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Showing NP-Card for (3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol (NP0335525)

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Record Information
Version2.0
Created at2024-09-11 02:00:31 UTC
Updated at2024-09-11 02:00:32 UTC
NP-MRD IDNP0335525
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol
Description(3Beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Based on a literature review very few articles have been published on (3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)


  Mrv2104 05262304322D          

 32 35  0  0  0  0            999 V2000
    6.2078   -1.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4453   -3.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2078   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9203   -2.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2224   -6.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9231   -3.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4859   -2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9986   -5.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0328   -1.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6828   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703   -2.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6531   -5.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8685   -5.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5848   -4.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1385   -3.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4924   -4.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7078   -3.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1979   -4.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3539   -3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0328   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0508   -5.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4453   -2.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9203   -3.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2662   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3101   -4.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -4.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6639   -4.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0947   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7408   -3.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9123   -4.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4485   -5.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20  2  2  0  0  0  0
 20  3  1  0  0  0  0
 21  4  1  0  0  0  0
 21 10  1  0  0  0  0
 22  5  1  0  0  0  0
 23  9  1  0  0  0  0
 23 11  1  0  0  0  0
 23 20  1  0  0  0  0
 24 14  1  0  0  0  0
 24 21  1  0  0  0  0
 25 12  1  0  0  0  0
 25 22  1  0  0  0  0
 26 15  1  0  0  0  0
 27 13  1  0  0  0  0
 27 26  2  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30  7  1  0  0  0  0
 30 19  1  0  0  0  0
 30 24  1  0  0  0  0
 31  8  1  0  0  0  0
 31 18  1  0  0  0  0
 31 27  1  0  0  0  0
 31 30  1  0  0  0  0
 32 28  1  0  0  0  0
M  END
Download

3D MOL for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)

Download
3D SDF for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)

  Mrv2104 05262304322D          

 32 35  0  0  0  0            999 V2000
    6.2078   -1.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4453   -3.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2078   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9203   -2.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2224   -6.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9231   -3.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4859   -2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9986   -5.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0328   -1.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6828   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703   -2.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6531   -5.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8685   -5.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5848   -4.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1385   -3.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4924   -4.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7078   -3.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1979   -4.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3539   -3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0328   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078   -2.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0508   -5.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4453   -2.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9203   -3.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2662   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3101   -4.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -4.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6639   -4.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0947   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7408   -3.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9123   -4.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4485   -5.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20  2  2  0  0  0  0
 20  3  1  0  0  0  0
 21  4  1  0  0  0  0
 21 10  1  0  0  0  0
 22  5  1  0  0  0  0
 23  9  1  0  0  0  0
 23 11  1  0  0  0  0
 23 20  1  0  0  0  0
 24 14  1  0  0  0  0
 24 21  1  0  0  0  0
 25 12  1  0  0  0  0
 25 22  1  0  0  0  0
 26 15  1  0  0  0  0
 27 13  1  0  0  0  0
 27 26  2  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30  7  1  0  0  0  0
 30 19  1  0  0  0  0
 30 24  1  0  0  0  0
 31  8  1  0  0  0  0
 31 18  1  0  0  0  0
 31 27  1  0  0  0  0
 31 30  1  0  0  0  0
 32 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335525

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(CCC(C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1/C31H52O/c1-9-23(20(2)3)11-10-21(4)24-14-18-31(8)27-13-12-25-22(5)28(32)16-17-29(25,6)26(27)15-19-30(24,31)7/h21-25,28,32H,2,9-19H2,1,3-8H3

> <INCHI_KEY>
UULZCTIPCNJXAT-UHFFFAOYNA-N

> <FORMULA>
C31H52O

> <MOLECULAR_WEIGHT>
440.756

> <EXACT_MASS>
440.401816294

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
56.96981075659464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(5-ethyl-6-methylhept-6-en-2-yl)-3a,6,9a,11a-tetramethyl-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol

> <JCHEM_LOGP>
8.118193102666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.957246070234053

> <JCHEM_PKA_STRONGEST_BASIC>
-1.067900568879624

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
138.22369999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-(5-ethyl-6-methylhept-6-en-2-yl)-3a,6,9a,11a-tetramethyl-1H,2H,3H,4H,5H,5aH,6H,7H,8H,9H,10H,11H-cyclopenta[a]phenanthren-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)
Download
PDB for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)
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      11.588  -2.544   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.898  -6.545   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.588  -5.211   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.518  -3.877   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.548 -11.622   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.123  -6.627   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.574  -5.241   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.531  -9.744   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.128  -2.544   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.208  -5.211   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.438  -3.877   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.619 -10.670   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.155 -10.194   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.892  -7.952   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.659  -6.151   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.052  -7.579   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.588  -7.103   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.036  -8.982   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.194  -5.675   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.128  -5.211   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.748  -5.211   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.228 -10.116   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.898  -3.877   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.518  -6.545   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.764  -9.640   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.979  -7.657   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.834  -8.688   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.373  -9.085   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.443  -8.133   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.049  -6.706   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.370  -8.212   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      28.837  -9.561   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   20                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   22                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8   31                                                            
CONECT    9    1   23                                                       
CONECT   10   11   21                                                       
CONECT   11   10   23                                                       
CONECT   12   13   25                                                       
CONECT   13   12   27                                                       
CONECT   14   18   24                                                       
CONECT   15   19   26                                                       
CONECT   16   17   28                                                       
CONECT   17   16   29                                                       
CONECT   18   14   31                                                       
CONECT   19   15   30                                                       
CONECT   20    2    3   23                                                  
CONECT   21    4   10   24                                                  
CONECT   22    5   25   28                                                  
CONECT   23    9   11   20                                                  
CONECT   24   14   21   30                                                  
CONECT   25   12   22   29                                                  
CONECT   26   15   27   29                                                  
CONECT   27   13   26   31                                                  
CONECT   28   16   22   32                                                  
CONECT   29    6   17   25   26                                             
CONECT   30    7   19   24   31                                             
CONECT   31    8   18   27   30                                             
CONECT   32   28                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

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3D PDB for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)
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SMILES for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)
CCC(CCC(C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3)C(C)=C
Download
INCHI for NP0335525 ((3beta,4alpha,5alpha,24S)-4,14-Dimethylstigmasta-8,25-dien-3-ol)
InChI=1/C31H52O/c1-9-23(20(2)3)11-10-21(4)24-14-18-31(8)27-13-12-25-22(5)28(32)16-17-29(25,6)26(27)15-19-30(24,31)7/h21-25,28,32H,2,9-19H2,1,3-8H3
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View in JSmol
Synonyms
ValueSource
(3b,4a,5a,24S)-4,14-Dimethylstigmasta-8,25-dien-3-olGenerator
(3Β,4α,5α,24S)-4,14-dimethylstigmasta-8,25-dien-3-olGenerator
Chemical FormulaC31H52O
Average Mass440.7560 Da
Monoisotopic Mass440.40182 Da
IUPAC Name1-(5-ethyl-6-methylhept-6-en-2-yl)-3a,6,9a,11a-tetramethyl-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol
Traditional Name1-(5-ethyl-6-methylhept-6-en-2-yl)-3a,6,9a,11a-tetramethyl-1H,2H,3H,4H,5H,5aH,6H,7H,8H,9H,10H,11H-cyclopenta[a]phenanthren-7-ol
CAS Registry NumberNot Available
SMILES
CCC(CCC(C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3)C(C)=C
InChI Identifier
InChI=1/C31H52O/c1-9-23(20(2)3)11-10-21(4)24-14-18-31(8)27-13-12-25-22(5)28(32)16-17-29(25,6)26(27)15-19-30(24,31)7/h21-25,28,32H,2,9-19H2,1,3-8H3
InChI KeyUULZCTIPCNJXAT-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassStigmastanes and derivatives  
Direct ParentStigmastanes and derivatives  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Stigmastane-skeleton
    • 

  • Hydroxysteroid
    • 

  • 3-hydroxysteroid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.12ChemAxon
pKa (Strongest Acidic)18.96ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity138.22 m³·mol⁻¹ChemAxon
Polarizability56.97 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available