NP-MRD: Showing NP-Card for 3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate (NP0329248)

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Record Information

Version

2.0

Created at

2022-09-12 13:28:14 UTC

Updated at

2022-09-12 13:28:14 UTC

NP-MRD ID

NP0329248

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate

Description

3,9,23-Trihydroxy-1,5,20-trimethyl-4-oxo-6-(2-oxo-2H-pyran-5-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]Hexacosan-22-yl acetate 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. 3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate is found in Cotyledon orbiculata and Tylecodon grandiflorus. 3,9,23-Trihydroxy-1,5,20-trimethyl-4-oxo-6-(2-oxo-2H-pyran-5-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]Hexacosan-22-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251515282D          

 44 51  0  0  0  0            999 V2000
   10.7502    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9695    1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4912    3.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3318    4.4941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2719    3.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2486    2.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6040    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 38 44  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004251515282D          

 44 51  0  0  0  0            999 V2000
   10.7502    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9695    1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3318    4.4941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2719    3.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080    1.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2486    2.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6273    2.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0060    1.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2253    1.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6040    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4446    2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7634    0.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5441    0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1654    0.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9462    0.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5675    0.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3482    0.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1421   -0.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3614    0.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5807    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020    0.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8233    1.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6639    2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2852    2.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    2.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7238    3.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    2.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187    2.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428    2.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    1.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7007    0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213    1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2377    0.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0410    2.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161    2.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144    3.5894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    4.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358    5.0182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624    4.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4642    3.5647    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  4  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 16 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
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 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
 25 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 38 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329248

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC(OC(C)=O)C2(O)OC3CC4(C)C(CC5OC55C4C(O)C(=O)C4(C)C(CCC54O)C4=COC(=O)C=C4)CC3OC2O1

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O12/c1-14-9-22(41-15(2)33)32(38)27(40-14)42-19-10-17-11-21-31(44-21)25(28(17,3)12-20(19)43-32)24(35)26(36)29(4)18(7-8-30(29,31)37)16-5-6-23(34)39-13-16/h5-6,13-14,17-22,24-25,27,35,37-38H,7-12H2,1-4H3

> <INCHI_KEY>
SAZZQCDDXVHODK-UHFFFAOYSA-N

> <FORMULA>
C32H40O12

> <MOLECULAR_WEIGHT>
616.66

> <EXACT_MASS>
616.251976728

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
63.43149773054736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(2-oxo-2H-pyran-5-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
1.1679869449999973

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.73695650610254

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.425938035166427

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6461834259970205

> <JCHEM_POLAR_SURFACE_AREA>
170.57999999999998

> <JCHEM_REFRACTIVITY>
148.04350000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      20.067   1.847   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.610   2.345   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.312   3.856   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.855   4.354   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.557   5.865   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      17.717   6.878   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.419   8.389   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      19.174   6.380   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.695   3.341   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      15.397   4.852   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      14.238   3.838   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.078   2.825   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.621   3.323   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.461   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.163   3.821   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.758   0.799   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.216   0.301   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.375   1.314   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.833   0.816   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      15.993   1.830   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.450   1.332   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.599  -0.214   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.141   0.283   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.684   0.781   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.844   1.794   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.003   2.808   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.706   4.319   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.866   5.332   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.249   4.816   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.951   6.327   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.089   3.803   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.635   5.275   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.560   3.987   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.912   2.590   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.041   1.542   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.386   2.292   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.044   0.791   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.810   5.332   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.270   5.355   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.520   6.700   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.310   8.022   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.560   9.367   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.850   7.999   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.600   6.654   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   11   20                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   26                                             
CONECT   15   14                                                            
CONECT   16   14   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   12   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    9   21                                                  
CONECT   21   20    2                                                       
CONECT   22   16   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   24   23   26   36                                             
CONECT   26   25   14   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33   36                                             
CONECT   32   31                                                            
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   25   31   37                                             
CONECT   37   36                                                            
CONECT   38   33   39   44                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   38                                                       
MASTER        0    0    0    0    0    0    0    0   44    0  102    0
END

View in JSmol

Synonyms

Value	Source
3,9,23-Trihydroxy-1,5,20-trimethyl-4-oxo-6-(2-oxo-2H-pyran-5-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0,.0,.0,.0,.0,]hexacosan-22-yl acetic acid	Generator
3,9,23-Trihydroxy-1,5,20-trimethyl-4-oxo-6-(2-oxo-2H-pyran-5-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₀O₁₂

Average Mass

616.6600 Da

Monoisotopic Mass

616.25198 Da

IUPAC Name

3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(2-oxo-2H-pyran-5-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate

Traditional Name

3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate

CAS Registry Number

Not Available

SMILES

CC1CC(OC(C)=O)C2(O)OC3CC4(C)C(CC5OC55C4C(O)C(=O)C4(C)C(CCC54O)C4=COC(=O)C=C4)CC3OC2O1

InChI Identifier

InChI=1S/C32H40O12/c1-14-9-22(41-15(2)33)32(38)27(40-14)42-19-10-17-11-21-31(44-21)25(28(17,3)12-20(19)43-32)24(35)26(36)29(4)18(7-8-30(29,31)37)16-5-6-23(34)39-13-16/h5-6,13-14,17-22,24-25,27,35,37-38H,7-12H2,1-4H3

InChI Key

SAZZQCDDXVHODK-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
Cotyledon orbiculata	LOTUS Database	35616633
Tylecodon grandiflorus	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
Oxepane
Pyranone
Para-dioxane
Oxane
Pyran
Cyclic alcohol
Heteroaromatic compound
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Ketone
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
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
logP	1.05	ALOGPS
logP	1.17	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	170.58 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	148.04 m³·mol⁻¹	ChemAxon
Polarizability	63.43 Å³	ChemAxon
Number of Rings	8	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

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KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

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PDB ID

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ChEBI ID

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Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate (NP0329248)

MOL for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

3D MOL for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

3D SDF for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

3D-SDF for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

PDB for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

3D PDB for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

SMILES for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

INCHI for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

Structure for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)

3D Structure for NP0329248 (3,9,23-trihydroxy-1,5,20-trimethyl-4-oxo-6-(6-oxopyran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-22-yl acetate)