NP-MRD: Showing NP-Card for (3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane (NP0331745)

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Record Information

Version

2.0

Created at

2023-08-01 08:14:19 UTC

Updated at

2024-09-03 04:16:43 UTC

NP-MRD ID

NP0331745

Natural Product DOI

https://doi.org/10.57994/0779

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane

Description

(3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. Based on a literature review very few articles have been published on (3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 08012308142D          

 42 46  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6744   -0.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586   -4.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201   -5.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -5.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322   -4.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3640   -5.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3274   -4.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762   -4.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959   -5.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   -5.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6474   -6.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8353   -6.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3035   -6.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5838   -5.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -4.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  3 10  1  1  0  0  0
  3 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 16  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
 21 15  1  0  0  0  0
 21 22  1  1  0  0  0
 23 21  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  6  0  0  0
 25 23  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 27 32  2  0  0  0  0
 33 25  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 35 42  2  0  0  0  0
M  END


  Mrv2104 08012308142D          

 42 46  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6744   -0.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586   -4.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201   -5.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -5.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322   -4.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3640   -5.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3274   -4.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762   -4.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959   -5.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   -5.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6474   -6.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8353   -6.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3035   -6.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5838   -5.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -4.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  3 10  1  1  0  0  0
  3 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 16  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
 21 15  1  0  0  0  0
 21 22  1  1  0  0  0
 23 21  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  6  0  0  0
 25 23  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 27 32  2  0  0  0  0
 33 25  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 35 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12[C@H](OC(=O)C(\C)=C\C)[C@@H](OC(=O)C3=CC=CC=C3)[C@]3(C)[C@H](CC[C@]3(O)[C@]1(O)CC=C1C[C@@H](O)CC[C@]21C)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O8/c1-6-19(2)28(36)40-25-26-30(4)15-13-23(35)18-22(30)12-16-32(26,38)33(39)17-14-24(20(3)34)31(33,5)27(25)41-29(37)21-10-8-7-9-11-21/h6-12,23-27,35,38-39H,13-18H2,1-5H3/b19-6+/t23-,24+,25-,26+,27+,30-,31-,32-,33+/m0/s1

> <INCHI_KEY>
KMCOFIXENCWEFY-YWEXSLKESA-N

> <FORMULA>
C33H42O8

> <MOLECULAR_WEIGHT>
566.691

> <EXACT_MASS>
566.287968312

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
60.40350172690584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3aR,3bS,7S,9aR,9bS,10S,11S,11aS)-1-acetyl-3a,3b,7-trihydroxy-9a,11a-dimethyl-10-{[(2E)-2-methylbut-2-enoyl]oxy}-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-11-yl benzoate

> <JCHEM_LOGP>
3.9406992489999983

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.313994806601263

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.967069273107633

> <JCHEM_PKA_STRONGEST_BASIC>
-1.397241409700692

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
153.01189999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3aR,3bS,7S,9aR,9bS,10S,11S,11aS)-1-acetyl-3a,3b,7-trihydroxy-9a,11a-dimethyl-10-{[(2E)-2-methylbut-2-enoyl]oxy}-1H,2H,3H,4H,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-11-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-AUG-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-23         0                                  
HETATM    1  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.363  -7.289   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.159  -1.754   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.725  -1.551   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       8.783  -4.426   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.768  -6.781   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.189  -8.880   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.238  -9.406   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.714 -10.855   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.753  -9.135   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.746 -10.313   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.078  -8.445   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.736  -7.323   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.729  -8.500   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.206  -9.949   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.198 -11.126   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.675 -12.574   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.159 -12.845   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.166 -11.668   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.690 -10.220   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      10.245  -8.229   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6   33                                             
CONECT    3    2    4   10   11                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3                                                            
CONECT   11    3   12   13   23                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   11   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   27                                                            
CONECT   33   25    2   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   42                                                  
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   35                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₂O₈

Average Mass

566.6910 Da

Monoisotopic Mass

566.28797 Da

IUPAC Name

(1S,3aR,3bS,7S,9aR,9bS,10S,11S,11aS)-1-acetyl-3a,3b,7-trihydroxy-9a,11a-dimethyl-10-{[(2E)-2-methylbut-2-enoyl]oxy}-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-11-yl benzoate

Traditional Name

(1S,3aR,3bS,7S,9aR,9bS,10S,11S,11aS)-1-acetyl-3a,3b,7-trihydroxy-9a,11a-dimethyl-10-{[(2E)-2-methylbut-2-enoyl]oxy}-1H,2H,3H,4H,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-11-yl benzoate

CAS Registry Number

Not Available

SMILES

[H][C@]12[C@H](OC(=O)C(\C)=C\C)[C@@H](OC(=O)C3=CC=CC=C3)[C@]3(C)[C@H](CC[C@]3(O)[C@]1(O)CC=C1C[C@@H](O)CC[C@]21C)C(C)=O

InChI Identifier

InChI=1S/C33H42O8/c1-6-19(2)28(36)40-25-26-30(4)15-13-23(35)18-22(30)12-16-32(26,38)33(39)17-14-24(20(3)34)31(33,5)27(25)41-29(37)21-10-8-7-9-11-21/h6-12,23-27,35,38-39H,13-18H2,1-5H3/b19-6+/t23-,24+,25-,26+,27+,30-,31-,32-,33+/m0/s1

InChI Key

KMCOFIXENCWEFY-YWEXSLKESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	[email protected]	Not Available	Not Available	2023-08-01	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	[email protected]	Not Available	Not Available	2023-08-01	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	[email protected]	Not Available	Not Available	2023-08-01	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	[email protected]	Not Available	Not Available	2023-08-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	[email protected]	Not Available	Not Available	2023-08-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	[email protected]	Not Available	Not Available	2023-08-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	[email protected]	Not Available	Not Available	2023-08-01	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as vitamin d and derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Steroid ester
20-oxosteroid
Androgen-skeleton
Androstane-skeleton
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Oxosteroid
Hydroxysteroid
14-hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-5-steroid
Delta-5-steroid
Fatty alcohol ester
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.94	ChemAxon
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	153.01 m³·mol⁻¹	ChemAxon
Polarizability	60.4 Å³	ChemAxon
Number of Rings	5	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

DOI: 10.1016/j.phytochem.2023.113782

Showing NP-Card for (3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane (NP0331745)

MOL for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

3D MOL for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

3D SDF for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

3D-SDF for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

PDB for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

3D PDB for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

SMILES for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

INCHI for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

Structure for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)

3D Structure for NP0331745 ((3S,8S,9S,10R,11S,12S,13S,14R,17S)-Δ5-3β,8β,14β-trihydroxy-11α-O-tigloyl-12β-O-benzoylpregnane)