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Showing NP-Card for (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol (NP0336102)

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Record Information
Version2.0
Created at2024-09-11 04:44:49 UTC
Updated at2024-09-11 04:44:49 UTC
NP-MRD IDNP0336102
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol
Description(3Beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol belongs to the class of organic compounds known as 3-hydroxysteroids. These are steroids carrying a hydroxyl group at the 3-position of the steroid backbone. Based on a literature review very few articles have been published on (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)


  Mrv2104 05262307172D          

 27 30  0  0  0  0            999 V2000
    3.2178    1.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    0.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070    0.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    1.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -0.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3380   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -1.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -2.9127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938    2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6982    2.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    2.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
Download

3D MOL for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

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3D SDF for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

  Mrv2104 05262307172D          

 27 30  0  0  0  0            999 V2000
    3.2178    1.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    0.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070    0.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    1.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -0.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3380   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -1.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -2.9127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938    2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6982    2.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    2.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336102

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1/C26H42O/c1-17(2)6-7-18(3)22-10-11-23-21-9-8-19-16-20(27)12-14-25(19,4)24(21)13-15-26(22,23)5/h6-8,17-18,20-24,27H,9-16H2,1-5H3/b7-6-

> <INCHI_KEY>
BKWBRNDZAJHCMT-SREVYHEPNA-N

> <FORMULA>
C26H42O

> <MOLECULAR_WEIGHT>
370.621

> <EXACT_MASS>
370.323565972

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
46.29316597335071

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
6.306398709

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.397243770292629

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
117.13209999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)
Download
PDB for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-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       6.007   2.801   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.455   1.364   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.933   1.123   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.904   2.268   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.458  -0.340   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.364  -1.587   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.458  -2.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.993  -2.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.155   0.715   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.993  -0.817   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.661  -0.047   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.674  -0.817   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.674  -2.357   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.661  -3.127   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.661  -4.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.674  -5.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.006  -4.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.340  -5.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.006  -1.587   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.006  -3.127   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.340  -2.357   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.675  -3.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.675  -4.667   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.007  -5.437   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.588   5.437   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.037   4.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.517   3.759   0.000  0.00  0.00           C+0
CONECT    1    2   26                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10   14                                                  
CONECT    9   10                                                            
CONECT   10    5    8    9   11                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14    8   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   23                                                       
CONECT   19   20                                                            
CONECT   20   13   17   19   21                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   18   22   24                                                  
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26    1   25   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

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3D PDB for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)
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SMILES for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)
CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C
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INCHI for NP0336102 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)
InChI=1/C26H42O/c1-17(2)6-7-18(3)22-10-11-23-21-9-8-19-16-20(27)12-14-25(19,4)24(21)13-15-26(22,23)5/h6-8,17-18,20-24,27H,9-16H2,1-5H3/b7-6-
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View in JSmol
Synonyms
ValueSource
(3b,22E)-26,27-Dinorergosta-5,22-dien-3-olGenerator
(3Β,22E)-26,27-dinorergosta-5,22-dien-3-olGenerator
Chemical FormulaC26H42O
Average Mass370.6210 Da
Monoisotopic Mass370.32357 Da
IUPAC Name9a,11a-dimethyl-1-[(3Z)-5-methylhex-3-en-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol
Traditional Name9a,11a-dimethyl-1-[(3Z)-5-methylhex-3-en-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-7-ol
CAS Registry NumberNot Available
SMILES
CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C
InChI Identifier
InChI=1/C26H42O/c1-17(2)6-7-18(3)22-10-11-23-21-9-8-19-16-20(27)12-14-25(19,4)24(21)13-15-26(22,23)5/h6-8,17-18,20-24,27H,9-16H2,1-5H3/b7-6-
InChI KeyBKWBRNDZAJHCMT-SREVYHEPNA-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 3-hydroxysteroids. These are steroids carrying a hydroxyl group at the 3-position of the steroid backbone.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassHydroxysteroids  
Direct Parent3-hydroxysteroids  
Alternative Parents
Substituents
  • 3-hydroxysteroid
    • 

  • 3-hydroxy-delta-5-steroid
    • 

  • Delta-5-steroid
    • 

  • 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
logP6.31ChemAxon
pKa (Strongest Acidic)18.2ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity117.13 m³·mol⁻¹ChemAxon
Polarizability46.29 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