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Showing NP-Card for Perulactone B (NP0335057)

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Record Information
Version2.0
Created at2024-09-10 23:42:22 UTC
Updated at2024-09-10 23:42:22 UTC
NP-MRD IDNP0335057
Secondary Accession NumbersNone
Natural Product Identification
Common NamePerulactone B
DescriptionPerulactone B belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Based on a literature review very few articles have been published on Perulactone B.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335057 (Perulactone B)


  Mrv2104 05262302142D          

 35 39  0  0  0  0            999 V2000
   -0.4718    4.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959    1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4862    0.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601    2.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5262    2.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102    3.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    2.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442    1.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8324    3.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051    1.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124    1.1048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2605    4.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240    2.0463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508    1.7826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1513    2.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16  1  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18  6  1  0  0  0  0
 18  8  2  0  0  0  0
 19 10  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21  7  1  0  0  0  0
 22 14  1  0  0  0  0
 23 16  1  0  0  0  0
 24  2  1  0  0  0  0
 24 11  1  0  0  0  0
 25  3  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 25 21  1  0  0  0  0
 26  4  1  0  0  0  0
 26 22  1  0  0  0  0
 27 12  1  0  0  0  0
 27 20  1  0  0  0  0
 27 24  1  0  0  0  0
 28 13  1  0  0  0  0
 28 24  1  0  0  0  0
 28 26  1  0  0  0  0
 29 21  2  0  0  0  0
 30 22  1  0  0  0  0
 31 23  2  0  0  0  0
 32 26  1  0  0  0  0
 33 27  1  0  0  0  0
 34 28  1  0  0  0  0
 35 15  1  0  0  0  0
 35 23  1  0  0  0  0
M  END
Download

3D MOL for NP0335057 (Perulactone B)

Download
3D SDF for NP0335057 (Perulactone B)

  Mrv2104 05262302142D          

 35 39  0  0  0  0            999 V2000
   -0.4718    4.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959    1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4862    0.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601    2.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5262    2.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102    3.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    2.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442    1.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8324    3.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051    1.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124    1.1048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2605    4.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240    2.0463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508    1.7826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1513    2.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16  1  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18  6  1  0  0  0  0
 18  8  2  0  0  0  0
 19 10  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21  7  1  0  0  0  0
 22 14  1  0  0  0  0
 23 16  1  0  0  0  0
 24  2  1  0  0  0  0
 24 11  1  0  0  0  0
 25  3  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 25 21  1  0  0  0  0
 26  4  1  0  0  0  0
 26 22  1  0  0  0  0
 27 12  1  0  0  0  0
 27 20  1  0  0  0  0
 27 24  1  0  0  0  0
 28 13  1  0  0  0  0
 28 24  1  0  0  0  0
 28 26  1  0  0  0  0
 29 21  2  0  0  0  0
 30 22  1  0  0  0  0
 31 23  2  0  0  0  0
 32 26  1  0  0  0  0
 33 27  1  0  0  0  0
 34 28  1  0  0  0  0
 35 15  1  0  0  0  0
 35 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335057

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(CC(O)C(C)(O)C2(O)CCC3(O)C4CC=C5CC=CC(=O)C5(C)C4CCC23C)COC1=O

> <INCHI_IDENTIFIER>
InChI=1/C28H40O7/c1-16-17(15-35-23(16)31)14-22(30)26(4,32)28(34)13-12-27(33)20-9-8-18-6-5-7-21(29)25(18,3)19(20)10-11-24(27,28)2/h5,7-8,16-17,19-20,22,30,32-34H,6,9-15H2,1-4H3

> <INCHI_KEY>
GRNQXNIWEPWACV-UHFFFAOYNA-N

> <FORMULA>
C28H40O7

> <MOLECULAR_WEIGHT>
488.621

> <EXACT_MASS>
488.277403628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.48540825612126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(3-{1,3a-dihydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,6H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl}-2,3-dihydroxybutyl)-3-methyloxolan-2-one

> <JCHEM_LOGP>
1.961742995333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.739839488798667

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.716501252224575

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2035428348795247

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
131.12469999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-{1,3a-dihydroxy-9a,11a-dimethyl-9-oxo-2H,3H,3bH,4H,6H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl}-2,3-dihydroxybutyl)-3-methyloxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335057 (Perulactone B)
Download
PDB for NP0335057 (Perulactone B)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -0.881   7.783   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.286   3.405   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.908   0.979   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.112   4.522   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.849   4.318   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.886   6.617   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.533   5.118   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.083   2.995   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.420   6.744   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.503   2.399   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.480   3.667   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.143   2.062   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.220   8.060   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.098   3.820   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.355  -1.089   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.081   3.328   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -4.016   5.323   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    6    7                                                       
CONECT    6    5   18                                                       
CONECT    7    5   21                                                       
CONECT    8    9   18                                                       
CONECT    9    8   20                                                       
CONECT   10   11   19                                                       
CONECT   11   10   24                                                       
CONECT   12   13   27                                                       
CONECT   13   12   28                                                       
CONECT   14   17   22                                                       
CONECT   15   17   35                                                       
CONECT   16    1   17   23                                                  
CONECT   17   14   15   16                                                  
CONECT   18    6    8   25                                                  
CONECT   19   10   20   25                                                  
CONECT   20    9   19   27                                                  
CONECT   21    7   25   29                                                  
CONECT   22   14   26   30                                                  
CONECT   23   16   31   35                                                  
CONECT   24    2   11   27   28                                             
CONECT   25    3   18   19   21                                             
CONECT   26    4   22   28   32                                             
CONECT   27   12   20   24   33                                             
CONECT   28   13   24   26   34                                             
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32   26                                                            
CONECT   33   27                                                            
CONECT   34   28                                                            
CONECT   35   15   23                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

Download
3D PDB for NP0335057 (Perulactone B)
Download
SMILES for NP0335057 (Perulactone B)
CC1C(CC(O)C(C)(O)C2(O)CCC3(O)C4CC=C5CC=CC(=O)C5(C)C4CCC23C)COC1=O
Download
INCHI for NP0335057 (Perulactone B)
InChI=1/C28H40O7/c1-16-17(15-35-23(16)31)14-22(30)26(4,32)28(34)13-12-27(33)20-9-8-18-6-5-7-21(29)25(18,3)19(20)10-11-24(27,28)2/h5,7-8,16-17,19-20,22,30,32-34H,6,9-15H2,1-4H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC28H40O7
Average Mass488.6210 Da
Monoisotopic Mass488.27740 Da
IUPAC Name4-(3-{1,3a-dihydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,6H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl}-2,3-dihydroxybutyl)-3-methyloxolan-2-one
Traditional Name4-(3-{1,3a-dihydroxy-9a,11a-dimethyl-9-oxo-2H,3H,3bH,4H,6H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl}-2,3-dihydroxybutyl)-3-methyloxolan-2-one
CAS Registry NumberNot Available
SMILES
CC1C(CC(O)C(C)(O)C2(O)CCC3(O)C4CC=C5CC=CC(=O)C5(C)C4CCC23C)COC1=O
InChI Identifier
InChI=1/C28H40O7/c1-16-17(15-35-23(16)31)14-22(30)26(4,32)28(34)13-12-27(33)20-9-8-18-6-5-7-21(29)25(18,3)19(20)10-11-24(27,28)2/h5,7-8,16-17,19-20,22,30,32-34H,6,9-15H2,1-4H3
InChI KeyGRNQXNIWEPWACV-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassBile acids, alcohols and derivatives  
Direct ParentTetrahydroxy bile acids, alcohols and derivatives  
Alternative Parents
Substituents
  • Tetrahydroxy bile acid, alcohol, or derivatives
    • 

  • Cholestane-skeleton
    • 

  • 22-hydroxysteroid
    • 

  • Steroid lactone
    • 

  • 20-hydroxysteroid
    • 

  • 14-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • 1-oxosteroid
    • 

  • Oxosteroid
    • 

  • 17-hydroxysteroid
    • 

  • Cyclohexenone
    • 

  • Gamma butyrolactone
    • 

  • Tertiary alcohol
    • 

  • Tetrahydrofuran
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Lactone
    • 

  • Ketone
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.96ChemAxon
pKa (Strongest Acidic)12.72ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity131.12 m³·mol⁻¹ChemAxon
Polarizability52.49 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References