NP-MRD: Showing NP-Card for (4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one (NP0274000)

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Record Information

Version

2.0

Created at

2022-09-08 21:14:01 UTC

Updated at

2022-09-08 21:14:02 UTC

NP-MRD ID

NP0274000

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one

Description

Obtusanol B belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one is found in Chamaecyparis obtusa. Based on a literature review very few articles have been published on Obtusanol B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082223142D          

 45 50  0  0  1  0            999 V2000
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3145    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897    2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 11 19  1  0  0  0  0
 19 20  1  6  0  0  0
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  6 21  1  0  0  0  0
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 43 44  1  0  0  0  0
 37 44  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  1  1  0  0  0
M  END

     RDKit          3D

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 32 82  1  0
 32 83  1  0
 36 84  1  0
 39 85  1  0
 39 86  1  0
 39 87  1  0
 40 88  1  0
 40 89  1  0
 40 90  1  0
 41 91  1  0
 41 92  1  0
 42 93  1  0
 42 94  1  0
 43 95  1  0
 43 96  1  0
 45 97  1  0
 45 98  1  0
 45 99  1  0
M  END


  Mrv1652309082223142D          

 45 50  0  0  1  0            999 V2000
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897    2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1712    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    3.2704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 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 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 37 44  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0274000

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC2=C(C=C1O)[C@@]1(C)CCCC(C)(C)[C@@H]1C[C@@H]2OOC1=CC2=C(C=C1C(C)C)C(=O)C(O)=C1C(C)(C)CCC[C@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C40H54O5/c1-22(2)24-17-26-28(19-30(24)41)39(9)15-11-13-37(5,6)33(39)21-32(26)45-44-31-20-29-27(18-25(31)23(3)4)34(42)35(43)36-38(7,8)14-12-16-40(29,36)10/h17-20,22-23,32-33,41,43H,11-16,21H2,1-10H3/t32-,33-,39+,40+/m0/s1

> <INCHI_KEY>
YWBKKENLEYFYSE-FONAMCPPSA-N

> <FORMULA>
C40H54O5

> <MOLECULAR_WEIGHT>
614.867

> <EXACT_MASS>
614.397124839

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
72.61813906569937

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aR)-6-{[(4aS,9S,10aS)-6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl]peroxy}-10-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9-hexahydrophenanthren-9-one

> <JCHEM_LOGP>
10.382909232000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.067914116955546

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.261742796164777

> <JCHEM_PKA_STRONGEST_BASIC>
-3.636247333598086

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
182.0827

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4aR)-6-{[(4aS,9S,10aS)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2H-phenanthren-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.414   8.772   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.724   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.034   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.804   7.438   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.034   8.772   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.494   8.772   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.724  10.106   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.344   7.438   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.574   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.114   8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.654   8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.424   7.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.654   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.101   5.578   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.386   4.588   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.114   6.105   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.344   4.771   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.804   4.771   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.034   3.437   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.184  -3.231   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.831  -2.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.883  -1.090   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    7   12   13   19                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   11   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    6   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   44                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   24   30                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   27   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   44                                                  
CONECT   38   37   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   37   26   45                                             
CONECT   45   44                                                            
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₄O₅

Average Mass

614.8670 Da

Monoisotopic Mass

614.39712 Da

IUPAC Name

(4aR)-6-{[(4aS,9S,10aS)-6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl]peroxy}-10-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9-hexahydrophenanthren-9-one

Traditional Name

(4aR)-6-{[(4aS,9S,10aS)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2H-phenanthren-9-one

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC2=C(C=C1O)[C@@]1(C)CCCC(C)(C)[C@@H]1C[C@@H]2OOC1=CC2=C(C=C1C(C)C)C(=O)C(O)=C1C(C)(C)CCC[C@]21C

InChI Identifier

InChI=1S/C40H54O5/c1-22(2)24-17-26-28(19-30(24)41)39(9)15-11-13-37(5,6)33(39)21-32(26)45-44-31-20-29-27(18-25(31)23(3)4)34(42)35(43)36-38(7,8)14-12-16-40(29,36)10/h17-20,22-23,32-33,41,43H,11-16,21H2,1-10H3/t32-,33-,39+,40+/m0/s1

InChI Key

YWBKKENLEYFYSE-FONAMCPPSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Chamaecyparis obtusa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
Tetralin
Naphthalene
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Ketone
Enol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	10.38	ChemAxon
pKa (Strongest Acidic)	9.26	ChemAxon
pKa (Strongest Basic)	-3.6	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	5	ChemAxon
Refractivity	182.08 m³·mol⁻¹	ChemAxon
Polarizability	72.62 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12047376

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one (NP0274000)

MOL for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

3D MOL for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

3D SDF for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

3D-SDF for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

PDB for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

3D PDB for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

SMILES for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

INCHI for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

Structure for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)

3D Structure for NP0274000 ((4ar)-6-{[(4as,9s,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl]peroxy}-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4-dihydro-2h-phenanthren-9-one)