NP-MRD: Showing NP-Card for (3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one (NP0335433)

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Record Information

Version

2.0

Created at

2024-09-11 01:35:31 UTC

Updated at

2024-09-11 01:35:31 UTC

NP-MRD ID

NP0335433

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262304072D          

 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   -1.3696    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  1  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  1  0  0  0  0
 32 23  1  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 05262304072D          

 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   -1.3696    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  1  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  1  0  0  0  0
 32 23  1  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>
NP0335433

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C29H46O5/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/h17,20-23,30-32H,7-16H2,1-6H3

> <INCHI_KEY>
FGFZDTLKZFGANR-UHFFFAOYNA-N

> <FORMULA>
C29H46O5

> <MOLECULAR_WEIGHT>
474.682

> <EXACT_MASS>
474.334524581

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
55.12471524189955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-6-(hydroxymethyl)-5'-(1-hydroxypropyl)-3',3a,6,9a,11a-pentamethyl-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-3-one

> <JCHEM_LOGP>
3.651821251333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.633127144053015

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.023778704107796

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7856829139530257

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
132.432

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-6-(hydroxymethyl)-5'-(1-hydroxypropyl)-3',3a,6,9a,11a-pentamethyl-4,5,5a,7,8,9,10,11-octahydro-2H-spiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-3-one

> <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  -2.557   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

Not Available

Chemical Formula

C₂₉H₄₆O₅

Average Mass

474.6820 Da

Monoisotopic Mass

474.33452 Da

IUPAC Name

7-hydroxy-6-(hydroxymethyl)-5'-(1-hydroxypropyl)-3',3a,6,9a,11a-pentamethyl-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-3-one

Traditional Name

7-hydroxy-6-(hydroxymethyl)-5'-(1-hydroxypropyl)-3',3a,6,9a,11a-pentamethyl-4,5,5a,7,8,9,10,11-octahydro-2H-spiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-3-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C29H46O5/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/h17,20-23,30-32H,7-16H2,1-6H3

InChI Key

FGFZDTLKZFGANR-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	3.65	ChemAxon
pKa (Strongest Acidic)	14.02	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	132.43 m³·mol⁻¹	ChemAxon
Polarizability	55.12 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

Not Available

References

General References

Not Available

Showing NP-Card for (3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one (NP0335433)

MOL for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

3D MOL for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

3D SDF for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

3D-SDF for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

PDB for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

3D PDB for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

SMILES for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

INCHI for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

Structure for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)

3D Structure for NP0335433 ((3beta,17alpha,23S,24S)-17,23-Epoxy-3,24,29-trihydroxy-27-norlanost-8-en-15-one)