NP-MRD: Showing NP-Card for Paripolin B (NP0331589)

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Record Information

Version

2.0

Created at

2023-04-18 04:06:00 UTC

Updated at

2024-09-03 04:16:12 UTC

NP-MRD ID

NP0331589

Natural Product DOI

https://doi.org/10.57994/0569

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Paripolin B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304182306062D          

 36 41  0  0  1  0            999 V2000
    7.2076   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319   -3.4645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7452   -2.8845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4540   -3.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170   -3.1521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5794   -3.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4074   -2.7313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4082   -2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -2.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -2.2716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6640   -1.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2507   -2.4728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7040   -3.1621    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743   -2.4249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6210   -1.7356    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4446   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2682   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7215   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5451   -2.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984   -2.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6282   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8046   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3512   -3.0662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9810   -3.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5276   -3.1142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8979   -2.3769    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1573   -3.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3337   -3.8994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9635   -4.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8804   -3.2101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4351   -3.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648   -3.0857    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3276   -2.7154    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8221   -2.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  6  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 14 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 12 34  1  0  0  0  0
  2 34  1  0  0  0  0
 34 35  1  6  0  0  0
 22 36  2  0  0  0  0
M  END


  Mrv1652304182306062D          

 36 41  0  0  1  0            999 V2000
    7.2076   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319   -3.4645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7452   -2.8845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4540   -3.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170   -3.1521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5794   -3.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4074   -2.7313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4082   -2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -2.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -2.2716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6640   -1.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2507   -2.4728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7040   -3.1621    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743   -2.4249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6210   -1.7356    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4446   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2682   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7215   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5451   -2.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984   -2.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6282   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8046   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3512   -3.0662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9810   -3.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5276   -3.1142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8979   -2.3769    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1573   -3.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3337   -3.8994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9635   -4.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8804   -3.2101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4351   -3.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648   -3.0857    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3276   -2.7154    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8221   -2.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  6  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 14 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 12 34  1  0  0  0  0
  2 34  1  0  0  0  0
 34 35  1  6  0  0  0
 22 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331589

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@@H]3O[C@]4(CC[C@](C)(O)CO4)[C@@H](C)[C@]3([H])[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O5/c1-15-23-21(32-27(15)10-9-24(2,30)14-31-27)12-20-18-6-5-16-11-17(28)7-8-25(16,3)19(18)13-22(29)26(20,23)4/h11,15,18-23,29-30H,5-10,12-14H2,1-4H3/t15-,18+,19-,20-,21-,22-,23-,24-,25-,26+,27+/m0/s1

> <INCHI_KEY>
GOKQLBANNNFCJV-DHLVFBOGSA-N

> <FORMULA>
C27H40O5

> <MOLECULAR_WEIGHT>
444.612

> <EXACT_MASS>
444.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.38941147344068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,10'S,12'S,13'R)-5,10'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-17'-en-16'-one

> <JCHEM_LOGP>
3.10444057

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.82201033475086

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.128200966357877

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9395198920365457

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
122.25809999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,10'S,12'S,13'R)-5,10'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-17'-en-16'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-23         0                                  
HETATM    1  C   UNK     0      13.454  -7.989   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.686  -6.467   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.591  -5.384   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.048  -6.825   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.528  -7.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.552  -5.884   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.548  -7.052   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.227  -5.098   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.095  -4.443   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.615  -4.193   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.282  -4.008   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      14.805  -4.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.173  -3.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.268  -4.616   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0      18.114  -5.903   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0      18.805  -4.526   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      17.959  -3.240   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0      19.497  -3.150   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.034  -3.061   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.880  -4.347   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.418  -4.258   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.264  -5.545   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.573  -6.921   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.035  -7.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.189  -5.724   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.498  -7.100   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.652  -5.813   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      20.343  -4.437   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0      18.960  -7.189   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.423  -7.279   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.732  -8.655   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      16.577  -5.992   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.746  -7.289   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.054  -5.760   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0      13.678  -5.069   0.000  0.00  0.00           H+0
HETATM   36  O   UNK     0      25.801  -5.455   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4   10   11                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9    3                                                       
CONECT   11    3   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   32                                             
CONECT   15   14                                                            
CONECT   16   14   17   18   27                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   36                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   16   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   14   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   12    2   35                                             
CONECT   35   34                                                            
CONECT   36   22                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₀O₅

Average Mass

444.6120 Da

Monoisotopic Mass

444.28757 Da

IUPAC Name

(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,10'S,12'S,13'R)-5,10'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-17'-en-16'-one

Traditional Name

(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,10'S,12'S,13'R)-5,10'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-17'-en-16'-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@@H]3O[C@]4(CC[C@](C)(O)CO4)[C@@H](C)[C@]3([H])[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C27H40O5/c1-15-23-21(32-27(15)10-9-24(2,30)14-31-27)12-20-18-6-5-16-11-17(28)7-8-25(16,3)19(18)13-22(29)26(20,23)4/h11,15,18-23,29-30H,5-10,12-14H2,1-4H3/t15-,18+,19-,20-,21-,22-,23-,24-,25-,26+,27+/m0/s1

InChI Key

GOKQLBANNNFCJV-DHLVFBOGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	ybwanjf@163.com	Not Available	Not Available	2023-04-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	ybwanjf@163.com	Not Available	Not Available	2023-04-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	ybwanjf@163.com	Not Available	Not Available	2023-04-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	ybwanjf@163.com	Not Available	Not Available	2023-04-18	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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	3.1	ChemAxon
pKa (Strongest Acidic)	14.13	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	122.26 m³·mol⁻¹	ChemAxon
Polarizability	51.39 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Paripolin B (NP0331589)

MOL for NP0331589 (Paripolin B)

3D MOL for NP0331589 (Paripolin B)

3D SDF for NP0331589 (Paripolin B)

3D-SDF for NP0331589 (Paripolin B)

PDB for NP0331589 (Paripolin B)

3D PDB for NP0331589 (Paripolin B)

SMILES for NP0331589 (Paripolin B)

INCHI for NP0331589 (Paripolin B)

Structure for NP0331589 (Paripolin B)

3D Structure for NP0331589 (Paripolin B)