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Showing NP-Card for 4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol (NP0339852)

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Record Information
Version2.0
Created at2024-09-11 23:51:50 UTC
Updated at2024-09-11 23:51:50 UTC
NP-MRD IDNP0339852
Secondary Accession NumbersNone
Natural Product Identification
Common Name4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol
Description4α-Carboxy-4β-methyl-5α-cholesta-8-en-3β-ol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on 4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)


  Mrv2104 05272302242D          

 32 35  0  0  0  0            999 V2000
    0.9747   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4036   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1181   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2615   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0152   -7.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5672   -6.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3742   -6.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291   -7.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4361   -7.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9881   -6.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7951   -7.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0501   -7.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4980   -8.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6910   -8.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8570   -8.0552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9947   -6.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7877   -6.0712    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.4012   -5.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5704   -6.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7332   -6.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9262   -5.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8841   -8.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0771   -7.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2701   -7.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1547   -5.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3478   -5.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021   -7.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -7.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -7.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 14 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
 12 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
  6 31  1  0  0  0  0
  2 32  1  0  0  0  0
M  CHG  1  20  -1
M  END
Download

3D MOL for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)

Download
3D SDF for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)

  Mrv2104 05272302242D          

 32 35  0  0  0  0            999 V2000
    0.9747   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4036   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1181   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2615   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0152   -7.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5672   -6.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3742   -6.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291   -7.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4361   -7.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9881   -6.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7951   -7.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0501   -7.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4980   -8.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6910   -8.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8570   -8.0552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9947   -6.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7877   -6.0712    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.4012   -5.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5704   -6.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7332   -6.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9262   -5.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8841   -8.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0771   -7.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2701   -7.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1547   -5.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3478   -5.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021   -7.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -7.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -7.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 14 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
 12 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
  6 31  1  0  0  0  0
  2 32  1  0  0  0  0
M  CHG  1  20  -1
M  END
> <DATABASE_ID>
NP0339852

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)C(C)(C1CC3)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1/C29H48O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h18-19,21-22,24-25,30H,7-17H2,1-6H3,(H,31,32)/p-1

> <INCHI_KEY>
GLCDBDRQLZKKOJ-UHFFFAOYNA-M

> <FORMULA>
C29H47O3

> <MOLECULAR_WEIGHT>
443.693

> <EXACT_MASS>
443.353068953

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
54.48459353388717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-6,9a,11a-trimethyl-1-(6-methylheptan-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH,10H,11H,11aH-cyclopenta[a]phenanthrene-6-carboxylate

> <JCHEM_LOGP>
7.0038974813333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.716008813949259

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.590055980466473

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0380298101870595

> <JCHEM_POLAR_SURFACE_AREA>
60.36

> <JCHEM_REFRACTIVITY>
141.77390000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-6,9a,11a-trimethyl-1-(6-methylheptan-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,7H,8H,9H,10H,11H-cyclopenta[a]phenanthrene-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)
Download
PDB for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       1.819 -12.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.153 -13.259   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.487 -12.489   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.820 -13.259   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.154 -12.489   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.488 -13.259   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.822 -12.489   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.228 -13.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.259 -11.971   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.765 -12.291   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.241 -13.756   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.747 -14.076   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.778 -12.931   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.284 -13.252   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.760 -14.716   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.730 -15.861   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.223 -15.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      20.266 -15.036   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      18.657 -11.757   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      20.137 -11.333   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0      17.549 -10.688   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      19.731 -12.725   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.302 -11.467   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.796 -11.147   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.717 -15.220   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.211 -14.900   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.704 -14.580   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.489 -10.637   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.982 -10.957   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.084 -14.146   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.488 -14.799   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.153 -14.799   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9   27   30                                             
CONECT    9    8   10   28                                                  
CONECT   10    9   11   24                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13   17   25                                             
CONECT   13   12   14   23                                                  
CONECT   14   13   15   19   22                                             
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19   14   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   14                                                            
CONECT   23   13   24                                                       
CONECT   24   23   10                                                       
CONECT   25   12                                                            
CONECT   26   11   27                                                       
CONECT   27   26    8                                                       
CONECT   28    9   29                                                       
CONECT   29   28    7                                                       
CONECT   30    8                                                            
CONECT   31    6                                                            
CONECT   32    2                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

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3D PDB for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)
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SMILES for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)
CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)C(C)(C1CC3)C([O-])=O
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INCHI for NP0339852 (4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol)
InChI=1/C29H48O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h18-19,21-22,24-25,30H,7-17H2,1-6H3,(H,31,32)/p-1
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View in JSmol
SynonymsNot Available
Chemical FormulaC29H47O3
Average Mass443.6930 Da
Monoisotopic Mass443.35307 Da
IUPAC Name7-hydroxy-6,9a,11a-trimethyl-1-(6-methylheptan-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH,10H,11H,11aH-cyclopenta[a]phenanthrene-6-carboxylate
Traditional Name7-hydroxy-6,9a,11a-trimethyl-1-(6-methylheptan-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,7H,8H,9H,10H,11H-cyclopenta[a]phenanthrene-6-carboxylate
CAS Registry NumberNot Available
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)C(C)(C1CC3)C([O-])=O
InChI Identifier
InChI=1/C29H48O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h18-19,21-22,24-25,30H,7-17H2,1-6H3,(H,31,32)/p-1
InChI KeyGLCDBDRQLZKKOJ-UHFFFAOYNA-M
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 triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Cholesterol-skeleton
    • 

  • Cholestane-skeleton
    • 

  • 4-carboxy steroid
    • 

  • Steroid acid
    • 

  • 3-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Steroid
    • 

  • Beta-hydroxy acid
    • 

  • Hydroxy acid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic anion
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
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
logP7ChemAxon
pKa (Strongest Acidic)4.59ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area60.36 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity141.77 m³·mol⁻¹ChemAxon
Polarizability54.48 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
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