NP-MRD: Showing NP-Card for (1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate (NP0266285)

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Record Information

Version

2.0

Created at

2022-09-08 10:34:55 UTC

Updated at

2022-09-08 10:34:55 UTC

NP-MRD ID

NP0266285

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate

Description

(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(2S)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]Docosan-8-yl acetate belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety. (1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate is found in Actaea racemosa. Based on a literature review very few articles have been published on (1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(2S)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]Docosan-8-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082212342D          

 39 45  0  0  1  0            999 V2000
    7.3313    3.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9810    2.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7462    2.8283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8656    1.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1004    1.3945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5370    0.6945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2652    0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5652   -0.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -0.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6651   -0.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295    2.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1451    2.4571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9742    3.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5315    1.9055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7024    1.0984    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7881    0.2779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4869    0.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5544    1.1534    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2183    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9133    0.9822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.0700    1.8212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4062    2.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2267    2.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7111    1.9924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1242    2.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  1  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  1  0  0  0
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  5 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
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 22 35  1  0  0  0  0
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 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 14 38  1  0  0  0  0
 20 38  1  0  0  0  0
 38 39  1  1  0  0  0
M  END

     RDKit          3D

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 10 48  1  0
 10 49  1  0
M  END


  Mrv1652309082212342D          

 39 45  0  0  1  0            999 V2000
    7.3313    3.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9810    2.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7462    2.8283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1004    1.3945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.2652    0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5652   -0.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -0.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6651   -0.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295    2.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1451    2.4571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9742    3.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5315    1.9055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7024    1.0984    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7881    0.2779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4869    0.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9877    0.6865    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9008   -0.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750    1.2390    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1194    0.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5544    1.1534    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2183    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3978    0.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9133    0.9822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0928    0.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3196    0.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3510    0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084    1.5644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2122    1.4788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9445    2.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651    2.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495    1.7356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5856    2.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0700    1.8212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4062    2.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2267    2.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7111    1.9924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1242    2.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  1  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
  5 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  1  0  0  0
 35 34  1  1  0  0  0
 22 35  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 14 38  1  0  0  0  0
 20 38  1  0  0  0  0
 38 39  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0266285

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@](OC(C)=O)(O[C@]2(O)[C@H](O)[C@@]3(C)[C@@H]4CC[C@@H]5[C@]6(C[C@@]46CC[C@]3(C)[C@@H]12)CC[C@H](O)C5(C)C)[C@H]1OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O7/c1-17-15-31(37-18(2)33,24-26(5,6)38-24)39-32(36)22(17)27(7)13-14-30-16-29(30)12-11-21(34)25(3,4)19(29)9-10-20(30)28(27,8)23(32)35/h17,19-24,34-36H,9-16H2,1-8H3/t17-,19+,20+,21+,22-,23-,24+,27-,28-,29-,30+,31+,32+/m1/s1

> <INCHI_KEY>
CRQUGDBXMIYBOD-YXIWQXKYSA-N

> <FORMULA>
C32H50O7

> <MOLECULAR_WEIGHT>
546.745

> <EXACT_MASS>
546.35565395

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
62.35942520930141

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(2S)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0^{1,21}.0^{4,12}.0^{5,10}.0^{16,21}]docosan-8-yl acetate

> <JCHEM_LOGP>
4.146671290333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.66649260045605

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.842209490538888

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8348937569915033

> <JCHEM_POLAR_SURFACE_AREA>
108.75000000000001

> <JCHEM_REFRACTIVITY>
143.77379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(2S)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0^{1,21}.0^{4,12}.0^{5,10}.0^{16,21}]docosan-8-yl acetate

> <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      13.685   5.653   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.898   4.704   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      16.326   5.279   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      14.682   3.179   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      13.254   2.603   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.069   1.296   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.428   0.572   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.122  -0.243   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.749  -0.941   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.308  -1.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.935   4.110   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.471   4.587   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.152   6.093   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.326   3.557   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.645   2.050   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.804   0.519   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      12.109   1.573   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.310   1.281   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.148  -0.250   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.167   2.313   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.690   0.849   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.635   2.153   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.008   0.747   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.476   0.587   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.572   1.833   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.040   1.674   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.463   0.193   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.655   1.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.136   2.920   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.396   2.760   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.763   4.327   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.295   4.486   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.199   3.240   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.827   4.646   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.731   3.400   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.358   4.806   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.890   4.966   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.794   3.719   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.565   5.052   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11   17                                             
CONECT    6    5    7    8                                                  
CONECT    7    6    8                                                       
CONECT    8    7    6    9   10                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   38                                                  
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15    5                                                       
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   38                                             
CONECT   21   20                                                            
CONECT   22   20   23   35                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   25   34   35                                             
CONECT   34   33   35                                                       
CONECT   35   34   22   33   36                                             
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   14   20   39                                             
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Value	Source
(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(2S)-3,3-Dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0,.0,.0,.0,]docosan-8-yl acetic acid	Generator

Chemical Formula

C₃₂H₅₀O₇

Average Mass

546.7450 Da

Monoisotopic Mass

546.35565 Da

IUPAC Name

(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(2S)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0^{1,21}.0^{4,12}.0^{5,10}.0^{16,21}]docosan-8-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@](OC(C)=O)(O[C@]2(O)[C@H](O)[C@@]3(C)[C@@H]4CC[C@@H]5[C@]6(C[C@@]46CC[C@]3(C)[C@@H]12)CC[C@H](O)C5(C)C)[C@H]1OC1(C)C

InChI Identifier

InChI=1S/C32H50O7/c1-17-15-31(37-18(2)33,24-26(5,6)38-24)39-32(36)22(17)27(7)13-14-30-16-29(30)12-11-21(34)25(3,4)19(29)9-10-20(30)28(27,8)23(32)35/h17,19-24,34-36H,9-16H2,1-8H3/t17-,19+,20+,21+,22-,23-,24+,27-,28-,29-,30+,31+,32+/m1/s1

InChI Key

CRQUGDBXMIYBOD-YXIWQXKYSA-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
Actaea racemosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cycloartanols and derivatives

Direct Parent

Cycloartanols and derivatives

Alternative Parents

Substituents

Cycloartanol-skeleton
9b,19-cyclo-lanostane-skeleton
Cycloartane-skeleton
Triterpenoid
3-hydroxysteroid
15-hydroxysteroid
Hydroxysteroid
16-beta-hydroxysteroid
16-hydroxysteroid
3-beta-hydroxysteroid
Ketal
Oxane
Cyclic alcohol
Secondary alcohol
Hemiacetal
Carboxylic acid ester
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Acetal
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
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	4.15	ChemAxon
pKa (Strongest Acidic)	10.84	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	143.77 m³·mol⁻¹	ChemAxon
Polarizability	62.36 Å³	ChemAxon
Number of Rings	7	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

163010825

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate (NP0266285)

MOL for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

3D MOL for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

3D SDF for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

3D-SDF for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

PDB for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

3D PDB for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

SMILES for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

INCHI for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

Structure for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)

3D Structure for NP0266285 ((1s,4r,5r,6r,8r,10s,11r,12s,13r,16r,18s,21r)-8-[(2s)-3,3-dimethyloxiran-2-yl]-10,11,18-trihydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosan-8-yl acetate)