NP-MRD: Showing NP-Card for Epidechlorogriseofulvin (NP0023240)

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Record Information

Version

1.0

Created at

2021-01-06 08:21:07 UTC

Updated at

2021-07-15 17:41:13 UTC

NP-MRD ID

NP0023240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epidechlorogriseofulvin

Provided By

NPAtlas

Description

Epidechlorogriseofulvin is found in Memnoniella echinata, Penicillium aethiopicum, Penicillium sp. and Penicillium spinulosum. It was first documented in 1996 (PMID: 8786360). Based on a literature review very few articles have been published on Dechlorogriseofulvin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105403D          

 41 43  0  0  0  0            999 V2000
   -0.9154    2.3804    1.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    0.9557    1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345    0.3752    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    0.5913    1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    0.0006    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.0315    0.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.5391   -1.1385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6816   -1.3690   -0.8609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0352   -2.3542    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.4668   -0.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0635    0.3811   -1.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.4812   -1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4052   -1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    1.2738   -1.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4900    2.2245   -1.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609    2.2055   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441    0.2237   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.7111    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442   -1.7662    1.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -2.0658    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.5434   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -1.3620    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4353   -2.5234    0.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6366    2.7058    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    2.8670    1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    2.6394    2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881    1.2189    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.1920   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722    0.2727   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2776   -1.8606   -1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1304   -2.4768    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -2.0448    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -3.3499    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    2.2173   -2.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    1.9090   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    3.2255   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3550    1.5005   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    0.1436    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0987   -2.7814    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -2.5855    2.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800   -1.1744    1.6162 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
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 10  3  1  0  0  0  0
 21 12  1  0  0  0  0
 22 10  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  6  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
 13 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 20 41  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.9154    2.3804    1.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    0.9557    1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345    0.3752    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    0.5913    1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    0.0006    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.0315    0.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.5391   -1.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6816   -1.3690   -0.8609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0352   -2.3542    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.4668   -0.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0635    0.3811   -1.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.4812   -1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4052   -1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    1.2738   -1.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4900    2.2245   -1.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609    2.2055   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441    0.2237   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.7111    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442   -1.7662    1.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -2.0658    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.5434   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -1.3620    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4353   -2.5234    0.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6366    2.7058    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    2.8670    1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    2.6394    2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881    1.2189    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.1920   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722    0.2727   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2776   -1.8606   -1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1304   -2.4768    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -2.0448    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -3.3499    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    2.2173   -2.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    1.9090   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    3.2255   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3550    1.5005   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    0.1436    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0987   -2.7814    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -2.5855    2.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800   -1.1744    1.6162 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
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  6
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
 10  3  1  0
 21 12  1  0
 22 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END


  Mrv1652306242105403D          

 41 43  0  0  0  0            999 V2000
   -0.9154    2.3804    1.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    0.9557    1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345    0.3752    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    0.5913    1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    0.0006    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.0315    0.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.5391   -1.1385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6816   -1.3690   -0.8609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0352   -2.3542    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.4668   -0.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0635    0.3811   -1.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.4812   -1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4052   -1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    1.2738   -1.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4900    2.2245   -1.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609    2.2055   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441    0.2237   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.7111    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442   -1.7662    1.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -2.0658    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.5434   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -1.3620    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4353   -2.5234    0.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6366    2.7058    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    2.8670    1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    2.6394    2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881    1.2189    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.1920   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722    0.2727   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2776   -1.8606   -1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1304   -2.4768    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -2.0448    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -3.3499    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    2.2173   -2.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    1.9090   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    3.2255   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3550    1.5005   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    0.1436    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0987   -2.7814    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -2.5855    2.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800   -1.1744    1.6162 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
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 10  3  1  0  0  0  0
 21 12  1  0  0  0  0
 22 10  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  6  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
 13 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 20 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2O[C@@]3(C(=O)C2=C(OC([H])([H])[H])C([H])=C1OC([H])([H])[H])C(OC([H])([H])[H])=C([H])C(=O)C([H])([H])[C@]3([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O6/c1-9-5-10(18)6-14(22-4)17(9)16(19)15-12(21-3)7-11(20-2)8-13(15)23-17/h6-9H,5H2,1-4H3/t9-,17+/m0/s1

> <INCHI_KEY>
QPCYNIYZPDJCMB-UHFFFAOYSA-N

> <FORMULA>
C17H18O6

> <MOLECULAR_WEIGHT>
318.325

> <EXACT_MASS>
318.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.57814216990549

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,6'S)-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
1.5680927819999995

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.68745877656876

> <JCHEM_PKA_STRONGEST_BASIC>
-4.299949375512701

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
83.0411

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,6'S)-2',4,6-trimethoxy-6'-methylspiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.9154    2.3804    1.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    0.9557    1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345    0.3752    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    0.5913    1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    0.0006    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.0315    0.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.5391   -1.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6816   -1.3690   -0.8609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0352   -2.3542    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.4668   -0.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0635    0.3811   -1.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.4812   -1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4052   -1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    1.2738   -1.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4900    2.2245   -1.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609    2.2055   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441    0.2237   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.7111    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442   -1.7662    1.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -2.0658    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.5434   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -1.3620    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4353   -2.5234    0.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6366    2.7058    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    2.8670    1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    2.6394    2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881    1.2189    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.1920   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722    0.2727   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2776   -1.8606   -1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1304   -2.4768    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -2.0448    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -3.3499    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    2.2173   -2.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    1.9090   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    3.2255   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3550    1.5005   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    0.1436    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0987   -2.7814    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -2.5855    2.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800   -1.1744    1.6162 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
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  6
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
 10  3  1  0
 21 12  1  0
 22 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  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      -0.915   2.380   1.669  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.093   0.956   1.608  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.034   0.375   0.785  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.309   0.591   1.015  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.368   0.001   0.173  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.547  -0.032   0.553  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.905  -0.539  -1.139  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.682  -1.369  -0.861  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.035  -2.354   0.230  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.601  -0.467  -0.322  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.063   0.381  -1.314  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.295   0.481  -1.048  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.274   1.405  -1.449  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.579   1.274  -1.036  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.490   2.224  -1.472  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.861   2.205  -1.121  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.944   0.224  -0.217  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.021  -0.711   0.205  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.344  -1.766   1.017  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.592  -2.066   1.533  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.718  -0.543  -0.232  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.454  -1.362   0.048  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.435  -2.523   0.490  0.00  0.00           O+0
HETATM   24  H   UNK     0      -0.637   2.706   0.623  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.857   2.867   1.938  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.053   2.639   2.294  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.588   1.219   1.843  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.704  -1.192  -1.539  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.672   0.273  -1.857  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.278  -1.861  -1.764  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.130  -2.477   0.352  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.637  -2.045   1.220  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.617  -3.350   0.020  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.951   2.217  -2.092  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.004   1.909  -0.050  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.289   3.225  -1.246  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.355   1.500  -1.819  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.975   0.144   0.092  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.099  -2.781   0.854  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.544  -2.586   2.533  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.280  -1.174   1.616  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   28   29                                             
CONECT    8    7    9   10   30                                             
CONECT    9    8   31   32   33                                             
CONECT   10    8   11    3   22                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   34                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   35   36   37                                             
CONECT   17   14   18   38                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   39   40   41                                             
CONECT   21   18   22   12                                                  
CONECT   22   21   23   10                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    7                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33    9                                                            
CONECT   34   13                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   20                                                            
CONECT   40   20                                                            
CONECT   41   20                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
   -0.9154    2.3804    1.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    0.9557    1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345    0.3752    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    0.5913    1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    0.0006    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.0315    0.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.5391   -1.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6816   -1.3690   -0.8609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0352   -2.3542    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.4668   -0.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0635    0.3811   -1.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.4812   -1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4052   -1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    1.2738   -1.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4900    2.2245   -1.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609    2.2055   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441    0.2237   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.7111    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442   -1.7662    1.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -2.0658    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.5434   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538   -1.3620    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4353   -2.5234    0.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6366    2.7058    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    2.8670    1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    2.6394    2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881    1.2189    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.1920   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722    0.2727   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2776   -1.8606   -1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1304   -2.4768    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -2.0448    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -3.3499    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    2.2173   -2.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    1.9090   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    3.2255   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3550    1.5005   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    0.1436    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0987   -2.7814    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -2.5855    2.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800   -1.1744    1.6162 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
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  6
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
 10  3  1  0
 21 12  1  0
 22 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₆

Average Mass

318.3250 Da

Monoisotopic Mass

318.11034 Da

IUPAC Name

(2R,6'S)-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

Traditional Name

(2R,6'S)-2',4,6-trimethoxy-6'-methylspiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C2C(OC3(C(C)CC(=O)C=C3OC)C2=O)=C1

InChI Identifier

InChI=1S/C17H18O6/c1-9-5-10(18)6-14(22-4)17(9)16(19)15-12(21-3)7-11(20-2)8-13(15)23-17/h6-9H,5H2,1-4H3

InChI Key

QPCYNIYZPDJCMB-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
Memnoniella echinata	NPAtlas	8786360
Penicillium aethiopicum	LOTUS Database	35616633
Penicillium sp.	Fungi	KNApSAcK
Penicillium spinulosum	LOTUS Database	35616633

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
Anisole
Aryl alkyl ketone
Aryl ketone
Phenol ether
Alkyl aryl ether
Cyclohexenone
Benzenoid
Vinylogous ester
Ketone
Cyclic ketone
Ether
Oxacycle
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen 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	1.76	ALOGPS
logP	1.57	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	17.69	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.04 m³·mol⁻¹	ChemAxon
Polarizability	32.58 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

NPA019749

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00043443

Chemspider ID

85078

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94273

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jarvis BB, Zhou Y, Jiang J, Wang S, Sorenson WG, Hintikka EL, Nikulin M, Parikka P, Etzel RA, Dearborn DG: Toxigenic molds in water-damaged buildings: dechlorogriseofulvins from Memnoniella echinata. J Nat Prod. 1996 Jun;59(6):553-4. doi: 10.1021/np960395t. [PubMed:8786360 ]

Showing NP-Card for Epidechlorogriseofulvin (NP0023240)

MOL for NP0023240 (Epidechlorogriseofulvin)

3D MOL for NP0023240 (Epidechlorogriseofulvin)

3D SDF for NP0023240 (Epidechlorogriseofulvin)

3D-SDF for NP0023240 (Epidechlorogriseofulvin)

PDB for NP0023240 (Epidechlorogriseofulvin)

3D PDB for NP0023240 (Epidechlorogriseofulvin)

SMILES for NP0023240 (Epidechlorogriseofulvin)

INCHI for NP0023240 (Epidechlorogriseofulvin)

Structure for NP0023240 (Epidechlorogriseofulvin)

3D Structure for NP0023240 (Epidechlorogriseofulvin)