NP-MRD: Showing NP-Card for 4α-carboxy-5α-cholesta-8-en-3β-ol (NP0339854)

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Record Information

Version

2.0

Created at

2024-09-11 23:52:27 UTC

Updated at

2024-09-11 23:52:27 UTC

NP-MRD ID

NP0339854

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4α-carboxy-5α-cholesta-8-en-3β-ol

Description

Based on a literature review very few articles have been published on 4α-carboxy-5α-cholesta-8-en-3β-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302242D          

 31 34  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
   10.3471   -6.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1541   -6.6575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.0922   -5.7014    0.0000 O   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
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 10 23  1  0  0  0  0
 12 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
  6 30  1  0  0  0  0
  2 31  1  0  0  0  0
M  CHG  1  20  -1
M  END


  Mrv2104 05272302242D          

 31 34  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
   10.3471   -6.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1541   -6.6575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.0922   -5.7014    0.0000 O   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
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 10 23  1  0  0  0  0
 12 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
  6 30  1  0  0  0  0
  2 31  1  0  0  0  0
M  CHG  1  20  -1
M  END
> <DATABASE_ID>
NP0339854

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C28H46O3/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(26(30)31)24(29)14-16-28(23,5)22(19)13-15-27(20,21)4/h17-18,20-21,23-25,29H,6-16H2,1-5H3,(H,30,31)/p-1

> <INCHI_KEY>
RODBXVVNKJCWQR-UHFFFAOYNA-M

> <FORMULA>
C28H45O3

> <MOLECULAR_WEIGHT>
429.666

> <EXACT_MASS>
429.337418889

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
52.75065808799724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-9a,11a-dimethyl-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>
6.447883179333331

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.95987356799279

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.599002345072687

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9369127811123397

> <JCHEM_POLAR_SURFACE_AREA>
60.36

> <JCHEM_REFRACTIVITY>
137.27290000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

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      19.315 -12.107   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      20.821 -12.427   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0      18.839 -10.643   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      16.302 -11.467   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.796 -11.147   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.717 -15.220   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.211 -14.900   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.704 -14.580   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.489 -10.637   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.982 -10.957   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.084 -14.146   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.488 -14.799   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.153 -14.799   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9   26   29                                             
CONECT    9    8   10   27                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13   17   24                                             
CONECT   13   12   14   22                                                  
CONECT   14   13   15   19                                                  
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   13   23                                                       
CONECT   23   22   10                                                       
CONECT   24   12                                                            
CONECT   25   11   26                                                       
CONECT   26   25    8                                                       
CONECT   27    9   28                                                       
CONECT   28   27    7                                                       
CONECT   29    8                                                            
CONECT   30    6                                                            
CONECT   31    2                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₅O₃

Average Mass

429.6660 Da

Monoisotopic Mass

429.33742 Da

IUPAC Name

7-hydroxy-9a,11a-dimethyl-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 Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C28H46O3/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(26(30)31)24(29)14-16-28(23,5)22(19)13-15-27(20,21)4/h17-18,20-21,23-25,29H,6-16H2,1-5H3,(H,30,31)/p-1

InChI Key

RODBXVVNKJCWQR-UHFFFAOYNA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.45	ChemAxon
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	137.27 m³·mol⁻¹	ChemAxon
Polarizability	52.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4α-carboxy-5α-cholesta-8-en-3β-ol (NP0339854)

MOL for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

3D MOL for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

3D SDF for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

3D-SDF for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

PDB for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

3D PDB for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

SMILES for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

INCHI for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

Structure for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)

3D Structure for NP0339854 (4α-carboxy-5α-cholesta-8-en-3β-ol)