NP-MRD: Showing NP-Card for (1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one (NP0202136)

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Record Information

Version

2.0

Created at

2022-09-04 21:17:38 UTC

Updated at

2022-09-04 21:17:39 UTC

NP-MRD ID

NP0202136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one

Description

(1S,3S,4S,5S,7R,8R,11R,12R,14S,15S,16S,18R,20S,22S,24S,25S)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(2-oxo-2H-pyran-5-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]Heptacosan-6-one belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. (1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one is found in Cotyledon orbiculata. Based on a literature review very few articles have been published on (1S,3S,4S,5S,7R,8R,11R,12R,14S,15S,16S,18R,20S,22S,24S,25S)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(2-oxo-2H-pyran-5-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]Heptacosan-6-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042223172D          

 41 49  0  0  1  0            999 V2000
    6.9582   -4.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1335   -4.4830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7015   -5.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113   -5.3330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8936   -5.5588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221   -4.6319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5114   -4.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8977   -4.2815    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7288   -5.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0609   -3.4728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8317   -3.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4183   -3.7390    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1715   -3.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8273   -3.8583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6780   -3.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298   -4.6351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6946   -5.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421   -2.9272    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6053   -2.1185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6 12  1  0  0  0  0
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  8 23  1  0  0  0  0
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 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 22 40  1  0  0  0  0
 28 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END

     RDKit          3D

 77 85  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309042223172D          

 41 49  0  0  1  0            999 V2000
    6.9582   -4.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4183   -3.7390    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1715   -3.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8273   -3.8583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6780   -3.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298   -4.6351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6946   -5.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421   -2.9272    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6053   -2.1185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602   -3.1902    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1218   -3.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4970   -3.9989    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1157   -4.5446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9526   -5.3533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5713   -5.8989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1706   -5.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0074   -6.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4481   -5.0706    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6950   -5.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2677   -5.1654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6728   -5.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977   -5.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9028   -6.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4830   -7.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881   -8.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6580   -7.3129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2529   -6.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6110   -4.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0037   -3.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850   -4.2619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4648   -3.4568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 14 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  6  0  0  0
  6 17  1  1  0  0  0
 10 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 22 21  1  1  0  0  0
 20 22  1  0  0  0  0
 23 22  1  1  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 31 37  2  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 22 40  1  0  0  0  0
 28 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0202136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@H]2O[C@]34C[C@@]5(C)[C@H](C[C@H]3O[C@H](O1)[C@H]2O4)[C@H](O)[C@@H]1O[C@]11[C@@H]5[C@H](O)C(=O)[C@]2(C)[C@H](CC[C@]12O)C1=COC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H36O11/c1-12-8-16-21-25(37-12)38-17-9-15-19(32)24-30(41-24)22(26(15,2)11-28(17,39-16)40-21)20(33)23(34)27(3)14(6-7-29(27,30)35)13-4-5-18(31)36-10-13/h4-5,10,12,14-17,19-22,24-25,32-33,35H,6-9,11H2,1-3H3/t12-,14+,15+,16-,17+,19-,20-,21-,22+,24-,25-,26-,27-,28-,29+,30+/m0/s1

> <INCHI_KEY>
PHWSURIBYJJROD-IXFNPYERSA-N

> <FORMULA>
C30H36O11

> <MOLECULAR_WEIGHT>
572.607

> <EXACT_MASS>
572.225761979

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
58.505692437015526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,4S,5S,7R,8R,11R,12R,14S,15S,16S,18R,20S,22S,24S,25S)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(2-oxo-2H-pyran-5-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0^{1,18}.0^{3,16}.0^{4,12}.0^{7,11}.0^{12,14}.0^{20,25}]heptacosan-6-one

> <JCHEM_LOGP>
0.6629137639999972

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.274612767746696

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.686253390515304

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3095876450306134

> <JCHEM_POLAR_SURFACE_AREA>
153.51

> <JCHEM_REFRACTIVITY>
136.77679999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,4S,5S,7R,8R,11R,12R,14S,15S,16S,18R,20S,22S,24S,25S)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0^{1,18}.0^{3,16}.0^{4,12}.0^{7,11}.0^{12,14}.0^{20,25}]heptacosan-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      12.989  -8.327   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.449  -8.368   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.643  -9.754   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.981  -9.955   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.268 -10.376   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.201  -8.646   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.688  -9.032   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.542  -7.992   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.227  -9.500   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.847  -6.483   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.286  -5.927   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.381  -6.979   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.787  -6.287   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.011  -7.202   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.599  -7.073   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.456  -8.652   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.897  -9.415   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.692  -5.464   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.997  -3.954   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.232  -5.955   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.227  -6.446   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.928  -7.465   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.083  -8.483   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.778  -9.993   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.933 -11.011   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.318 -10.484   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.014 -11.993   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.837  -9.465   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.297 -10.935   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.366  -9.642   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.123 -10.984   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.662 -10.999   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.419 -12.341   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.635 -13.667   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -5.391 -15.008   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -3.095 -13.651   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.339 -12.309   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.007  -8.242   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.874  -7.199   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.532  -7.956   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.868  -6.453   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12   17                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10   23                                             
CONECT    9    8                                                            
CONECT   10    8   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14    2                                                       
CONECT   16   14    4   17                                                  
CONECT   17   16    6                                                       
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   21   20   23   40                                             
CONECT   23   22    8   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   40                                             
CONECT   29   28                                                            
CONECT   30   28   31   38                                                  
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   31                                                       
CONECT   38   30   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   22   28   41                                             
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₆O₁₁

Average Mass

572.6070 Da

Monoisotopic Mass

572.22576 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@H]2O[C@]34C[C@@]5(C)[C@H](C[C@H]3O[C@H](O1)[C@H]2O4)[C@H](O)[C@@H]1O[C@]11[C@@H]5[C@H](O)C(=O)[C@]2(C)[C@H](CC[C@]12O)C1=COC(=O)C=C1

InChI Identifier

InChI=1S/C30H36O11/c1-12-8-16-21-25(37-12)38-17-9-15-19(32)24-30(41-24)22(26(15,2)11-28(17,39-16)40-21)20(33)23(34)27(3)14(6-7-29(27,30)35)13-4-5-18(31)36-10-13/h4-5,10,12,14-17,19-22,24-25,32-33,35H,6-9,11H2,1-3H3/t12-,14+,15+,16-,17+,19-,20-,21-,22+,24-,25-,26-,27-,28-,29+,30+/m0/s1

InChI Key

PHWSURIBYJJROD-IXFNPYERSA-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
Cotyledon orbiculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Bufanolides and derivatives

Alternative Parents

Substituents

Bufanolide-skeleton
Dioxolopyran
Ketal
1,4-dioxepane
Dioxepane
Pyranone
Oxepane
Para-dioxane
Pyran
Oxane
Meta-dioxolane
Heteroaromatic compound
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Ketone
Lactone
Ether
Oxirane
Polyol
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Acetal
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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

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

49785067

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one (NP0202136)

MOL for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

3D MOL for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

3D SDF for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

3D-SDF for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

PDB for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

3D PDB for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

SMILES for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

INCHI for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

Structure for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)

3D Structure for NP0202136 ((1s,3s,4s,5s,7r,8r,11r,12r,14s,15s,16s,18r,20s,22s,24s,25s)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.0¹,¹⁸.0³,¹⁶.0⁴,¹².0⁷,¹¹.0¹²,¹⁴.0²⁰,²⁵]heptacosan-6-one)