApSAcK
Aspergillus tubingensis	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenalenones. Phenalenones are compounds containing a phenalene ring system, which carries a keto group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenalen-1-one
1-naphthol
2-naphthol
Naphthalene
Aryl ketone
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Vinylogous acid
Ketone
Polyol
Ether
Enol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	1.44	ALOGPS
logP	1.6	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	5.44	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.61 m³·mol⁻¹	ChemAxon
Polarizability	28.1 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

NPAtlas ID

NPA002844

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434649

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137631002

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Inokoshi J, Shiomi K, Masuma R, Tanaka H, Yamada H, Omura S: Funalenone, a novel collagenase inhibitor produced by Aspergillus niger. J Antibiot (Tokyo). 1999 Dec;52(12):1095-100. doi: 10.7164/antibiotics.52.1095. [PubMed:10695672 ]

Showing NP-Card for Funalenone (NP0003174)

MOL for NP0003174 (Funalenone)

3D MOL for NP0003174 (Funalenone)

3D SDF for NP0003174 (Funalenone)

3D-SDF for NP0003174 (Funalenone)

PDB for NP0003174 (Funalenone)

3D PDB for NP0003174 (Funalenone)

SMILES for NP0003174 (Funalenone)

INCHI for NP0003174 (Funalenone)

Structure for NP0003174 (Funalenone)

3D Structure for NP0003174 (Funalenone)