NP-MRD: Showing NP-Card for 6’-hydroxygriseofulvin (NP0010964)

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Record Information

Version

2.0

Created at

2021-01-05 20:45:12 UTC

Updated at

2021-07-15 17:07:35 UTC

NP-MRD ID

NP0010964

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6’-hydroxygriseofulvin

Provided By

NPAtlas

Description

6'-Hydroxygriseofulvin 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. 6’-hydroxygriseofulvin is found in Nigrospora sp. MA75. 6’-hydroxygriseofulvin was first documented in 2012 (PMID: 22782879). Based on a literature review very few articles have been published on 6'-hydroxygriseofulvin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107423D          

 42 44  0  0  0  0            999 V2000
   -1.0050    2.1405   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974    0.8754   -2.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055    0.5521   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589    0.9460   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3213    0.6040    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5099    0.9817    0.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -0.1823    1.5479 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6766   -1.1074    0.8544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0435   -2.0879    1.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -1.7651   -0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.2348    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0349    0.6655    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    0.6088    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.4199    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787    2.7681    2.3578 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    1.1594    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    1.9678    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0374    1.6885    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    0.0901    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9722   -0.7307   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.8009   -1.2260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -2.2174   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -0.4399   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.1196   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -2.2165   -0.9298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    2.1211   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    2.8822   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    2.4355   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.5253   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3815   -0.7421    2.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5628    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852   -1.8445    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452   -2.2689    2.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -3.0837    1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -1.6571   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2974    0.6570    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600    2.3699    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326    1.7331   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810   -0.1066   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -1.4820   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.5169   -0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.1505   -2.3050 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  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 11  3  1  0  0  0  0
 23 13  1  0  0  0  0
 24 11  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  4 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
 10 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 22 42  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.0050    2.1405   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974    0.8754   -2.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055    0.5521   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589    0.9460   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3213    0.6040    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5099    0.9817    0.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -0.1823    1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6766   -1.1074    0.8544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0435   -2.0879    1.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -1.7651   -0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.2348    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0349    0.6655    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    0.6088    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.4199    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787    2.7681    2.3578 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    1.1594    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    1.9678    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0374    1.6885    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    0.0901    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9722   -0.7307   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.8009   -1.2260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -2.2174   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -0.4399   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.1196   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -2.2165   -0.9298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    2.1211   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    2.8822   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    2.4355   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.5253   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3815   -0.7421    2.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5628    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852   -1.8445    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452   -2.2689    2.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -3.0837    1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -1.6571   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2974    0.6570    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600    2.3699    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326    1.7331   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810   -0.1066   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -1.4820   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.5169   -0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.1505   -2.3050 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  6
  8 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
 24 25  2  0
 11  3  1  0
 23 13  1  0
 24 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
M  END


  Mrv1652306242107423D          

 42 44  0  0  0  0            999 V2000
   -1.0050    2.1405   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974    0.8754   -2.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055    0.5521   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589    0.9460   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3213    0.6040    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5099    0.9817    0.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -0.1823    1.5479 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6766   -1.1074    0.8544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0435   -2.0879    1.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -1.7651   -0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.2348    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0349    0.6655    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    0.6088    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.4199    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787    2.7681    2.3578 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    1.1594    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    1.9678    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0374    1.6885    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    0.0901    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9722   -0.7307   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.8009   -1.2260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -2.2174   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -0.4399   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.1196   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -2.2165   -0.9298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    2.1211   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    2.8822   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    2.4355   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.5253   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3815   -0.7421    2.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5628    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852   -1.8445    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452   -2.2689    2.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -3.0837    1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -1.6571   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2974    0.6570    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600    2.3699    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326    1.7331   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810   -0.1066   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -1.4820   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.5169   -0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.1505   -2.3050 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  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 11  3  1  0  0  0  0
 23 13  1  0  0  0  0
 24 11  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  4 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
 10 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 22 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010964

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1(C([H])([H])[H])C([H])([H])C(=O)C([H])=C(OC([H])([H])[H])[C@@]11OC2=C(Cl)C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H17ClO7/c1-16(21)7-8(19)5-11(24-4)17(16)15(20)12-9(22-2)6-10(23-3)13(18)14(12)25-17/h5-6,21H,7H2,1-4H3/t16-,17+/m1/s1

> <INCHI_KEY>
YDKPJFXWSXNUCX-DJNXLDHESA-N

> <FORMULA>
C17H17ClO7

> <MOLECULAR_WEIGHT>
368.77

> <EXACT_MASS>
368.0662806

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.51242404985122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,6'R)-7-chloro-6'-hydroxy-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.1687451533333333

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.46939809989382

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.244668992433105

> <JCHEM_PKA_STRONGEST_BASIC>
-3.536711921223035

> <JCHEM_POLAR_SURFACE_AREA>
91.29000000000002

> <JCHEM_REFRACTIVITY>
89.22

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,6'R)-7-chloro-6'-hydroxy-2',4,6-trimethoxy-6'-methylspiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.0050    2.1405   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974    0.8754   -2.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055    0.5521   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589    0.9460   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3213    0.6040    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5099    0.9817    0.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -0.1823    1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6766   -1.1074    0.8544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0435   -2.0879    1.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -1.7651   -0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.2348    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0349    0.6655    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    0.6088    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.4199    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787    2.7681    2.3578 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    1.1594    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    1.9678    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0374    1.6885    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    0.0901    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9722   -0.7307   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.8009   -1.2260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -2.2174   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -0.4399   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.1196   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -2.2165   -0.9298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    2.1211   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    2.8822   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    2.4355   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.5253   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3815   -0.7421    2.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5628    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852   -1.8445    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452   -2.2689    2.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -3.0837    1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -1.6571   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2974    0.6570    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600    2.3699    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326    1.7331   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810   -0.1066   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -1.4820   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.5169   -0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.1505   -2.3050 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  6
  8 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
 24 25  2  0
 11  3  1  0
 23 13  1  0
 24 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  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      -1.005   2.140  -2.251  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.597   0.875  -2.037  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.305   0.552  -0.893  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.559   0.946  -0.740  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.321   0.604   0.480  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.510   0.982   0.589  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.655  -0.182   1.548  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.677  -1.107   0.854  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.043  -2.088   1.786  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.400  -1.765  -0.153  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.656  -0.235   0.155  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.035   0.666   1.055  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.347   0.609   0.827  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.390   1.420   1.293  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       0.979   2.768   2.358  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       2.692   1.159   0.923  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.717   1.968   1.390  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.037   1.688   1.003  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.965   0.090   0.086  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.972  -0.731  -0.395  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.196  -1.801  -1.226  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.431  -2.217  -1.704  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.663  -0.440  -0.001  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.586  -1.120  -0.342  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.667  -2.216  -0.930  0.00  0.00           O+0
HETATM   26  H   UNK     0      -0.513   2.121  -3.227  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.853   2.882  -2.209  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.327   2.436  -1.414  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.996   1.525  -1.541  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.381  -0.742   2.170  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.073   0.563   2.157  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.985  -1.845   2.008  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.645  -2.269   2.706  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.031  -3.084   1.257  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.007  -1.657  -1.033  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.297   0.657   1.346  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.760   2.370   1.494  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.133   1.733  -0.118  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.981  -0.107  -0.198  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.928  -1.482  -2.368  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.071  -2.517  -0.856  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.270  -3.151  -2.305  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   29                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   30   31                                             
CONECT    8    7    9   10   11                                             
CONECT    9    8   32   33   34                                             
CONECT   10    8   35                                                       
CONECT   11    8   12    3   24                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   36   37   38                                             
CONECT   19   16   20   39                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   40   41   42                                             
CONECT   23   20   24   13                                                  
CONECT   24   23   25   11                                                  
CONECT   25   24                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    9                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   22                                                            
CONECT   41   22                                                            
CONECT   42   22                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
   -1.0050    2.1405   -2.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974    0.8754   -2.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055    0.5521   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589    0.9460   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3213    0.6040    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5099    0.9817    0.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -0.1823    1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6766   -1.1074    0.8544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0435   -2.0879    1.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -1.7651   -0.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.2348    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0349    0.6655    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    0.6088    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.4199    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787    2.7681    2.3578 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    1.1594    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    1.9678    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0374    1.6885    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    0.0901    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9722   -0.7307   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.8009   -1.2260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -2.2174   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -0.4399   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.1196   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -2.2165   -0.9298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    2.1211   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    2.8822   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    2.4355   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.5253   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3815   -0.7421    2.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5628    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852   -1.8445    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452   -2.2689    2.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -3.0837    1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -1.6571   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2974    0.6570    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600    2.3699    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326    1.7331   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810   -0.1066   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -1.4820   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.5169   -0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.1505   -2.3050 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  6
  8 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
 24 25  2  0
 11  3  1  0
 23 13  1  0
 24 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₇H₁₇ClO₇

Average Mass

368.7700 Da

Monoisotopic Mass

368.06628 Da

IUPAC Name

(2S,6'R)-7-chloro-6'-hydroxy-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

Traditional Name

(2S,6'R)-7-chloro-6'-hydroxy-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)=C(Cl)C2=C1C(=O)[C@@]1(O2)C(OC)=CC(=O)CC1(C)O

InChI Identifier

InChI=1S/C17H17ClO7/c1-16(21)7-8(19)5-11(24-4)17(16)15(20)12-9(22-2)6-10(23-3)13(18)14(12)25-17/h5-6,21H,7H2,1-4H3/t16?,17-/m0/s1

InChI Key

YDKPJFXWSXNUCX-DJNXLDHESA-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
Nigrospora sp. MA75	NPAtlas	22782879

Chemical Taxonomy

Description

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
Anisole
Cyclohexenone
Alkyl aryl ether
Benzenoid
Aryl halide
Aryl chloride
Vinylogous ester
Tertiary alcohol
Cyclic ketone
Ketone
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
Alcohol
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	1.83	ALOGPS
logP	1.17	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.24	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.22 m³·mol⁻¹	ChemAxon
Polarizability	35.51 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

NPA006152

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78440937

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584816

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shang Z, Li XM, Li CS, Wang BG: Diverse secondary metabolites produced by marine-derived fungus Nigrospora sp. MA75 on various culture media. Chem Biodivers. 2012 Jul;9(7):1338-48. doi: 10.1002/cbdv.201100216. [PubMed:22782879 ]

Showing NP-Card for 6’-hydroxygriseofulvin (NP0010964)

MOL for NP0010964 (6’-hydroxygriseofulvin)

3D MOL for NP0010964 (6’-hydroxygriseofulvin)

3D SDF for NP0010964 (6’-hydroxygriseofulvin)

3D-SDF for NP0010964 (6’-hydroxygriseofulvin)

PDB for NP0010964 (6’-hydroxygriseofulvin)

3D PDB for NP0010964 (6’-hydroxygriseofulvin)

SMILES for NP0010964 (6’-hydroxygriseofulvin)

INCHI for NP0010964 (6’-hydroxygriseofulvin)

Structure for NP0010964 (6’-hydroxygriseofulvin)

3D Structure for NP0010964 (6’-hydroxygriseofulvin)