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Showing NP-Card for 24-Propylcholestan-3-ol (NP0335398)

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Record Information
Version2.0
Created at2024-09-11 01:25:22 UTC
Updated at2024-09-11 01:25:22 UTC
NP-MRD IDNP0335398
Secondary Accession NumbersNone
Natural Product Identification
Common Name24-Propylcholestan-3-ol
Description24-Propylcholestan-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. 24-Propylcholestan-3-ol was first documented in 2023 (PMID: 37146855). Based on a literature review very few articles have been published on 24-Propylcholestan-3-ol.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0335398 (24-Propylcholestan-3-ol)


  Mrv2104 05262303572D          

 31 34  0  0  0  0            999 V2000
    3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -4.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -4.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7872   -1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6364   -3.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294   -4.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -4.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0579   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4012   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5942   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1733   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6983   -2.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -4.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8913   -3.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9532   -2.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2774   -3.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1647   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4704   -3.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   -2.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3393   -2.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7602   -1.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059   -2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 19  2  1  0  0  0  0
 19  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20  8  1  0  0  0  0
 21  7  1  0  0  0  0
 21  9  1  0  0  0  0
 21 19  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 23 18  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 25 20  1  0  0  0  0
 26 13  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 28 27  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 23  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
Download

3D MOL for NP0335398 (24-Propylcholestan-3-ol)

Download
3D SDF for NP0335398 (24-Propylcholestan-3-ol)

  Mrv2104 05262303572D          

 31 34  0  0  0  0            999 V2000
    3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -4.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -4.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7872   -1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6364   -3.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294   -4.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -4.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0579   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4012   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5942   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1733   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6983   -2.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -4.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8913   -3.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9532   -2.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2774   -3.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1647   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4704   -3.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   -2.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3393   -2.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7602   -1.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059   -2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 19  2  1  0  0  0  0
 19  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20  8  1  0  0  0  0
 21  7  1  0  0  0  0
 21  9  1  0  0  0  0
 21 19  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 23 18  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 25 20  1  0  0  0  0
 26 13  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 28 27  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 23  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335398

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1/C30H54O/c1-7-8-22(20(2)3)10-9-21(4)26-13-14-27-25-12-11-23-19-24(31)15-17-29(23,5)28(25)16-18-30(26,27)6/h20-28,31H,7-19H2,1-6H3

> <INCHI_KEY>
PRYZFHOWQYCASL-UHFFFAOYNA-N

> <FORMULA>
C30H54O

> <MOLECULAR_WEIGHT>
430.761

> <EXACT_MASS>
430.417466359

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
56.587795860334666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9a,11a-dimethyl-1-[5-(propan-2-yl)octan-2-yl]-hexadecahydro-1H-cyclopenta[a]phenanthren-7-ol

> <JCHEM_LOGP>
8.694624938333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296396321121705

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569562491413656

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
133.51709999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-(5-isopropyloctan-2-yl)-9a,11a-dimethyl-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0335398 (24-Propylcholestan-3-ol)
Download
PDB for NP0335398 (24-Propylcholestan-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       5.905  -5.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.240  -8.590   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.572  -8.590   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.907  -3.970   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.136  -3.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.239  -6.280   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.573  -6.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.240  -5.510   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.721  -7.302   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.215  -7.623   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.402  -7.812   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.908  -8.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.149  -2.908   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.630  -3.869   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.643  -3.229   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.123  -4.189   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.703  -5.517   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.906  -7.820   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.907  -5.510   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.906  -6.280   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.197  -5.838   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.179  -4.053   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.184  -6.478   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.241  -6.280   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.678  -6.798   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.660  -5.013   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.167  -4.693   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.648  -5.654   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      25.686  -3.733   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.878  -4.320   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   28                                                            
CONECT    6    1    7                                                       
CONECT    7    6   21                                                       
CONECT    8    9   20                                                       
CONECT    9    8   21                                                       
CONECT   10   11   22                                                       
CONECT   11   10   24                                                       
CONECT   12   13   25                                                       
CONECT   13   12   26                                                       
CONECT   14   16   23                                                       
CONECT   15   17   27                                                       
CONECT   16   14   28                                                       
CONECT   17   15   29                                                       
CONECT   18   22   23                                                       
CONECT   19    2    3   21                                                  
CONECT   20    4    8   25                                                  
CONECT   21    7    9   19                                                  
CONECT   22   10   18   28                                                  
CONECT   23   14   18   30                                                  
CONECT   24   11   26   27                                                  
CONECT   25   12   20   29                                                  
CONECT   26   13   24   29                                                  
CONECT   27   15   24   28                                                  
CONECT   28    5   16   22   27                                             
CONECT   29   17   25   26   31                                             
CONECT   30   23                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

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3D PDB for NP0335398 (24-Propylcholestan-3-ol)
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SMILES for NP0335398 (24-Propylcholestan-3-ol)
CCCC(CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C)C(C)C
Download
INCHI for NP0335398 (24-Propylcholestan-3-ol)
InChI=1/C30H54O/c1-7-8-22(20(2)3)10-9-21(4)26-13-14-27-25-12-11-23-19-24(31)15-17-29(23,5)28(25)16-18-30(26,27)6/h20-28,31H,7-19H2,1-6H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC30H54O
Average Mass430.7610 Da
Monoisotopic Mass430.41747 Da
IUPAC Name9a,11a-dimethyl-1-[5-(propan-2-yl)octan-2-yl]-hexadecahydro-1H-cyclopenta[a]phenanthren-7-ol
Traditional Name1-(5-isopropyloctan-2-yl)-9a,11a-dimethyl-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
CAS Registry NumberNot Available
SMILES
CCCC(CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C)C(C)C
InChI Identifier
InChI=1/C30H54O/c1-7-8-22(20(2)3)10-9-21(4)26-13-14-27-25-12-11-23-19-24(31)15-17-29(23,5)28(25)16-18-30(26,27)6/h20-28,31H,7-19H2,1-6H3
InChI KeyPRYZFHOWQYCASL-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
    • 

  • C24-propyl-sterol-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
logP8.69ChemAxon
pKa (Strongest Acidic)18.3ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity133.52 m³·mol⁻¹ChemAxon
Polarizability56.59 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 References
  1. Ren T, Xu M, Zhou S, Ren J, Li B, Jiang P, Li H, Wu W, Chen C, Fan M, Jiao L: Structural characteristics of mixed pectin from ginseng berry and its anti-obesity effects by regulating the intestinal flora. Int J Biol Macromol. 2023 Jul 1;242(Pt 1):124687. doi:  10.1016/j.ijbiomac.2023.124687. Epub 2023 May 4. [PubMed:37146855  ]