NP-MRD: Showing NP-Card for Penicillenol B2 (NP0007529)

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Record Information

Version

2.0

Created at

2020-12-09 04:23:15 UTC

Updated at

2021-07-15 16:57:50 UTC

NP-MRD ID

NP0007529

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penicillenol B2

Provided By

NPAtlas

Description

Penicillenol B2 belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. Penicillenol B2 is found in Penicillium and Penicillium sp. GO-7. Based on a literature review very few articles have been published on penicillenol B2.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118413D          

 45 45  0  0  0  0            999 V2000
   -5.8777    1.7498    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5958    0.3058    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3507   -0.1174    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1639    0.7160    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    2.1228    0.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935   -0.0556    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    0.4163    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4983    1.6734    0.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505   -0.4651    0.3551 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6211   -1.2499   -0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    0.3270    0.7570 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9189   -0.5084    0.8078 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1166    0.3337    1.2196 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3251    1.4392    0.2391 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5821    0.9647   -1.1533 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8241    0.0937   -1.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -1.4397    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271   -2.4931    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -1.4786    0.0508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7727   -2.6776   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6530    2.1923    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2813    2.3178   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5570   -0.9515   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4917   -3.2791   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5284   -3.3066    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220   -2.3890   -0.0516 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
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 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
M  END

     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.8777    1.7498    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5958    0.3058    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3507   -0.1174    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1639    0.7160    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    2.1228    0.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7248    0.4163    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4505   -0.4651    0.3551 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.7727   -2.6776   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6530    2.1923    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0189    2.5679    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -1.1875    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -1.1570   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5223   -0.8212   -1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542    1.1554    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5510    0.8132    1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582   -1.3359    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.9656   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147   -0.3224    1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9342    0.7519    2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7474    0.3853   -1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  4  6  2  0
  6  7  1  0
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 19  3  1  0
  1 21  1  0
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M  END


  Mrv1652306242118413D          

 45 45  0  0  0  0            999 V2000
   -5.8777    1.7498    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5958    0.3058    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3507   -0.1174    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1639    0.7160    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    2.1228    0.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7727   -2.6776   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6530    2.1923    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2813    2.3178   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
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  4  6  2  0  0  0  0
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 20 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007529

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NO3/c1-5-7-8-9-10-11(3)14(18)13-15(19)12(6-2)17(4)16(13)20/h6,11,19H,5,7-10H2,1-4H3/b12-6+/t11-/m0/s1

> <INCHI_KEY>
FRKQEEBAWRDYCO-WUXMJOGZSA-N

> <FORMULA>
C16H25NO3

> <MOLECULAR_WEIGHT>
279.38

> <EXACT_MASS>
279.183443669

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.548285608366676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E)-5-ethylidene-4-hydroxy-1-methyl-3-[(2S)-2-methyloctanoyl]-2,5-dihydro-1H-pyrrol-2-one

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.1170256960000007

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.937686565814453

> <JCHEM_PKA_STRONGEST_BASIC>
-4.674515570615823

> <JCHEM_POLAR_SURFACE_AREA>
57.61

> <JCHEM_REFRACTIVITY>
82.2542

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5E)-5-ethylidene-4-hydroxy-1-methyl-3-[(2S)-2-methyloctanoyl]pyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.8777    1.7498    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5958    0.3058    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3507   -0.1174    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1639    0.7160    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    2.1228    0.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935   -0.0556    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    0.4163    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4983    1.6734    0.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505   -0.4651    0.3551 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6211   -1.2499   -0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    0.3270    0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189   -0.5084    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166    0.3337    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3251    1.4392    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5821    0.9647   -1.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8241    0.0937   -1.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -1.4397    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271   -2.4931    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -1.4786    0.0508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7727   -2.6776   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6530    2.1923    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2813    2.3178   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9336    1.9950   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4177   -0.3824   -0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0189    2.5679    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -1.1875    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -1.1570   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -2.2949   -0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5223   -0.8212   -1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542    1.1554    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5510    0.8132    1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582   -1.3359    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.9656   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147   -0.3224    1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9342    0.7519    2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066    2.1777    0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2389    2.0067    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7474    0.3853   -1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7388    1.8581   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -0.9515   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2350    0.0745   -2.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5885    0.4403   -0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917   -3.2791   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5284   -3.3066    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220   -2.3890   -0.0516 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19  3  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
  9 26  1  1
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 20 43  1  0
 20 44  1  0
 20 45  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      -5.878   1.750   0.086  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.596   0.306   0.035  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.351  -0.117   0.091  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.164   0.716   0.203  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.157   2.123   0.271  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.094  -0.056   0.231  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.725   0.416   0.338  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.498   1.673   0.421  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.451  -0.465   0.355  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.621  -1.250  -0.909  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.667   0.327   0.757  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.919  -0.508   0.808  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.117   0.334   1.220  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.325   1.439   0.239  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.582   0.965  -1.153  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.824   0.094  -1.233  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.512  -1.440   0.140  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.827  -2.493   0.133  0.00  0.00           O+0
HETATM   19  N   UNK     0      -3.951  -1.479   0.051  0.00  0.00           N+0
HETATM   20  C   UNK     0      -4.773  -2.678  -0.056  0.00  0.00           C+0
HETATM   21  H   UNK     0      -5.653   2.192   1.091  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.281   2.318  -0.683  0.00  0.00           H+0
HETATM   23  H   UNK     0      -6.934   1.995  -0.132  0.00  0.00           H+0
HETATM   24  H   UNK     0      -6.418  -0.382  -0.048  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.019   2.568   1.172  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.274  -1.188   1.211  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.229  -1.157  -1.618  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.892  -2.295  -0.664  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.522  -0.821  -1.441  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.754   1.155   0.005  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.551   0.813   1.737  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.758  -1.336   1.534  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.082  -0.966  -0.183  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.015  -0.322   1.185  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.934   0.752   2.221  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.507   2.178   0.221  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.239   2.007   0.567  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.747   0.385  -1.557  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.739   1.858  -1.792  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.557  -0.952  -0.962  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.235   0.075  -2.264  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.588   0.440  -0.539  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.492  -3.279  -0.942  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.528  -3.307   0.847  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.822  -2.389  -0.052  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3   24                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   25                                                       
CONECT    6    4    7   17                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   26                                             
CONECT   10    9   27   28   29                                             
CONECT   11    9   12   30   31                                             
CONECT   12   11   13   32   33                                             
CONECT   13   12   14   34   35                                             
CONECT   14   13   15   36   37                                             
CONECT   15   14   16   38   39                                             
CONECT   16   15   40   41   42                                             
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20    3                                                  
CONECT   20   19   43   44   45                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    5                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   16                                                            
CONECT   41   16                                                            
CONECT   42   16                                                            
CONECT   43   20                                                            
CONECT   44   20                                                            
CONECT   45   20                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   90    0
END

RDKit          3D

45 45  0  0  0  0  0  0  0  0999 V2000
   -5.8777    1.7498    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5958    0.3058    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3507   -0.1174    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1639    0.7160    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    2.1228    0.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935   -0.0556    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248    0.4163    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4983    1.6734    0.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505   -0.4651    0.3551 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6211   -1.2499   -0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    0.3270    0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189   -0.5084    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166    0.3337    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3251    1.4392    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5821    0.9647   -1.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8241    0.0937   -1.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -1.4397    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271   -2.4931    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -1.4786    0.0508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7727   -2.6776   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6530    2.1923    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2813    2.3178   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9336    1.9950   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4177   -0.3824   -0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0189    2.5679    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -1.1875    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -1.1570   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -2.2949   -0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5223   -0.8212   -1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542    1.1554    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5510    0.8132    1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582   -1.3359    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.9656   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147   -0.3224    1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9342    0.7519    2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066    2.1777    0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2389    2.0067    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7474    0.3853   -1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7388    1.8581   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -0.9515   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2350    0.0745   -2.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5885    0.4403   -0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917   -3.2791   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5284   -3.3066    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220   -2.3890   -0.0516 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19  3  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
  9 26  1  1
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₆H₂₅NO₃

Average Mass

279.3800 Da

Monoisotopic Mass

279.18344 Da

IUPAC Name

(5E)-5-ethylidene-4-hydroxy-1-methyl-3-[(2S)-2-methyloctanoyl]-2,5-dihydro-1H-pyrrol-2-one

Traditional Name

(5E)-5-ethylidene-4-hydroxy-1-methyl-3-[(2S)-2-methyloctanoyl]pyrrol-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCC(C)C(=O)C1=C(O)\C(=C/C)N(C)C1=O

InChI Identifier

InChI=1S/C16H25NO3/c1-5-7-8-9-10-11(3)14(18)13-15(19)12(6-2)17(4)16(13)20/h6,11,19H,5,7-10H2,1-4H3/b12-6+

InChI Key

FRKQEEBAWRDYCO-WUXMJOGZSA-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	NPAtlas	18239314
Penicillium sp. GO-7	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolines

Sub Class

Not Available

Direct Parent

Pyrrolines

Alternative Parents

Substituents

Vinylogous acid
Tertiary carboxylic acid amide
Pyrroline
Lactam
Ketone
Carboxamide group
Azacycle
Enol
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	3.46	ALOGPS
logP	3.12	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	5.94	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	82.25 m³·mol⁻¹	ChemAxon
Polarizability	32.55 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

NPA011021

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00030951

Chemspider ID

78435663

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54685487

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Penicillenol B2 (NP0007529)

MOL for NP0007529 (Penicillenol B2)

3D MOL for NP0007529 (Penicillenol B2)

3D SDF for NP0007529 (Penicillenol B2)

3D-SDF for NP0007529 (Penicillenol B2)

PDB for NP0007529 (Penicillenol B2)

3D PDB for NP0007529 (Penicillenol B2)

SMILES for NP0007529 (Penicillenol B2)

INCHI for NP0007529 (Penicillenol B2)

Structure for NP0007529 (Penicillenol B2)

3D Structure for NP0007529 (Penicillenol B2)