NP-MRD: Showing NP-Card for Asperfuran (NP0009848)

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Record Information

Version

2.0

Created at

2021-01-05 19:34:14 UTC

Updated at

2021-07-15 17:04:25 UTC

NP-MRD ID

NP0009848

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asperfuran

Provided By

NPAtlas

Description

Asperfuran is found in Aspergillus oryzae, Aspergillus oryzae HA 302-84 and Penicillium implicatum. Asperfuran was first documented in 1990 (PMID: 2143181). Based on a literature review a small amount of articles have been published on Asperfuran (PMID: 31921369) (PMID: 32151636) (PMID: 16738124).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106533D          

 30 31  0  0  0  0            999 V2000
    5.7920    0.6736    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3746    0.5987    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.1855   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3406    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.1090   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -1.2267   -0.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4982    0.0159    0.7387 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9329    0.1658    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    0.8953    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175    0.8535    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2423    1.5872    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    0.0979   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -0.6300   -1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7206   -1.3870   -2.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1856   -0.5879   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876   -1.2077   -1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0580   -0.3509   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182    0.8745    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9007    1.4130   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220    1.1435    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -0.7458   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947    0.2221    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129   -1.6478   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2806   -2.1536    0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646   -0.0693    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    0.8868    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    1.4982    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    2.5334    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4893    0.1007   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534   -1.9182   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
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 16  6  1  0  0  0  0
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  1 17  1  0  0  0  0
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  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  9 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
M  END

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    5.7920    0.6736    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3746    0.5987    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.1855   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3406    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.1090   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -1.2267   -0.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4982    0.0159    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329    0.1658    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    0.8953    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175    0.8535    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2423    1.5872    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    0.0979   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9876   -1.2077   -1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0220    1.1435    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7129   -1.6478   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2806   -2.1536    0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646   -0.0693    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    0.8868    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    1.4982    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    2.5334    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4893    0.1007   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534   -1.9182   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16  6  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
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  2 20  1  0
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  4 22  1  0
  5 23  1  0
  6 24  1  1
  7 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
M  END


  Mrv1652306242106533D          

 30 31  0  0  0  0            999 V2000
    5.7920    0.6736    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3746    0.5987    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.1855   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3406    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.1090   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -1.2267   -0.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4982    0.0159    0.7387 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9329    0.1658    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    0.8953    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175    0.8535    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2423    1.5872    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    0.0979   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -0.6300   -1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7206   -1.3870   -2.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1856   -0.5879   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876   -1.2077   -1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0580   -0.3509   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182    0.8745    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9007    1.4130   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220    1.1435    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -0.7458   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947    0.2221    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9534   -1.9182   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16  6  1  0  0  0  0
 15  8  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6 24  1  1  0  0  0
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  7 26  1  0  0  0  0
  9 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009848

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2O[C@@]([H])(C(\[H])=C(/[H])\C(\[H])=C(/[H])C([H])([H])[H])C([H])([H])C2=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O3/c1-2-3-4-5-11-7-9-6-10(14)8-12(15)13(9)16-11/h2-6,8,11,14-15H,7H2,1H3/b3-2+,5-4+/t11-/m0/s1

> <INCHI_KEY>
WTFIFQXTQCYJKU-JWVODRKRSA-N

> <FORMULA>
C13H14O3

> <MOLECULAR_WEIGHT>
218.252

> <EXACT_MASS>
218.094294311

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.469438829728535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(1E,3E)-penta-1,3-dien-1-yl]-2,3-dihydro-1-benzofuran-5,7-diol

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
2.953199974666666

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.062706402426707

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.703832394645298

> <JCHEM_PKA_STRONGEST_BASIC>
-4.818047689855248

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
64.61760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(1E,3E)-penta-1,3-dien-1-yl]-2,3-dihydro-1-benzofuran-5,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    5.7920    0.6736    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3746    0.5987    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.1855   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3406    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.1090   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -1.2267   -0.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4982    0.0159    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9600    0.8953    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175    0.8535    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2423    1.5872    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    0.0979   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -0.6300   -1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7206   -1.3870   -2.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1856   -0.5879   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876   -1.2077   -1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0580   -0.3509   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182    0.8745    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9007    1.4130   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220    1.1435    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -0.7458   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947    0.2221    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129   -1.6478   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2806   -2.1536    0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646   -0.0693    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    0.8868    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    1.4982    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    2.5334    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4893    0.1007   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534   -1.9182   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16  6  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  1
  7 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  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       5.792   0.674   0.010  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.375   0.599   0.499  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.549  -0.186  -0.179  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.146  -0.341   0.200  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.319  -1.109  -0.457  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.095  -1.227  -0.025  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.498   0.016   0.739  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.933   0.166   0.340  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.960   0.895   0.891  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.218   0.854   0.309  0.00  0.00           C+0
HETATM   11  O   UNK     0      -5.242   1.587   0.866  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.486   0.098  -0.819  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.450  -0.630  -1.364  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.721  -1.387  -2.494  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.186  -0.588  -0.779  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.988  -1.208  -1.111  0.00  0.00           O+0
HETATM   17  H   UNK     0       6.058  -0.351  -0.351  0.00  0.00           H+0
HETATM   18  H   UNK     0       6.418   0.875   0.893  0.00  0.00           H+0
HETATM   19  H   UNK     0       5.901   1.413  -0.801  0.00  0.00           H+0
HETATM   20  H   UNK     0       4.022   1.143   1.353  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.886  -0.746  -1.047  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.795   0.222   1.077  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.713  -1.648  -1.320  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.281  -2.154   0.548  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.365  -0.069   1.820  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.035   0.887   0.287  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.768   1.498   1.782  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.377   2.533   0.540  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.489   0.101  -1.235  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.953  -1.918  -2.887  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3   20                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7   16   24                                             
CONECT    7    6    8   25   26                                             
CONECT    8    7    9   15                                                  
CONECT    9    8   10   27                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   28                                                       
CONECT   12   10   13   29                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   30                                                       
CONECT   15   13   16    8                                                  
CONECT   16   15    6                                                       
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    2                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    5                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    7                                                            
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   14                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

RDKit          3D

30 31  0  0  0  0  0  0  0  0999 V2000
    5.7920    0.6736    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3746    0.5987    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.1855   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3406    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.1090   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -1.2267   -0.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4982    0.0159    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329    0.1658    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    0.8953    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175    0.8535    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2423    1.5872    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    0.0979   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -0.6300   -1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7206   -1.3870   -2.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1856   -0.5879   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876   -1.2077   -1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0580   -0.3509   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182    0.8745    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9007    1.4130   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220    1.1435    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -0.7458   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947    0.2221    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129   -1.6478   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2806   -2.1536    0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646   -0.0693    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    0.8868    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    1.4982    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    2.5334    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4893    0.1007   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534   -1.9182   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16  6  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  1
  7 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₃H₁₄O₃

Average Mass

218.2520 Da

Monoisotopic Mass

218.09429 Da

IUPAC Name

(2R)-2-[(1E,3E)-penta-1,3-dien-1-yl]-2,3-dihydro-1-benzofuran-5,7-diol

Traditional Name

(2R)-2-[(1E,3E)-penta-1,3-dien-1-yl]-2,3-dihydro-1-benzofuran-5,7-diol

CAS Registry Number

Not Available

SMILES

C\C=C\C=C\[C@H]1CC2=CC(O)=CC(O)=C2O1

InChI Identifier

InChI=1S/C13H14O3/c1-2-3-4-5-11-7-9-6-10(14)8-12(15)13(9)16-11/h2-6,8,11,14-15H,7H2,1H3/b3-2+,5-4+/t11-/m0/s1

InChI Key

WTFIFQXTQCYJKU-JWVODRKRSA-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 oryzae	NPAtlas	2143181
Aspergillus oryzae HA 302-84	Fungi	KNApSAcK
Penicillium implicatum	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.06	ALOGPS
logP	2.95	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.7	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.62 m³·mol⁻¹	ChemAxon
Polarizability	24.47 Å³	ChemAxon
Number of Rings	2	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

NPA005827

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017588

Chemspider ID

10143375

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11969970

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pfefferle W, Anke H, Bross M, Steffan B, Vianden R, Steglich W: Asperfuran, a novel antifungal metabolite from Aspergillus oryzae. J Antibiot (Tokyo). 1990 Jun;43(6):648-54. doi: 10.7164/antibiotics.43.648. [PubMed:2143181 ]
Helaly SE, Kuephadungphan W, Phainuphong P, Ibrahim MAA, Tasanathai K, Mongkolsamrit S, Luangsa-Ard JJ, Phongpaichit S, Rukachaisirikul V, Stadler M: Pigmentosins from Gibellula sp. as antibiofilm agents and a new glycosylated asperfuran from Cordyceps javanica. Beilstein J Org Chem. 2019 Dec 16;15:2968-2981. doi: 10.3762/bjoc.15.293. eCollection 2019. [PubMed:31921369 ]
Deng M, Liu Y, Huang Y, Yin X, Zhou Y, Duan Y, Xie S, Guo Y, Qiao Y, Shi Z, Tao L, Cao Y, Qi C, Zhang Y: New bioactive secondary metabolites from the Anoectochilus roxburghii endophytic fungus Aspergillus versicolor. Fitoterapia. 2020 Jun;143:104532. doi: 10.1016/j.fitote.2020.104532. Epub 2020 Mar 7. [PubMed:32151636 ]
Frisvad JC, Larsen TO, Dalsgaard PW, Seifert KA, Louis-Seize G, Lyhne EK, Jarvis BB, Fettinger JC, Overy DP: Four psychrotolerant species with high chemical diversity consistently producing cycloaspeptide A, Penicillium jamesonlandense sp. nov., Penicillium ribium sp. nov., Penicillium soppii and Penicillium lanosum. Int J Syst Evol Microbiol. 2006 Jun;56(Pt 6):1427-1437. doi: 10.1099/ijs.0.64160-0. [PubMed:16738124 ]

Showing NP-Card for Asperfuran (NP0009848)

MOL for NP0009848 (Asperfuran)

3D MOL for NP0009848 (Asperfuran)

3D SDF for NP0009848 (Asperfuran)

3D-SDF for NP0009848 (Asperfuran)

PDB for NP0009848 (Asperfuran)

3D PDB for NP0009848 (Asperfuran)

SMILES for NP0009848 (Asperfuran)

INCHI for NP0009848 (Asperfuran)

Structure for NP0009848 (Asperfuran)

3D Structure for NP0009848 (Asperfuran)