NP-MRD: Showing NP-Card for Phenopyrrozin (NP0023043)

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Record Information

Version

2.0

Created at

2021-01-06 08:10:32 UTC

Updated at

2021-07-15 17:40:41 UTC

NP-MRD ID

NP0023043

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phenopyrrozin

Provided By

NPAtlas

Description

Phenopyrrozin is found in Penicillium. Phenopyrrozin was first documented in 1995 (PMID: 8557596). Based on a literature review very few articles have been published on Phenopyrrozin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105393D          

 29 31  0  0  0  0            999 V2000
   -2.3300   -2.7325    1.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6973   -1.7796    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2538   -1.6611    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.5559    1.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -0.5588    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -0.1367   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667    1.1537    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    1.5075   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.5652   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.7263   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -1.0606   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    0.0695   -0.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5089    1.4418    0.1882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9892    1.4859   -0.2140 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4747    0.0755    0.0345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2622   -0.6760    0.3502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -3.4731    1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042    1.9269    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105    2.5320    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251    0.8103   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -1.4822   -1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226   -2.0708   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -0.0295   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4925    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    2.2521   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    2.2544    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430    1.6433   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592    0.1186    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9972   -0.3861   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 10 11  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16  2  1  0  0  0  0
 11  6  1  0  0  0  0
 16 12  1  0  0  0  0
  4 17  1  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 22  1  0  0  0  0
 12 23  1  6  0  0  0
 13 24  1  0  0  0  0
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 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
M  END

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.3300   -2.7325    1.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6973   -1.7796    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2538   -1.6611    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.5559    1.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -0.5588    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -0.1367   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667    1.1537    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    1.5075   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.5652   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.7263   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -1.0606   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    0.0695   -0.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5089    1.4418    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892    1.4859   -0.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    0.0755    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622   -0.6760    0.3502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -3.4731    1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042    1.9269    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105    2.5320    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251    0.8103   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -1.4822   -1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226   -2.0708   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -0.0295   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4925    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    2.2521   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    2.2544    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430    1.6433   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592    0.1186    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9972   -0.3861   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 11  6  1  0
 16 12  1  0
  4 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  6
 13 24  1  0
 13 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
M  END


  Mrv1652306242105393D          

 29 31  0  0  0  0            999 V2000
   -2.3300   -2.7325    1.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6973   -1.7796    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2538   -1.6611    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.5559    1.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -0.5588    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -0.1367   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667    1.1537    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    1.5075   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.5652   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.7263   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -1.0606   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    0.0695   -0.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5089    1.4418    0.1882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9892    1.4859   -0.2140 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4747    0.0755    0.0345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2622   -0.6760    0.3502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -3.4731    1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042    1.9269    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105    2.5320    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251    0.8103   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -1.4822   -1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226   -2.0708   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -0.0295   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4925    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    2.2521   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    2.2544    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430    1.6433   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592    0.1186    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9972   -0.3861   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 10 11  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16  2  1  0  0  0  0
 11  6  1  0  0  0  0
 16 12  1  0  0  0  0
  4 17  1  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 22  1  0  0  0  0
 12 23  1  6  0  0  0
 13 24  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023043

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C2=C([H])C([H])=C([H])C([H])=C2[H])[C@@]2([H])N(C1=O)C([H])([H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H13NO2/c15-12-11(9-5-2-1-3-6-9)10-7-4-8-14(10)13(12)16/h1-3,5-6,10,15H,4,7-8H2/t10-/m0/s1

> <INCHI_KEY>
APSZCQZJXWEGJS-UHFFFAOYSA-N

> <FORMULA>
C13H13NO2

> <MOLECULAR_WEIGHT>
215.252

> <EXACT_MASS>
215.094628663

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.318165376291837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7aS)-6-hydroxy-7-phenyl-2,3,5,7a-tetrahydro-1H-pyrrolizin-5-one

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
1.2606031500000001

> <ALOGPS_LOGS>
-1.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.174311384235756

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2712277785287798

> <JCHEM_POLAR_SURFACE_AREA>
40.54

> <JCHEM_REFRACTIVITY>
61.64950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7aS)-2-hydroxy-1-phenyl-5,6,7,7a-tetrahydropyrrolizin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.3300   -2.7325    1.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6973   -1.7796    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2538   -1.6611    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.5559    1.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -0.5588    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -0.1367   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667    1.1537    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    1.5075   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.5652   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.7263   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -1.0606   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    0.0695   -0.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5089    1.4418    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892    1.4859   -0.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    0.0755    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622   -0.6760    0.3502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -3.4731    1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042    1.9269    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105    2.5320    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251    0.8103   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -1.4822   -1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226   -2.0708   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -0.0295   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4925    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    2.2521   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    2.2544    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430    1.6433   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592    0.1186    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9972   -0.3861   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 11  6  1  0
 16 12  1  0
  4 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  6
 13 24  1  0
 13 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  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  O   UNK     0      -2.330  -2.732   1.573  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.697  -1.780   1.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.254  -1.661   0.918  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.702  -2.556   1.451  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.041  -0.559   0.249  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.437  -0.137  -0.004  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.867   1.154   0.163  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.194   1.508  -0.113  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.086   0.565  -0.556  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.680  -0.726  -0.730  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.366  -1.061  -0.452  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.148   0.070  -0.265  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.509   1.442   0.188  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.989   1.486  -0.214  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.475   0.076   0.035  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.262  -0.676   0.350  0.00  0.00           N+0
HETATM   17  H   UNK     0       0.422  -3.473   1.778  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.204   1.927   0.513  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.510   2.532   0.026  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.125   0.810  -0.779  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.399  -1.482  -1.086  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.023  -2.071  -0.582  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.228  -0.030  -1.388  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.459   1.492   1.287  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.954   2.252  -0.337  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.552   2.254   0.323  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.043   1.643  -1.319  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.159   0.119   0.905  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.997  -0.386  -0.803  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   17                                                       
CONECT    5    3    6   12                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10    6   22                                                  
CONECT   12    5   13   16   23                                             
CONECT   13   12   14   24   25                                             
CONECT   14   13   15   26   27                                             
CONECT   15   14   16   28   29                                             
CONECT   16   15    2   12                                                  
CONECT   17    4                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20    9                                                            
CONECT   21   10                                                            
CONECT   22   11                                                            
CONECT   23   12                                                            
CONECT   24   13                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   15                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

RDKit          3D

29 31  0  0  0  0  0  0  0  0999 V2000
   -2.3300   -2.7325    1.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6973   -1.7796    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2538   -1.6611    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.5559    1.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -0.5588    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -0.1367   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667    1.1537    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    1.5075   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.5652   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.7263   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -1.0606   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    0.0695   -0.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5089    1.4418    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892    1.4859   -0.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    0.0755    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622   -0.6760    0.3502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -3.4731    1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042    1.9269    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105    2.5320    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251    0.8103   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -1.4822   -1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226   -2.0708   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282   -0.0295   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4925    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    2.2521   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    2.2544    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430    1.6433   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592    0.1186    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9972   -0.3861   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 11  6  1  0
 16 12  1  0
  4 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  6
 13 24  1  0
 13 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
5,6,7,7a-Tetrahydro-2-hydroxy-1-phenyl-3H-pyrrolizin-3-one	MeSH
Phenopyrrozin	MeSH

Chemical Formula

C₁₃H₁₃NO₂

Average Mass

215.2520 Da

Monoisotopic Mass

215.09463 Da

IUPAC Name

(7aS)-6-hydroxy-7-phenyl-2,3,5,7a-tetrahydro-1H-pyrrolizin-5-one

Traditional Name

(7aS)-2-hydroxy-1-phenyl-5,6,7,7a-tetrahydropyrrolizin-3-one

CAS Registry Number

Not Available

SMILES

OC1=C(C2CCCN2C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C13H13NO2/c15-12-11(9-5-2-1-3-6-9)10-7-4-8-14(10)13(12)16/h1-3,5-6,10,15H,4,7-8H2

InChI Key

APSZCQZJXWEGJS-UHFFFAOYSA-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	8557596

Species Where Detected

Species Name	Source	Reference
Penicillium sp. FO-2047	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyrrolizines. These are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizines

Sub Class

Not Available

Direct Parent

Pyrrolizines

Alternative Parents

Substituents

Pyrrolizine
Monocyclic benzene moiety
Benzenoid
Pyrrolidine
Pyrroline
Tertiary carboxylic acid amide
Tertiary amine
Amino acid or derivatives
Lactam
Carboxamide group
Enol
Carboxylic acid derivative
Azacycle
Organic oxygen compound
Amine
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.8	ALOGPS
logP	1.26	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	8.17	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	61.65 m³·mol⁻¹	ChemAxon
Polarizability	23.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA015532

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016153

Chemspider ID

8395510

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10220018

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shiomi K, Yang H, Xu Q, Arai N, Namiki M, Hayashi M, Inokoshi J, Takeshima H, Masuma R, Komiyama K, et al.: Phenopyrrozin, a new radical scavenger produced by Penicillium sp. FO-2047. J Antibiot (Tokyo). 1995 Dec;48(12):1413-8. doi: 10.7164/antibiotics.48.1413. [PubMed:8557596 ]

Showing NP-Card for Phenopyrrozin (NP0023043)

MOL for NP0023043 (Phenopyrrozin)

3D MOL for NP0023043 (Phenopyrrozin)

3D SDF for NP0023043 (Phenopyrrozin)

3D-SDF for NP0023043 (Phenopyrrozin)

PDB for NP0023043 (Phenopyrrozin)

3D PDB for NP0023043 (Phenopyrrozin)

SMILES for NP0023043 (Phenopyrrozin)

INCHI for NP0023043 (Phenopyrrozin)

Structure for NP0023043 (Phenopyrrozin)

3D Structure for NP0023043 (Phenopyrrozin)