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Showing NP-Card for (3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol (NP0335056)

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Record Information
Version2.0
Created at2024-09-10 23:42:07 UTC
Updated at2024-09-10 23:42:08 UTC
NP-MRD IDNP0335056
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol
Description(3Beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Based on a literature review very few articles have been published on (3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol)


  Mrv2104 05262302142D          

 31 34  0  0  0  0            999 V2000
   -3.6071   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6071   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    0.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499    0.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637    0.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429   -0.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2184    0.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    0.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791    0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3252   -1.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    1.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -2.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386   -1.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4597    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    1.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8931    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    1.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8931    2.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    0.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 19  1  0  0  0  0
  3  4  1  0  0  0  0
  3 23  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 18  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 24  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END
Download

3D MOL for NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol)

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3D SDF for NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol)

  Mrv2104 05262302142D          

 31 34  0  0  0  0            999 V2000
   -3.6071   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6071   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    0.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499    0.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637    0.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429   -0.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2184    0.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    0.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791    0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3252   -1.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    1.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -2.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386   -1.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4597    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    1.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8931    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    1.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8931    2.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252    1.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    0.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 19  1  0  0  0  0
  3  4  1  0  0  0  0
  3 23  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 18  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 24  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335056

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C30H50O/c1-19(2)20(3)9-10-21(4)23-13-17-30(8)26-12-11-24-22(5)27(31)15-16-28(24,6)25(26)14-18-29(23,30)7/h9,19,21-24,27,31H,10-18H2,1-8H3/b20-9+

> <INCHI_KEY>
QRIRNIVSCYZKBQ-AWQFTUOYNA-N

> <FORMULA>
C30H50O

> <MOLECULAR_WEIGHT>
426.729

> <EXACT_MASS>
426.38616623

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.89722760887918

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(4E)-5,6-dimethylhept-4-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>
7.615690767333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <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>
134.6952

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(4E)-5,6-dimethylhept-4-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 NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol)
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PDB for NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-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      -6.733  -1.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.733  -2.927   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.401  -3.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.068  -2.927   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.068  -1.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.401  -0.616   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.732  -3.698   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.400  -2.927   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.400  -1.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.732  -0.616   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.072  -0.616   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.072   0.920   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.400   1.679   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.732   0.920   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.387  -1.087   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.274   0.156   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.387   1.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.068   0.161   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.074  -3.698   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.072   2.464   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.387   2.927   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.046   3.698   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.401  -5.242   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.072  -2.160   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.725   3.698   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.060   2.927   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.401   3.698   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.733   2.927   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.401   5.242   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.074   3.698   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.733   1.383   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   18                                             
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    5    9   14                                                  
CONECT   11    9   12   15   24                                             
CONECT   12   11   13   17   20                                             
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16   21                                                  
CONECT   18    5                                                            
CONECT   19    2                                                            
CONECT   20   12                                                            
CONECT   21   17   22   25                                                  
CONECT   22   21                                                            
CONECT   23    3                                                            
CONECT   24   11                                                            
CONECT   25   21   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   30   31                                                  
CONECT   29   27                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

Download
3D PDB for NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol)
Download
SMILES for NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol)
CC(C\C=C(/C)C(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3
Download
INCHI for NP0335056 ((3beta,4alpha,5alpha,23E)-4,14-Dimethylergosta-8,23-dien-3-ol)
InChI=1/C30H50O/c1-19(2)20(3)9-10-21(4)23-13-17-30(8)26-12-11-24-22(5)27(31)15-16-28(24,6)25(26)14-18-29(23,30)7/h9,19,21-24,27,31H,10-18H2,1-8H3/b20-9+
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View in JSmol
Synonyms
ValueSource
(3b,4a,5a,23E)-4,14-Dimethylergosta-8,23-dien-3-olGenerator
(3Β,4α,5α,23E)-4,14-dimethylergosta-8,23-dien-3-olGenerator
Chemical FormulaC30H50O
Average Mass426.7290 Da
Monoisotopic Mass426.38617 Da
IUPAC Name1-[(4E)-5,6-dimethylhept-4-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-[(4E)-5,6-dimethylhept-4-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
CC(C\C=C(/C)C(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3
InChI Identifier
InChI=1/C30H50O/c1-19(2)20(3)9-10-21(4)23-13-17-30(8)26-12-11-24-22(5)27(31)15-16-28(24,6)25(26)14-18-29(23,30)7/h9,19,21-24,27,31H,10-18H2,1-8H3/b20-9+
InChI KeyQRIRNIVSCYZKBQ-AWQFTUOYNA-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 ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a  derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassErgostane steroids  
Direct ParentErgosterols and derivatives  
Alternative Parents
Substituents
  • Ergosterol-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
logP7.62ChemAxon
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 Count4ChemAxon
Refractivity134.7 m³·mol⁻¹ChemAxon
Polarizability54.9 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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