NP-MRD: Showing NP-Card for Sorrentanone (NP0022343)

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Record Information

Version

2.0

Created at

2021-01-06 07:32:38 UTC

Updated at

2021-07-15 17:38:47 UTC

NP-MRD ID

NP0022343

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sorrentanone

Provided By

NPAtlas

Description

Sorrentanone is found in Penicillium chrysogenum. Sorrentanone was first documented in 1995 (PMID: 7622440). Based on a literature review very few articles have been published on 4-[(4E)-hexa-2,4-dienoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105353D          

 32 32  0  0  0  0            999 V2000
    5.7605    1.7304   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6483   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.8890   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -0.1984   -0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728    0.1046   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -0.9356   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.1130   -0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465   -0.7792   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -1.8777   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -3.2191   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.7886   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019   -2.8097   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.4836    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.3246    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1877    0.6805    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540    2.0346    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.5135    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871    1.6759    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9962    2.1911   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374    2.5316    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824    1.2886    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0233   -0.3857   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367    1.8958   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059   -1.1999   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416    1.1308   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817   -3.2058   -1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2714   -3.9512   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936   -3.6135    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092    2.0779    1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    2.7777    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    2.3429   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    2.3726   -0.4921 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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17  8  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 18 32  1  0  0  0  0
M  END

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
    5.7605    1.7304   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6483   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.8890   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -0.1984   -0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728    0.1046   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -0.9356   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.1130   -0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465   -0.7792   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -1.8777   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -3.2191   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.7886   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019   -2.8097   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.4836    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.3246    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1877    0.6805    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540    2.0346    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.5135    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871    1.6759    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9962    2.1911   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374    2.5316    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824    1.2886    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0233   -0.3857   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367    1.8958   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059   -1.1999   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416    1.1308   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817   -3.2058   -1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2714   -3.9512   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936   -3.6135    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092    2.0779    1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    2.7777    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    2.3429   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    2.3726   -0.4921 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 18 32  1  0
M  END


  Mrv1652306242105353D          

 32 32  0  0  0  0            999 V2000
    5.7605    1.7304   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6483   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.8890   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -0.1984   -0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728    0.1046   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -0.9356   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.1130   -0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465   -0.7792   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -1.8777   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -3.2191   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.7886   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019   -2.8097   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.4836    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.3246    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1877    0.6805    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540    2.0346    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.5135    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871    1.6759    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9962    2.1911   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374    2.5316    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824    1.2886    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0233   -0.3857   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367    1.8958   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059   -1.1999   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416    1.1308   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817   -3.2058   -1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2714   -3.9512   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936   -3.6135    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092    2.0779    1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    2.7777    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    2.3429   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    2.3726   -0.4921 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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17  8  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 18 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022343

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)C(=O)C(=C1C(=O)C(\[H])=C(/[H])\C(\[H])=C(/[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O4/c1-4-5-6-7-10(15)11-8(2)13(17)14(18)9(3)12(11)16/h4-7,16H,1-3H3/b5-4+,7-6+

> <INCHI_KEY>
QPJFEVOJXXMYHH-YTXTXJHMSA-N

> <FORMULA>
C14H14O4

> <MOLECULAR_WEIGHT>
246.262

> <EXACT_MASS>
246.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.440785819896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2E,4E)-hexa-2,4-dienoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
2.883569394666667

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.822354024848913

> <JCHEM_PKA_STRONGEST_BASIC>
-7.687902349611378

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
71.9756

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2E,4E)-hexa-2,4-dienoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
    5.7605    1.7304   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6483   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.8890   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -0.1984   -0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728    0.1046   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -0.9356   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.1130   -0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465   -0.7792   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -1.8777   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -3.2191   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.7886   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019   -2.8097   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.4836    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.3246    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1877    0.6805    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540    2.0346    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.5135    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871    1.6759    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9962    2.1911   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374    2.5316    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824    1.2886    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0233   -0.3857   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367    1.8958   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059   -1.1999   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416    1.1308   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817   -3.2058   -1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2714   -3.9512   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936   -3.6135    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092    2.0779    1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    2.7777    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    2.3429   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    2.3726   -0.4921 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 18 32  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       5.761   1.730  -0.270  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.745   0.648  -0.377  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.446   0.889  -0.239  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.483  -0.198  -0.350  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.173   0.105  -0.201  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.192  -0.936  -0.303  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.659  -2.113  -0.536  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.246  -0.779  -0.169  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.004  -1.878  -0.297  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.416  -3.219  -0.567  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.464  -1.789  -0.173  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.202  -2.810  -0.290  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.038  -0.484   0.090  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.276  -0.325   0.210  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.188   0.681   0.223  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.754   2.035   0.493  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.864   0.514   0.095  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.087   1.676   0.233  0.00  0.00           O+0
HETATM   19  H   UNK     0       5.996   2.191  -1.244  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.437   2.532   0.424  0.00  0.00           H+0
HETATM   21  H   UNK     0       6.682   1.289   0.157  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.023  -0.386  -0.572  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.137   1.896  -0.046  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.806  -1.200  -0.543  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.942   1.131  -0.011  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.982  -3.206  -1.582  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.271  -3.951  -0.657  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.794  -3.614   0.233  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.309   2.078   1.448  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.934   2.778   0.487  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.464   2.343  -0.309  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.190   2.373  -0.492  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3   22                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   17                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   26   27   28                                             
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15   29   30   31                                             
CONECT   17   15   18    8                                                  
CONECT   18   17   32                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   16                                                            
CONECT   30   16                                                            
CONECT   31   16                                                            
CONECT   32   18                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

RDKit          3D

32 32  0  0  0  0  0  0  0  0999 V2000
    5.7605    1.7304   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6483   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.8890   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -0.1984   -0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728    0.1046   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -0.9356   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.1130   -0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465   -0.7792   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -1.8777   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -3.2191   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.7886   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019   -2.8097   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.4836    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.3246    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1877    0.6805    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540    2.0346    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.5135    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871    1.6759    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9962    2.1911   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374    2.5316    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824    1.2886    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0233   -0.3857   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367    1.8958   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059   -1.1999   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416    1.1308   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817   -3.2058   -1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2714   -3.9512   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936   -3.6135    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092    2.0779    1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    2.7777    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    2.3429   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    2.3726   -0.4921 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 18 32  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₁₄O₄

Average Mass

246.2620 Da

Monoisotopic Mass

246.08921 Da

IUPAC Name

4-[(2E,4E)-hexa-2,4-dienoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

Traditional Name

4-[(2E,4E)-hexa-2,4-dienoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

CAS Registry Number

Not Available

SMILES

C\C=C\C=C\C(=O)C1=C(C)C(=O)C(=O)C(C)=C1O

InChI Identifier

InChI=1S/C14H14O4/c1-4-5-6-7-10(15)11-8(2)13(17)14(18)9(3)12(11)16/h4-7,16H,1-3H3/b5-4+,7-6+

InChI Key

QPJFEVOJXXMYHH-YTXTXJHMSA-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
Penicillium chrysogenum	NPAtlas	7622440

Species Where Detected

Species Name	Source	Reference
Penicillium chrysogenum SC 13887	KNApSAcK Database	22123792

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	2.35	ALOGPS
logP	2.88	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.82	ChemAxon
pKa (Strongest Basic)	-7.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.98 m³·mol⁻¹	ChemAxon
Polarizability	26.44 Å³	ChemAxon
Number of Rings	1	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

NPA012592

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9951336

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11776653

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Miller RF, Huang S: Isolation and structure of sorrentanone: a new tetrasubstituted quinone from Penicillium chrysogenum. J Antibiot (Tokyo). 1995 Jun;48(6):520-1. doi: 10.7164/antibiotics.48.520. [PubMed:7622440 ]

Showing NP-Card for Sorrentanone (NP0022343)

MOL for NP0022343 (Sorrentanone)

3D MOL for NP0022343 (Sorrentanone)

3D SDF for NP0022343 (Sorrentanone)

3D-SDF for NP0022343 (Sorrentanone)

PDB for NP0022343 (Sorrentanone)

3D PDB for NP0022343 (Sorrentanone)

SMILES for NP0022343 (Sorrentanone)

INCHI for NP0022343 (Sorrentanone)

Structure for NP0022343 (Sorrentanone)

3D Structure for NP0022343 (Sorrentanone)