NP-MRD: Showing NP-Card for Asperenone (NP0021807)

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Record Information

Version

1.0

Created at

2021-01-06 07:04:12 UTC

Updated at

2021-07-15 17:37:20 UTC

NP-MRD ID

NP0021807

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asperenone

Provided By

NPAtlas

Description

Asperenone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Asperenone is found in Phellinus and Porodaedalea pini. It was first documented in 1967 (PMID: 6073032). Based on a literature review a small amount of articles have been published on asperenone (PMID: 23100720) (PMID: 6073033).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105183D          

 43 43  0  0  0  0            999 V2000
   -8.8226    1.0588   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4972    0.9024   -1.1484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1303   -0.5241   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0490   -1.4088   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8002   -1.0859   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7203   -0.3556   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -0.9826   -0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.2198   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9823   -0.7243   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231   -2.1190    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    0.1968   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.1660    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5116   -0.3291    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.5361    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801    0.5743    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.6579    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    1.9291    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0051    2.0688    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8432    0.9725    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2776   -0.3173    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9216   -0.4369    0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0234    2.1455   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5655    0.4182   -0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6387    0.7576    0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7054    1.5143   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7115    1.1477   -2.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6103   -2.1416   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7713    0.6977   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -2.0408   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    0.8545   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -2.3125    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5877   -2.5128    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.7700   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    1.2587   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    1.1738   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -1.7049    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -1.4137    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341    1.5279    0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9969    2.7813    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4977    3.0255    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9272    1.0261    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8971   -1.1675    0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009   -1.4202    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  2 25  1  0  0  0  0
  2 26  1  0  0  0  0
  5 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 21 43  1  0  0  0  0
M  END

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
   -8.8226    1.0588   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4972    0.9024   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1303   -0.5241   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0490   -1.4088   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8002   -1.0859   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7203   -0.3556   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -0.9826   -0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.2198   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9823   -0.7243   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231   -2.1190    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    0.1968   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.1660    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5116   -0.3291    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.5361    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801    0.5743    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.6579    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    1.9291    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0051    2.0688    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8432    0.9725    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2776   -0.3173    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9216   -0.4369    0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0234    2.1455   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5655    0.4182   -0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6387    0.7576    0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7054    1.5143   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7115    1.1477   -2.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6103   -2.1416   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7713    0.6977   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -2.0408   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    0.8545   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -2.3125    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5877   -2.5128    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.7700   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    1.2587   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    1.1738   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -1.7049    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -1.4137    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341    1.5279    0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9969    2.7813    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4977    3.0255    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9272    1.0261    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8971   -1.1675    0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009   -1.4202    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END


  Mrv1652306242105183D          

 43 43  0  0  0  0            999 V2000
   -8.8226    1.0588   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4972    0.9024   -1.1484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1303   -0.5241   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0490   -1.4088   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8002   -1.0859   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7203   -0.3556   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -0.9826   -0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.2198   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9823   -0.7243   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231   -2.1190    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    0.1968   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.1660    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5116   -0.3291    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.5361    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801    0.5743    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.6579    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    1.9291    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0051    2.0688    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8432    0.9725    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2776   -0.3173    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9216   -0.4369    0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0234    2.1455   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5655    0.4182   -0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6387    0.7576    0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7054    1.5143   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7115    1.1477   -2.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6103   -2.1416   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7713    0.6977   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -2.0408   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    0.8545   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -2.3125    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5877   -2.5128    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.7700   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    1.2587   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    1.1738   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -1.7049    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -1.4137    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341    1.5279    0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9969    2.7813    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4977    3.0255    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9272    1.0261    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8971   -1.1675    0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009   -1.4202    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  2 25  1  0  0  0  0
  2 26  1  0  0  0  0
  5 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 21 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021807

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(=C([H])C(\[H])=C(\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(=O)C([H])([H])C([H])([H])[H])/C([H])([H])[H])C(\[H])=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O/c1-3-20(21)17-11-10-13-18(2)12-6-4-7-14-19-15-8-5-9-16-19/h4-17H,3H2,1-2H3/b6-4+,13-10+,14-7+,17-11+,18-12+

> <INCHI_KEY>
KMNUJIARVHVQCF-SVCWYOIUSA-N

> <FORMULA>
C20H22O

> <MOLECULAR_WEIGHT>
278.395

> <EXACT_MASS>
278.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.975560414766846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E,6E,8E,12E)-8-methyl-13-phenyltrideca-4,6,8,10,12-pentaen-3-one

> <ALOGPS_LOGP>
5.67

> <JCHEM_LOGP>
5.518471594666667

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.663216649556274

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
96.79430000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.13e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E,6E,8E,12E)-8-methyl-13-phenyltrideca-4,6,8,10,12-pentaen-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
   -8.8226    1.0588   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4972    0.9024   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1303   -0.5241   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0490   -1.4088   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8002   -1.0859   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7203   -0.3556   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -0.9826   -0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.2198   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9823   -0.7243   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231   -2.1190    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    0.1968   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.1660    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5116   -0.3291    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.5361    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801    0.5743    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.6579    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    1.9291    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0051    2.0688    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8432    0.9725    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2776   -0.3173    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9216   -0.4369    0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0234    2.1455   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5655    0.4182   -0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6387    0.7576    0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7054    1.5143   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7115    1.1477   -2.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6103   -2.1416   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7713    0.6977   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -2.0408   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    0.8545   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -2.3125    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5877   -2.5128    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.7700   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    1.2587   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    1.1738   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -1.7049    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -1.4137    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341    1.5279    0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9969    2.7813    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4977    3.0255    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9272    1.0261    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8971   -1.1675    0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009   -1.4202    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  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      -8.823   1.059  -0.384  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.497   0.902  -1.148  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.130  -0.524  -1.092  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.049  -1.409  -1.228  0.00  0.00           O+0
HETATM    5  C   UNK     0      -5.800  -1.086  -0.882  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.720  -0.356  -0.671  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.411  -0.983  -0.459  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.320  -0.220  -0.354  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.982  -0.724  -0.128  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.723  -2.119   0.155  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.016   0.197  -0.173  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.348  -0.166   0.029  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.512  -0.329   0.168  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.920  -0.536   0.337  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.680   0.574   0.256  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.080   0.658   0.374  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.651   1.929   0.540  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.005   2.069   0.634  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.843   0.973   0.571  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.278  -0.317   0.397  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.922  -0.437   0.306  0.00  0.00           C+0
HETATM   22  H   UNK     0      -9.023   2.146  -0.346  0.00  0.00           H+0
HETATM   23  H   UNK     0      -9.566   0.418  -0.880  0.00  0.00           H+0
HETATM   24  H   UNK     0      -8.639   0.758   0.689  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.705   1.514  -0.724  0.00  0.00           H+0
HETATM   26  H   UNK     0      -7.712   1.148  -2.221  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.610  -2.142  -1.057  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.771   0.698  -0.635  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.245  -2.041  -0.381  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.528   0.855  -0.475  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.195  -2.313   0.732  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.588  -2.513   0.838  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.714  -2.770  -0.715  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.303   1.259  -0.357  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.779   1.174  -0.381  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.252  -1.705   0.259  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.459  -1.414   0.523  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.134   1.528   0.073  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.997   2.781   0.586  0.00  0.00           H+0
HETATM   40  H   UNK     0       8.498   3.026   0.757  0.00  0.00           H+0
HETATM   41  H   UNK     0       9.927   1.026   0.643  0.00  0.00           H+0
HETATM   42  H   UNK     0       8.897  -1.167   0.331  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.501  -1.420   0.171  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3   25   26                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   27                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9   30                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   31   32   33                                             
CONECT   11    9   12   34                                                  
CONECT   12   11   13   35                                                  
CONECT   13   12   14   36                                                  
CONECT   14   13   15   37                                                  
CONECT   15   14   16   38                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   39                                                  
CONECT   18   17   19   40                                                  
CONECT   19   18   20   41                                                  
CONECT   20   19   21   42                                                  
CONECT   21   20   16   43                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    2                                                            
CONECT   27    5                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   86    0
END

RDKit          3D

43 43  0  0  0  0  0  0  0  0999 V2000
   -8.8226    1.0588   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4972    0.9024   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1303   -0.5241   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0490   -1.4088   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8002   -1.0859   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7203   -0.3556   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -0.9826   -0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.2198   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9823   -0.7243   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231   -2.1190    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    0.1968   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.1660    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5116   -0.3291    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.5361    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801    0.5743    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.6579    0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    1.9291    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0051    2.0688    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8432    0.9725    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2776   -0.3173    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9216   -0.4369    0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0234    2.1455   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5655    0.4182   -0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6387    0.7576    0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7054    1.5143   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7115    1.1477   -2.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6103   -2.1416   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7713    0.6977   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -2.0408   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    0.8545   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -2.3125    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5877   -2.5128    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.7700   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    1.2587   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    1.1738   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -1.7049    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -1.4137    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341    1.5279    0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9969    2.7813    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4977    3.0255    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9272    1.0261    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8971   -1.1675    0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009   -1.4202    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Asperyellone	ChEBI

Chemical Formula

C₂₀H₂₂O

Average Mass

278.3950 Da

Monoisotopic Mass

278.16707 Da

IUPAC Name

(4E,6E,8E,12E)-8-methyl-13-phenyltrideca-4,6,8,10,12-pentaen-3-one

Traditional Name

(4E,6E,8E,12E)-8-methyl-13-phenyltrideca-4,6,8,10,12-pentaen-3-one

CAS Registry Number

Not Available

SMILES

CCC(=O)\C=C\C=C\C(\C)=C\C=C\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H22O/c1-3-20(21)17-11-10-13-18(2)12-6-4-7-14-19-15-8-5-9-16-19/h4-17H,3H2,1-2H3/b6-4+,13-10+,14-7+,17-11+,18-12+

InChI Key

KMNUJIARVHVQCF-SVCWYOIUSA-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
Phellinus	NPAtlas	6073032
Porodaedalea pini	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	5.67	ALOGPS
logP	5.52	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	96.79 m³·mol⁻¹	ChemAxon
Polarizability	35.98 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA013060

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4519876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5368642

PDB ID

Not Available

ChEBI ID

133813

Good Scents ID

Not Available

References

General References

Jefferson WE Jr: The isolation and characterization of asperenone, a new phenylpolyene from Aspergillus niger. Biochemistry. 1967 Nov;6(11):3479-84. doi: 10.1021/bi00863a019. [PubMed:6073032 ]
Chidananda C, Kumar CM, Sattur AP: Strain improvement of Aspergillus niger for the enhanced production of asperenone. Indian J Microbiol. 2008 Jun;48(2):274-8. doi: 10.1007/s12088-008-0026-1. Epub 2008 Jun 13. [PubMed:23100720 ]
Jefferson WE Jr: Steroids and other factors influenceing the accumulation of asperenone and fermentation acids by Aspergillus niger in replacement cultures. Biochemistry. 1967 Nov;6(11):3484-8. doi: 10.1021/bi00863a020. [PubMed:6073033 ]

Showing NP-Card for Asperenone (NP0021807)

MOL for NP0021807 (Asperenone)

3D MOL for NP0021807 (Asperenone)

3D SDF for NP0021807 (Asperenone)

3D-SDF for NP0021807 (Asperenone)

PDB for NP0021807 (Asperenone)

3D PDB for NP0021807 (Asperenone)

SMILES for NP0021807 (Asperenone)

INCHI for NP0021807 (Asperenone)

Structure for NP0021807 (Asperenone)

3D Structure for NP0021807 (Asperenone)