NP-MRD: Showing NP-Card for Gillusdin (NP0021876)

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Record Information

Version

2.0

Created at

2021-01-06 07:07:32 UTC

Updated at

2021-07-15 17:37:32 UTC

NP-MRD ID

NP0021876

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gillusdin

Provided By

NPAtlas

Description

Gillusdin is found in Aspergillus aureoterreus and Aspergillus terreus. Based on a literature review very few articles have been published on Gillusdin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105193D          

 39 41  0  0  0  0            999 V2000
   -3.0772    4.4741   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    3.0723    0.1857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.2751    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147    2.7881   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.8072    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    0.2211    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828   -1.1982    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3665   -1.7385    1.2022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1113   -2.0400    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863   -3.4227    0.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -1.4519    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1480   -2.2297    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106   -3.6134    0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -0.0130    0.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3017    0.1224   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715    0.0507   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -0.2212   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -0.5474   -3.7547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4255   -0.2413   -1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232   -0.5101   -2.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    0.0167   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -0.0075    0.0197 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7940    0.2892    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1338    0.5696    1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    0.2999    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.5534    0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    1.0997    1.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    4.7931   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330    4.7464   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962    5.0157    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    0.8759    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -3.9821    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -4.0905   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0305   -4.0298    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -3.8958   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.6969   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.4307    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -0.3486    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    0.7773    1.9708 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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 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
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 14  5  1  0  0  0  0
 25 16  1  0  0  0  0
 26 14  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  0  0  0  0
 10 32  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 20 36  1  0  0  0  0
 24 37  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.0772    4.4741   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    3.0723    0.1857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.2751    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147    2.7881   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.8072    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    0.2211    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828   -1.1982    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3665   -1.7385    1.2022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1113   -2.0400    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863   -3.4227    0.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -1.4519    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1480   -2.2297    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106   -3.6134    0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -0.0130    0.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3017    0.1224   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715    0.0507   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -0.2212   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -0.5474   -3.7547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4255   -0.2413   -1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232   -0.5101   -2.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    0.0167   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -0.0075    0.0197 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7940    0.2892    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1338    0.5696    1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    0.2999    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.5534    0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    1.0997    1.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    4.7931   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330    4.7464   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962    5.0157    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    0.8759    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -3.9821    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -4.0905   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0305   -4.0298    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -3.8958   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.6969   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.4307    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -0.3486    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    0.7773    1.9708 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  6
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 14  5  1  0
 25 16  1  0
 26 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 20 36  1  0
 24 37  1  0
 24 38  1  0
 24 39  1  0
M  END


  Mrv1652306242105193D          

 39 41  0  0  0  0            999 V2000
   -3.0772    4.4741   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    3.0723    0.1857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.2751    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147    2.7881   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.8072    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    0.2211    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828   -1.1982    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3665   -1.7385    1.2022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1113   -2.0400    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863   -3.4227    0.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -1.4519    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1480   -2.2297    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106   -3.6134    0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -0.0130    0.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3017    0.1224   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715    0.0507   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -0.2212   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -0.5474   -3.7547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4255   -0.2413   -1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232   -0.5101   -2.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    0.0167   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -0.0075    0.0197 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7940    0.2892    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1338    0.5696    1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    0.2999    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.5534    0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    1.0997    1.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    4.7931   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330    4.7464   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962    5.0157    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    0.8759    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -3.9821    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -4.0905   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0305   -4.0298    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -3.8958   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.6969   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.4307    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -0.3486    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    0.7773    1.9708 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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 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
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 14  5  1  0  0  0  0
 25 16  1  0  0  0  0
 26 14  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  0  0  0  0
 10 32  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 20 36  1  0  0  0  0
 24 37  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021876

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(Cl)C(=C2C(=O)[C@]3(OC2=C1Cl)C(=C([H])C(=O)C(O[H])=C3OC([H])([H])[H])C(=O)OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H12Cl2O8/c1-5-8-13(10(19)12(22)9(5)18)27-17(14(8)23)6(16(24)26-3)4-7(20)11(21)15(17)25-2/h4,21-22H,1-3H3/t17-/m1/s1

> <INCHI_KEY>
GKDPVOBYIGAJSD-UHFFFAOYSA-N

> <FORMULA>
C17H12Cl2O8

> <MOLECULAR_WEIGHT>
415.18

> <EXACT_MASS>
413.9909227

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
37.56414427214446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-5,7-dichloro-3',6-dihydroxy-2'-methoxy-4-methyl-3,4'-dioxo-3H-spiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-6'-carboxylate

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.385762435666667

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.983824168529143

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.907666609472645

> <JCHEM_PKA_STRONGEST_BASIC>
-4.688531783714116

> <JCHEM_POLAR_SURFACE_AREA>
119.36000000000001

> <JCHEM_REFRACTIVITY>
95.94979999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-5,7-dichloro-3',6-dihydroxy-2'-methoxy-4-methyl-3,4'-dioxospiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-6'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.0772    4.4741   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    3.0723    0.1857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.2751    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147    2.7881   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.8072    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    0.2211    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828   -1.1982    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3665   -1.7385    1.2022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1113   -2.0400    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863   -3.4227    0.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -1.4519    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1480   -2.2297    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106   -3.6134    0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -0.0130    0.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3017    0.1224   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715    0.0507   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -0.2212   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -0.5474   -3.7547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4255   -0.2413   -1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232   -0.5101   -2.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    0.0167   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -0.0075    0.0197 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7940    0.2892    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1338    0.5696    1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    0.2999    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.5534    0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    1.0997    1.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    4.7931   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330    4.7464   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962    5.0157    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    0.8759    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -3.9821    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -4.0905   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0305   -4.0298    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -3.8958   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.6969   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.4307    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -0.3486    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
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 24 39  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      -3.077   4.474  -0.012  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.088   3.072   0.186  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.998   2.275   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.915   2.788  -0.365  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.036   0.807   0.215  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.152   0.221   0.600  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.283  -1.198   0.833  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.367  -1.738   1.202  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.111  -2.040   0.631  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.186  -3.423   0.844  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.001  -1.452   0.248  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.148  -2.230   0.044  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.211  -3.613   0.140  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.842  -0.013   0.005  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.302   0.122  -1.296  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.071   0.051  -1.172  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.095  -0.221  -2.095  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       1.672  -0.547  -3.755  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       3.426  -0.241  -1.745  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.423  -0.510  -2.664  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.754   0.017  -0.435  0.00  0.00           C+0
HETATM   22 Cl   UNK     0       5.456  -0.008   0.020  0.00  0.00          Cl+0
HETATM   23  C   UNK     0       2.794   0.289   0.513  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.134   0.570   1.932  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.462   0.300   0.119  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.239   0.553   0.892  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.153   1.100   1.996  0.00  0.00           O+0
HETATM   28  H   UNK     0      -4.143   4.793  -0.034  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.633   4.746  -1.001  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.596   5.016   0.818  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.026   0.876   0.746  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.903  -3.982   0.360  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.481  -4.090  -0.588  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.031  -4.030   1.152  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.277  -3.896  -0.118  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.153  -0.697  -3.623  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.515   1.431   2.300  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.912  -0.349   2.504  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.216   0.777   1.971  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9   32                                                       
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12   33   34   35                                             
CONECT   14   11   15    5   26                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19   36                                                       
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23   37   38   39                                             
CONECT   25   23   26   16                                                  
CONECT   26   25   27   14                                                  
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    6                                                            
CONECT   32   10                                                            
CONECT   33   13                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   20                                                            
CONECT   37   24                                                            
CONECT   38   24                                                            
CONECT   39   24                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
   -3.0772    4.4741   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    3.0723    0.1857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.2751    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147    2.7881   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.8072    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    0.2211    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828   -1.1982    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3665   -1.7385    1.2022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1113   -2.0400    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863   -3.4227    0.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -1.4519    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1480   -2.2297    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106   -3.6134    0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -0.0130    0.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3017    0.1224   -1.2964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715    0.0507   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -0.2212   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -0.5474   -3.7547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4255   -0.2413   -1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232   -0.5101   -2.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    0.0167   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556   -0.0075    0.0197 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7940    0.2892    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1338    0.5696    1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    0.2999    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.5534    0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    1.0997    1.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    4.7931   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330    4.7464   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962    5.0157    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    0.8759    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -3.9821    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -4.0905   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0305   -4.0298    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -3.8958   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.6969   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.4307    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -0.3486    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    0.7773    1.9708 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
  3  5  1  0
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M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
5,7-Dichloro-5',6'-dihydroxy-6'-methoxy-4-methyl-3,4-dioxospiro(benzofuran-2(3H)-1'-(2,5)-cyclohexadiene)-2-carboxylic acid methyl ester	MeSH
Methyl 5,7-dichloro-3',6-dihydroxy-2'-methoxy-4-methyl-3,4'-dioxo-3H-spiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-6'-carboxylic acid	Generator

Chemical Formula

C₁₇H₁₂Cl₂O₈

Average Mass

415.1800 Da

Monoisotopic Mass

413.99092 Da

IUPAC Name

methyl (2S)-5,7-dichloro-3',6-dihydroxy-2'-methoxy-4-methyl-3,4'-dioxo-3H-spiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-6'-carboxylate

Traditional Name

methyl (2S)-5,7-dichloro-3',6-dihydroxy-2'-methoxy-4-methyl-3,4'-dioxospiro[1-benzofuran-2,1'-cyclohexane]-2',5'-diene-6'-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC(=O)C(O)=C(OC)C11OC2=C(Cl)C(O)=C(Cl)C(C)=C2C1=O

InChI Identifier

InChI=1S/C17H12Cl2O8/c1-5-8-13(10(19)12(22)9(5)18)27-17(14(8)23)6(16(24)26-3)4-7(20)11(21)15(17)25-2/h4,21-22H,1-3H3

InChI Key

GKDPVOBYIGAJSD-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 aureoterreus	LOTUS Database	35616633
Aspergillus terreus	NPAtlas	6529817

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Coumaran
Benzofuran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Aryl chloride
Aryl halide
Benzenoid
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Cyclic ketone
Carboxylic acid ester
Ketone
Oxacycle
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Organochloride
Hydrocarbon derivative
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.47	ALOGPS
logP	2.39	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.91	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.95 m³·mol⁻¹	ChemAxon
Polarizability	37.56 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

NPA019072

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

129506

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146838

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Gillusdin (NP0021876)

MOL for NP0021876 (Gillusdin)

3D MOL for NP0021876 (Gillusdin)

3D SDF for NP0021876 (Gillusdin)

3D-SDF for NP0021876 (Gillusdin)

PDB for NP0021876 (Gillusdin)

3D PDB for NP0021876 (Gillusdin)

SMILES for NP0021876 (Gillusdin)

INCHI for NP0021876 (Gillusdin)

Structure for NP0021876 (Gillusdin)

3D Structure for NP0021876 (Gillusdin)