NP-MRD: Showing NP-Card for 7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one (NP0219265)

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Record Information

Version

2.0

Created at

2022-09-05 20:12:15 UTC

Updated at

2022-09-05 20:12:15 UTC

NP-MRD ID

NP0219265

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one

Description

7-{8-Chloro-6,7,13,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-14-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]Octan-3-one belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. 7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one is found in Tubocapsicum anomalum. 7-{8-Chloro-6,7,13,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-14-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]Octan-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004201502542D          

 37 42  0  0  0  0            999 V2000
    3.4219   -1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1914   -1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383   -0.5992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130   -2.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593   -2.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5887   -2.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194   -1.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3487   -1.0521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208   -0.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515   -0.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0377   -1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0172   -2.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2027   -1.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4184   -1.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573   -2.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7971   -3.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3599   -3.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124   -2.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0979   -2.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770   -2.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7625   -2.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416   -3.3311    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -1.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -2.5601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456   -1.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665   -2.4288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -0.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    0.1302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898   -1.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8043   -1.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3252   -0.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4333   -1.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182   -1.0924    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 19 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END


  Mrv1533004201502542D          

 37 42  0  0  0  0            999 V2000
    3.4219   -1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1914   -1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383   -0.5992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130   -2.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593   -2.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5887   -2.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194   -1.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3487   -1.0521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208   -0.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515   -0.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0377   -1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0172   -2.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2027   -1.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4184   -1.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573   -2.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7971   -3.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3599   -3.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124   -2.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0979   -2.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770   -2.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7625   -2.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416   -3.3311    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -1.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -2.5601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456   -1.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665   -2.4288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -0.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    0.1302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898   -1.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8043   -1.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3252   -0.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4333   -1.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182   -1.0924    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 19 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219265

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC3C(CC(Cl)C4(O)C(O)C=CC(=O)C34C)C1CC(O)C2(O)C1CC2(C)C(=O)OC1CC2(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C28H39ClO8/c1-23-8-7-14-13(9-18(29)28(36)20(31)6-5-19(30)26(14,28)4)15(23)10-21(32)27(23,35)16-11-24(2)22(33)37-17(16)12-25(24,3)34/h5-6,13-18,20-21,31-32,34-36H,7-12H2,1-4H3

> <INCHI_KEY>
GFPFCWYNJCFMEV-UHFFFAOYSA-N

> <FORMULA>
C28H39ClO8

> <MOLECULAR_WEIGHT>
539.06

> <EXACT_MASS>
538.2333459

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
55.73477523762638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-{8-chloro-6,7,13,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
1.160595933666666

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.166112782073178

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.301908539450785

> <JCHEM_PKA_STRONGEST_BASIC>
-3.13266304707835

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
133.82189999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{8-chloro-6,7,13,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       6.388  -2.596   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.824  -2.584   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.352  -1.119   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.678  -4.322   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.071  -4.942   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.432  -4.223   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.490  -2.684   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.851  -1.964   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.185  -1.864   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.243  -0.326   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.404  -2.900   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.365  -3.926   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.845  -3.681   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.248  -2.195   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.760  -5.219   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.955  -6.191   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.272  -5.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.436  -4.319   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.916  -4.075   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.944  -5.269   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.423  -5.024   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0       0.451  -6.218   0.000  0.00  0.00          Cl+0
HETATM   23  C   UNK     0       0.875  -3.585   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.097  -4.779   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.645  -3.340   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.617  -4.534   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.193  -1.900   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.221  -0.706   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.300  -0.951   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.272   0.243   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.848  -2.390   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.820  -1.196   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.368  -2.635   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.340  -1.441   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.861  -1.686   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.409  -3.125   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.501  -2.039   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2   10   11                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    5   13                                                  
CONECT   13   12   14   15   36                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   36                                                  
CONECT   19   18   20   33                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   31                                             
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   23   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   19   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   13   18   37                                             
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₉ClO₈

Average Mass

539.0600 Da

Monoisotopic Mass

538.23335 Da

IUPAC Name

7-{8-chloro-6,7,13,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one

Traditional Name

7-{8-chloro-6,7,13,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one

CAS Registry Number

Not Available

SMILES

CC12CCC3C(CC(Cl)C4(O)C(O)C=CC(=O)C34C)C1CC(O)C2(O)C1CC2(C)C(=O)OC1CC2(C)O

InChI Identifier

InChI=1S/C28H39ClO8/c1-23-8-7-14-13(9-18(29)28(36)20(31)6-5-19(30)26(14,28)4)15(23)10-21(32)27(23,35)16-11-24(2)22(33)37-17(16)12-25(24,3)34/h5-6,13-18,20-21,31-32,34-36H,7-12H2,1-4H3

InChI Key

GFPFCWYNJCFMEV-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, 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
Tubocapsicum anomalum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

24-hydroxysteroid
Prostaglandin skeleton
Steroid lactone
Eicosanoid
Androstane-skeleton
Hydroxysteroid
5-hydroxysteroid
1-oxosteroid
Oxosteroid
4-hydroxysteroid
Halo-steroid
16-hydroxysteroid
6-halo-steroid
17-hydroxysteroid
Delta_valerolactone
Delta valerolactone
Cyclohexenone
Oxane
Fatty acyl
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Chlorohydrin
Secondary alcohol
Halohydrin
Ketone
Lactone
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alkyl halide
Alkyl chloride
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.41	ALOGPS
logP	1.16	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.3	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	133.82 m³·mol⁻¹	ChemAxon
Polarizability	55.73 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

73306695

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one (NP0219265)

MOL for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

3D MOL for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

3D SDF for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

3D-SDF for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

PDB for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

3D PDB for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

SMILES for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

INCHI for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

Structure for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)

3D Structure for NP0219265 (7-{5-chloro-1,2,5a,6-tetrahydroxy-9a,11a-dimethyl-9-oxo-2h,3h,3ah,3bh,4h,5h,6h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one)