NP-MRD: Showing NP-Card for 14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate (NP0257528)

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Record Information

Version

2.0

Created at

2022-09-07 22:40:34 UTC

Updated at

2022-09-07 22:40:34 UTC

NP-MRD ID

NP0257528

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate

Description

14,25-Bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]Pentacos-18-en-10-yl acetate belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. 14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate is found in Tacca plantaginea. Based on a literature review very few articles have been published on 14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]Pentacos-18-en-10-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082200402D          

 46 52  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309082200402D          

 46 52  0  0  0  0            999 V2000
    6.0382   -1.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1161   -2.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438   -2.6017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8664   -2.4666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9443   -3.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3257   -3.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5062   -3.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0145   -4.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3425   -5.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1620   -5.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4900   -6.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6537   -4.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4750   -4.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2121   -5.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0825   -5.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9028   -5.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5103   -6.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2975   -6.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3307   -7.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8696   -4.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4771   -5.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0493   -4.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4418   -3.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6214   -2.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0139   -2.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4086   -2.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5882   -1.6032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0161   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8032   -2.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4107   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0182   -3.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2311   -4.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4439   -4.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2643   -5.1351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8718   -5.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6921   -6.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6589   -5.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8364   -3.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6568   -4.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6546   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325   -4.1389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408   -3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783   -2.8224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0280   -3.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8731   -2.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1992   -2.2599    0.0000 O   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
  4  5  1  0  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 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
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 32  1  0  0  0  0
 32 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
 35 37  2  0  0  0  0
 33 38  1  0  0  0  0
 28 38  1  0  0  0  0
 22 38  1  0  0  0  0
 38 39  1  0  0  0  0
 23 40  1  0  0  0  0
  5 40  1  0  0  0  0
 13 40  1  0  0  0  0
  8 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
  7 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257528

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C=C2OC(=O)C(C)(O)C2C2C(OC(C)=O)C3C4C(O)C(=O)C5CC6OC6C(OC(C)=O)C5(C)C4C(O)C(OC(C)=O)C3(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O13/c1-10-8-15-20(33(7,41)30(40)46-15)18-19(10)32(6)22(27(18)42-11(2)34)17-21(25(39)28(32)43-12(3)35)31(5)14(23(37)24(17)38)9-16-26(45-16)29(31)44-13(4)36/h8,10,14,16-22,24-29,38-39,41H,9H2,1-7H3

> <INCHI_KEY>
JCKZPCQDUVAISV-UHFFFAOYSA-N

> <FORMULA>
C33H42O13

> <MOLECULAR_WEIGHT>
646.686

> <EXACT_MASS>
646.262541412

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
64.69048968558373

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0^{2,12}.0^{5,11}.0^{7,9}.0^{16,24}.0^{19,23}]pentacos-18-en-10-yl acetate

> <JCHEM_LOGP>
-0.9246656680000004

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.093545337310456

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.130818077101452

> <JCHEM_PKA_STRONGEST_BASIC>
-3.290605463825595

> <JCHEM_POLAR_SURFACE_AREA>
195.48999999999995

> <JCHEM_REFRACTIVITY>
153.58810000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0^{2,12}.0^{5,11}.0^{7,9}.0^{16,24}.0^{19,23}]pentacos-18-en-10-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      11.271  -2.431   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.417  -3.964   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.162  -4.856   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.817  -4.604   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.963  -6.137   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.808  -7.156   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.278  -6.980   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.360  -8.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.973  -9.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.502  -9.806   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.115 -11.219   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.420  -8.569   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.953  -8.424   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.463  -9.884   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.087  -9.466   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.752 -10.969   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.886 -12.011   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.355 -11.550   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.551 -13.514   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      16.557  -9.005   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.691 -10.047   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      16.892  -7.502   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.758  -6.460   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.093  -4.957   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.959  -3.915   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      17.563  -4.496   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      17.898  -2.993   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      18.697  -5.538   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.166  -5.076   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.300  -6.118   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      22.434  -7.160   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      20.965  -7.621   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.495  -8.083   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      19.160  -9.586   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      20.294 -10.628   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.959 -12.131   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      21.763 -10.166   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      18.361  -7.041   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      18.026  -8.544   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.289  -6.921   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.901  -7.726   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.916  -6.186   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       6.680  -5.268   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       9.386  -5.725   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.096  -4.212   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       9.705  -4.219   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   44                                                  
CONECT    8    7    9   41                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6   13                                                  
CONECT   13   12   14   15   40                                             
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   38                                                  
CONECT   23   22   24   40                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   38                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30   32                                                       
CONECT   32   31   30   33                                                  
CONECT   33   32   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   33   28   22   39                                             
CONECT   39   38                                                            
CONECT   40   23    5   13                                                  
CONECT   41    8   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42    7   45   46                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

View in JSmol

Synonyms

Value	Source
14,25-Bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0,.0,.0,.0,.0,]pentacos-18-en-10-yl acetic acid	Generator

Chemical Formula

C₃₃H₄₂O₁₃

Average Mass

646.6860 Da

Monoisotopic Mass

646.26254 Da

IUPAC Name

14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0^{2,12}.0^{5,11}.0^{7,9}.0^{16,24}.0^{19,23}]pentacos-18-en-10-yl acetate

Traditional Name

14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0^{2,12}.0^{5,11}.0^{7,9}.0^{16,24}.0^{19,23}]pentacos-18-en-10-yl acetate

CAS Registry Number

Not Available

SMILES

CC1C=C2OC(=O)C(C)(O)C2C2C(OC(C)=O)C3C4C(O)C(=O)C5CC6OC6C(OC(C)=O)C5(C)C4C(O)C(OC(C)=O)C3(C)C12

InChI Identifier

InChI=1S/C33H42O13/c1-10-8-15-20(33(7,41)30(40)46-15)18-19(10)32(6)22(27(18)42-11(2)34)17-21(25(39)28(32)43-12(3)35)31(5)14(23(37)24(17)38)9-16-26(45-16)29(31)44-13(4)36/h8,10,14,16-22,24-29,38-39,41H,9H2,1-7H3

InChI Key

JCKZPCQDUVAISV-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
Tacca plantaginea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
Steroid ester
6-oxosteroid
7-hydroxysteroid
11-hydroxysteroid
Oxosteroid
Hydroxysteroid
Tetracarboxylic acid or derivatives
Oxepane
Tetrahydrofuran
Tertiary alcohol
Enol ester
Cyclic alcohol
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	-0.92	ChemAxon
pKa (Strongest Acidic)	12.13	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	195.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	153.59 m³·mol⁻¹	ChemAxon
Polarizability	64.69 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	Yes	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

4479275

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5321584

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate (NP0257528)

MOL for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

3D MOL for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

3D SDF for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

3D-SDF for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

PDB for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

3D PDB for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

SMILES for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

INCHI for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

Structure for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)

3D Structure for NP0257528 (14,25-bis(acetyloxy)-3,13,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.0²,¹².0⁵,¹¹.0⁷,⁹.0¹⁶,²⁴.0¹⁹,²³]pentacos-18-en-10-yl acetate)