NP-MRD: Showing NP-Card for (17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione (NP0335740)

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Record Information

Version

2.0

Created at

2024-09-11 03:00:37 UTC

Updated at

2024-09-11 03:00:37 UTC

NP-MRD ID

NP0335740

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione

Description

(17Alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. Based on a literature review very few articles have been published on (17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262305322D          

 34 38  0  0  0  0            999 V2000
    5.5368   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0438   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5787   -3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907   -1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7596   -3.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -0.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6572   -3.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4805   -3.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1078   -1.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5777   -1.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7544   -1.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2845   -1.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8726   -2.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0911   -3.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4613   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302   -2.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5653   -2.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1996   -3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1611   -0.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -1.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8462   -2.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0352   -2.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8648   -3.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3886   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6695   -2.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -2.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3763   -3.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1245   -2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6564   -3.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617   -0.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8585   -2.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0879   -4.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578   -1.7707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13 10  1  0  0  0  0
 17  2  1  0  0  0  0
 17 14  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 19 18  2  0  0  0  0
 20  7  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22  9  1  0  0  0  0
 23 11  1  0  0  0  0
 24 15  1  0  0  0  0
 25  3  1  0  0  0  0
 25 12  1  0  0  0  0
 25 18  1  0  0  0  0
 25 22  1  0  0  0  0
 26  4  1  0  0  0  0
 26 16  1  0  0  0  0
 26 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 28  6  1  0  0  0  0
 28 19  1  0  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 15  1  0  0  0  0
 29 17  1  0  0  0  0
 29 27  1  0  0  0  0
 30 16  1  0  0  0  0
 31 20  2  0  0  0  0
 32 23  2  0  0  0  0
 33 24  2  0  0  0  0
 34 21  1  0  0  0  0
 34 29  1  0  0  0  0
M  END


  Mrv2104 05262305322D          

 34 38  0  0  0  0            999 V2000
    5.5368   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0438   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5787   -3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907   -1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7596   -3.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -0.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6572   -3.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4805   -3.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1078   -1.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5777   -1.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7544   -1.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2845   -1.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8726   -2.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0911   -3.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4613   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302   -2.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5653   -2.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1996   -3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1611   -0.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -1.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8462   -2.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0352   -2.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8648   -3.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3886   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6695   -2.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -2.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3763   -3.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1245   -2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6564   -3.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617   -0.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8585   -2.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0879   -4.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578   -1.7707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13 10  1  0  0  0  0
 17  2  1  0  0  0  0
 17 14  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 19 18  2  0  0  0  0
 20  7  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22  9  1  0  0  0  0
 23 11  1  0  0  0  0
 24 15  1  0  0  0  0
 25  3  1  0  0  0  0
 25 12  1  0  0  0  0
 25 18  1  0  0  0  0
 25 22  1  0  0  0  0
 26  4  1  0  0  0  0
 26 16  1  0  0  0  0
 26 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 28  6  1  0  0  0  0
 28 19  1  0  0  0  0
 28 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 15  1  0  0  0  0
 29 17  1  0  0  0  0
 29 27  1  0  0  0  0
 30 16  1  0  0  0  0
 31 20  2  0  0  0  0
 32 23  2  0  0  0  0
 33 24  2  0  0  0  0
 34 21  1  0  0  0  0
 34 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335740

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)C1CC(C)C2(CC(=O)C3(C)C4=C(CCC23C)C2(C)C=CC(=O)C(C)(CO)C2CC4)O1

> <INCHI_IDENTIFIER>
InChI=1/C29H40O5/c1-7-20(31)21-14-17(2)29(34-21)15-24(33)28(6)19-8-9-22-25(3,18(19)10-13-27(28,29)5)12-11-23(32)26(22,4)16-30/h11-12,17,21-22,30H,7-10,13-16H2,1-6H3

> <INCHI_KEY>
BQWYLPVWSPZWPN-UHFFFAOYNA-N

> <FORMULA>
C29H40O5

> <MOLECULAR_WEIGHT>
468.634

> <EXACT_MASS>
468.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
53.001155613497815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,3,3a,4,5,5a,6,7,9a,10,11,11a-dodecahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolane]-3,7-dione

> <JCHEM_LOGP>
4.624510934666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.332470831868346

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.942586356742483

> <JCHEM_PKA_STRONGEST_BASIC>
-2.823904986463729

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
131.80559999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,4,5,5a,10,11-hexahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolane]-3,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      10.335  -0.567   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.548  -6.705   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.805  -2.849   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.880  -6.844   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.809  -2.722   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.618  -7.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.843  -0.186   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.293  -6.892   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.830  -6.793   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.268  -2.948   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.878  -2.651   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.342  -2.750   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.731  -3.047   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.229  -3.979   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.503  -6.383   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.528  -5.746   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.083  -5.260   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.122  -4.230   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.439  -5.610   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.767  -1.288   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.184  -2.771   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.513  -5.412   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.732  -3.933   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.948  -6.917   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.659  -4.131   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.050  -5.313   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.048  -4.428   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.902  -5.709   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.566  -4.844   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      19.892  -7.242   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.275  -0.907   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      20.269  -3.834   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.364  -8.400   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.628  -3.305   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   17                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7    1   20                                                       
CONECT    8    9   19                                                       
CONECT    9    8   22                                                       
CONECT   10   13   18                                                       
CONECT   11   12   23                                                       
CONECT   12   11   25                                                       
CONECT   13   10   27                                                       
CONECT   14   17   21                                                       
CONECT   15   24   29                                                       
CONECT   16   26   30                                                       
CONECT   17    2   14   29                                                  
CONECT   18   10   19   25                                                  
CONECT   19    8   18   28                                                  
CONECT   20    7   21   31                                                  
CONECT   21   14   20   34                                                  
CONECT   22    9   25   26                                                  
CONECT   23   11   26   32                                                  
CONECT   24   15   28   33                                                  
CONECT   25    3   12   18   22                                             
CONECT   26    4   16   22   23                                             
CONECT   27    5   13   28   29                                             
CONECT   28    6   19   24   27                                             
CONECT   29   15   17   27   34                                             
CONECT   30   16                                                            
CONECT   31   20                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34   21   29                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
(17a,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione	Generator
(17Α,23S)-17,23-epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione	Generator

Chemical Formula

C₂₉H₄₀O₅

Average Mass

468.6340 Da

Monoisotopic Mass

468.28757 Da

IUPAC Name

6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,3,3a,4,5,5a,6,7,9a,10,11,11a-dodecahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolane]-3,7-dione

Traditional Name

6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,4,5,5a,10,11-hexahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolane]-3,7-dione

CAS Registry Number

Not Available

SMILES

CCC(=O)C1CC(C)C2(CC(=O)C3(C)C4=C(CCC23C)C2(C)C=CC(=O)C(C)(CO)C2CC4)O1

InChI Identifier

InChI=1/C29H40O5/c1-7-20(31)21-14-17(2)29(34-21)15-24(33)28(6)19-8-9-22-25(3,18(19)10-13-27(28,29)5)12-11-23(32)26(22,4)16-30/h11-12,17,21-22,30H,7-10,13-16H2,1-6H3

InChI Key

BQWYLPVWSPZWPN-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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 oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

3-oxo-delta-1-steroid
3-oxosteroid
15-oxosteroid
Oxosteroid
Delta-1-steroid
Cyclohexenone
Tetrahydrofuran
Cyclic ketone
Ketone
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
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	4.62	ChemAxon
pKa (Strongest Acidic)	14.94	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	131.81 m³·mol⁻¹	ChemAxon
Polarizability	53 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione (NP0335740)

MOL for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

3D MOL for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

3D SDF for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

3D-SDF for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

PDB for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

3D PDB for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

SMILES for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

INCHI for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

Structure for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)

3D Structure for NP0335740 ((17alpha,23S)-17,23-Epoxy-29-hydroxy-27-norlanosta-1,8-diene-3,15,24-trione)