NP-MRD: Showing NP-Card for Withastramonolide C (NP0332983)

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Record Information

Version

1.0

Created at

2024-05-03 03:52:51 UTC

Updated at

2024-05-03 03:59:42 UTC

NP-MRD ID

NP0332983

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Withastramonolide C

Description

(6R)-6-[(1S)-1-[(1R,3aS,3bS,4S,9aS,9bS,11aS)-4-hydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,8H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one 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. Based on a literature review very few articles have been published on (6R)-6-[(1S)-1-[(1R,3aS,3bS,4S,9aS,9bS,11aS)-4-hydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,8H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01152306292D          

 38 42  0  0  1  0            999 V2000
   -3.8244   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3110   -1.5369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3959   -2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8641   -1.4998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -2.2757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1156   -2.9064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -3.0516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8353   -3.6824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4798   -1.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -1.6450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2283   -2.4209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.3546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0361   -0.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8526   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2920   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0117   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6962    0.0341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5135   -0.0787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0745    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7636    2.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2699    2.9780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5681    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509    1.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    0.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    2.1010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  6  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21  3  1  0  0  0  0
 21 22  1  6  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  2  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 31 38  2  0  0  0  0
M  END


  Mrv2104 01152306292D          

 38 42  0  0  1  0            999 V2000
   -3.8244   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3110   -1.5369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3959   -2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8641   -1.4998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -2.2757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1156   -2.9064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -3.0516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8353   -3.6824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4798   -1.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -1.6450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2283   -2.4209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.3546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0361   -0.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8526   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2920   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0117   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6962    0.0341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5135   -0.0787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0745    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7636    2.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2699    2.9780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5681    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509    1.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    0.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    2.1010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  6  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21  3  1  0  0  0  0
 21 22  1  6  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  2  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 31 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332983

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C=CCC(=O)[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@]1([H])CC(C)=C(CO)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O5/c1-15-12-23(33-26(32)18(15)14-29)16(2)19-8-9-20-25-21(10-11-27(19,20)3)28(4)17(13-22(25)30)6-5-7-24(28)31/h5-6,13,16,19-23,25,29-30H,7-12,14H2,1-4H3/t16-,19+,20-,21-,22+,23+,25-,27+,28-/m0/s1

> <INCHI_KEY>
KXKGHTHYZAZOPZ-NQNHUYFBSA-N

> <FORMULA>
C28H38O5

> <MOLECULAR_WEIGHT>
454.607

> <EXACT_MASS>
454.271924324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
52.07088851521182

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R)-6-[(1S)-1-[(1R,3aS,3bS,4S,9aR,9bS,11aR)-4-hydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one

> <JCHEM_LOGP>
3.655288096333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.790809960590403

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.818057458434287

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9115368971756307

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
128.91949999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-6-[(1S)-1-[(1R,3aS,3bS,4S,9aR,9bS,11aR)-4-hydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,8H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydropyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JAN-23         0                                  
HETATM    1  C   UNK     0      -7.139  -1.573   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.613  -1.363   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.668  -2.579   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0      -6.181  -2.869   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0      -5.096  -4.058   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.822  -4.922   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.606  -3.977   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0      -1.613  -2.800   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0      -1.090  -4.248   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0      -2.082  -5.425   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0      -0.567  -5.696   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.559  -6.874   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.949  -5.967   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.942  -4.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.419  -3.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.896  -1.893   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.097  -3.071   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       0.426  -4.519   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      -0.620  -1.622   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.136  -1.351   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.129  -2.529   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.801  -1.143   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.458  -5.061   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.451  -3.884   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.928  -2.436   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.412  -2.164   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.888  -0.716   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.033   0.064   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      -6.559  -0.147   0.000  0.00  0.00           H+0
HETATM   30  O   UNK     0      -5.978   1.280   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -5.398   2.706   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.872   2.917   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.292   4.343   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.237   5.559   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.927   1.701   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.402   1.911   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.507   0.274   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.343   3.922   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4    5   21                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   21                                             
CONECT    8    7                                                            
CONECT    9    7   10   11   17                                             
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16   17   26                                             
CONECT   16   15                                                            
CONECT   17   15    9   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7    3   22                                             
CONECT   22   21                                                            
CONECT   23   14   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   15   27                                                  
CONECT   27   26                                                            
CONECT   28    2   29   30   37                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   28                                                       
CONECT   38   31                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₈O₅

Average Mass

454.6070 Da

Monoisotopic Mass

454.27192 Da

IUPAC Name

(6R)-6-[(1S)-1-[(1R,3aS,3bS,4S,9aR,9bS,11aR)-4-hydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one

Traditional Name

(6R)-6-[(1S)-1-[(1R,3aS,3bS,4S,9aR,9bS,11aR)-4-hydroxy-9a,11a-dimethyl-9-oxo-1H,2H,3H,3aH,3bH,4H,8H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydropyran-2-one

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C=CCC(=O)[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@]1([H])CC(C)=C(CO)C(=O)O1

InChI Identifier

InChI=1S/C28H38O5/c1-15-12-23(33-26(32)18(15)14-29)16(2)19-8-9-20-25-21(10-11-27(19,20)3)28(4)17(13-22(25)30)6-5-7-24(28)31/h5-6,13,16,19-23,25,29-30H,7-12,14H2,1-4H3/t16-,19+,20-,21-,22+,23+,25-,27+,28-/m0/s1

InChI Key

KXKGHTHYZAZOPZ-NQNHUYFBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600, CD₃OD, simulated)	570075670@qq.com	黑龙江中医药大学	Pan juan	2024-05-03	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
stramonium		Not Available

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
26-hydroxysteroid
Hydroxysteroid
1-oxosteroid
Oxosteroid
7-hydroxysteroid
Cyclohexenone
Dihydropyranone
Pyran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Primary 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	3.66	ChemAxon
pKa (Strongest Acidic)	14.82	ChemAxon
pKa (Strongest Basic)	-0.91	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	128.92 m³·mol⁻¹	ChemAxon
Polarizability	52.07 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

162859579

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pan J, Liu Y, Li XY, Wang SY, Wu JT, Li MM, Guan W, Mohammed Algradi A, Kuang HX, Yang BY: Cytotoxic withanolides from the leaves of Datura stramonium L. Chem Biodivers. 2024 Feb;21(2):e202301655. doi: 10.1002/cbdv.202301655. Epub 2024 Jan 12. [PubMed:38084071 ]

Showing NP-Card for Withastramonolide C (NP0332983)

MOL for NP0332983 (Withastramonolide C)

3D MOL for NP0332983 (Withastramonolide C)

3D SDF for NP0332983 (Withastramonolide C)

3D-SDF for NP0332983 (Withastramonolide C)

PDB for NP0332983 (Withastramonolide C)

3D PDB for NP0332983 (Withastramonolide C)

SMILES for NP0332983 (Withastramonolide C)

INCHI for NP0332983 (Withastramonolide C)

Structure for NP0332983 (Withastramonolide C)

3D Structure for NP0332983 (Withastramonolide C)