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Showing NP-Card for delta-5,7,22-Cholestatrienol (NP0046659)

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Record Information
Version2.0
Created at2022-03-17 20:10:46 UTC
Updated at2022-03-17 20:10:46 UTC
NP-MRD IDNP0046659
Secondary Accession NumbersNone
Natural Product Identification
Common Namedelta-5,7,22-Cholestatrienol
DescriptionDelta-5,7,22-Cholestatrienol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Delta-5,7,22-Cholestatrienol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046659 (delta-5,7,22-Cholestatrienol)


  Mrv0541 02241213002D          

 28 31  0  0  0  0            999 V2000
   -4.7437    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4582    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4582   -0.7661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7437   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    0.0295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3148    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1727   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1714    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859    1.2670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8859    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1714    2.5045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8859    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6864    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4009    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6864    1.6795    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 18  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
  3 13  1  1  0  0  0
  6 14  1  1  0  0  0
 17 15  1  1  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
Download

3D MOL for NP0046659 (delta-5,7,22-Cholestatrienol)

Download
3D SDF for NP0046659 (delta-5,7,22-Cholestatrienol)

  Mrv0541 02241213002D          

 28 31  0  0  0  0            999 V2000
   -4.7437    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4582    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4582   -0.7661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7437   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    0.0295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3148    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1727   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1714    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859    1.2670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8859    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1714    2.5045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8859    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6864    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4009    2.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6864    1.6795    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 18  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
  3 13  1  1  0  0  0
  6 14  1  1  0  0  0
 17 15  1  1  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046659

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C(C)(C)C\C=C\[C@@H](C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h6,8-10,18-19,21,23-25,28H,7,11-17H2,1-5H3/b8-6+/t19-,21+,23?,24?,25?,26+,27-/m1/s1

> <INCHI_KEY>
RQOCXCFLRBRBCS-YWGHNDMRSA-N

> <FORMULA>
C27H42O

> <MOLECULAR_WEIGHT>
382.6218

> <EXACT_MASS>
382.323565966

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
48.50437946261911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,5S,15R)-2,15-dimethyl-14-[(2R,3E)-6-methylhept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol

> <ALOGPS_LOGP>
7.34

> <JCHEM_LOGP>
6.345387892666668

> <ALOGPS_LOGS>
-6.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.270805421445605

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3681497086596925

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
122.58309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.43e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5S,15R)-2,15-dimethyl-14-[(2R,3E)-6-methylhept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0046659 (delta-5,7,22-Cholestatrienol)
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PDB for NP0046659 (delta-5,7,22-Cholestatrienol)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.855   0.880   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.189   0.110   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.189  -1.430   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.855  -2.200   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.521  -1.485   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.521   0.055   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.188   0.825   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.188  -2.255   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.854  -1.485   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.854   0.055   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.854   3.135   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.188   2.365   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0     -11.522  -2.200   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -7.521   1.595   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.520   3.905   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.187   3.135   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.520   2.365   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.520   0.825   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.853   0.825   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.853   2.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.187   4.675   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.520   5.445   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.853   5.445   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.481   4.675   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.814   5.445   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.148   4.675   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.482   5.445   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.148   3.135   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5   14                                             
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   18    7                                                  
CONECT   11   12   17                                                       
CONECT   12    7   11                                                       
CONECT   13    3                                                            
CONECT   14    6                                                            
CONECT   15   17                                                            
CONECT   16   17   20   21                                                  
CONECT   17   11   15   16   18                                             
CONECT   18   10   19   17                                                  
CONECT   19   18   20                                                       
CONECT   20   16   19                                                       
CONECT   21   16   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

Download
3D PDB for NP0046659 (delta-5,7,22-Cholestatrienol)
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SMILES for NP0046659 (delta-5,7,22-Cholestatrienol)
C(C)(C)C\C=C\[C@@H](C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C
Download
INCHI for NP0046659 (delta-5,7,22-Cholestatrienol)
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h6,8-10,18-19,21,23-25,28H,7,11-17H2,1-5H3/b8-6+/t19-,21+,23?,24?,25?,26+,27-/m1/s1
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View in JSmol
Synonyms
ValueSource
Δ-5,7,22-cholestatrienolGenerator
Chemical FormulaC27H42O
Average Mass382.6218 Da
Monoisotopic Mass382.32357 Da
IUPAC Name(2R,5S,15R)-2,15-dimethyl-14-[(2R,3E)-6-methylhept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol
Traditional Name(2R,5S,15R)-2,15-dimethyl-14-[(2R,3E)-6-methylhept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol
CAS Registry NumberNot Available
SMILES
C(C)(C)C\C=C\[C@@H](C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C
InChI Identifier
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h6,8-10,18-19,21,23-25,28H,7,11-17H2,1-5H3/b8-6+/t19-,21+,23?,24?,25?,26+,27-/m1/s1
InChI KeyRQOCXCFLRBRBCS-YWGHNDMRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Elettaria cardamomumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassCholestane steroids  
Direct ParentCholesterols and derivatives  
Alternative Parents
Substituents
  • Cholesterol-skeleton
    • 

  • 3-hydroxy-delta-5-steroid
    • 

  • 3-hydroxy-delta-7-steroid
    • 

  • 3-beta-hydroxysteroid
    • 

  • 3-beta-hydroxy-delta-5-steroid
    • 

  • 3-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Delta-5-steroid
    • 

  • Delta-7-steroid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP7.34ALOGPS
logP6.35ChemAxon
logS-6.2ALOGPS
pKa (Strongest Acidic)18.27ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity122.58 m³·mol⁻¹ChemAxon
Polarizability48.5 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 IDFDB005371  
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