NP-MRD: Showing NP-Card for 4,4-dimethyl-5α-cholest-7-en-3β-ol (NP0338684)

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Record Information

Version

2.0

Created at

2024-09-11 16:58:52 UTC

Updated at

2024-09-11 16:58:52 UTC

NP-MRD ID

NP0338684

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,4-dimethyl-5α-cholest-7-en-3β-ol

Description

4,4-Dimethyl-5α-cholest-7-en-3β-ol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 4,4-dimethyl-5α-cholest-7-en-3β-ol is considered to be a sterol lipid molecule. 4,4-Dimethyl-5α-cholest-7-en-3β-ol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

ChEBI
  Mrv0541 02241222362D          

 35 38  0  0  1  0            999 V2000
   10.8351   -8.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5534   -9.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -9.0446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8276   -7.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2753   -8.6182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5422   -9.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -9.8676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4098   -8.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0084   -8.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5496   -7.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2791   -7.7839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7231   -8.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8426  -10.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4098  -10.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7066   -9.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0011   -7.3687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2529   -6.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7231   -7.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7066   -9.8676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8924  -11.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9534  -11.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0048   -6.5532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9995  -10.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7119   -6.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3016   -6.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4151   -6.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4151   -7.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4925   -7.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9003   -6.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9003   -8.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2753   -9.4262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1206  -10.6757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8129   -7.3649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0048   -5.7376    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8283   -9.5779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 12 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
 16 22  1  0  0  0  0
 19 23  1  1  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
  7 13  1  0  0  0  0
 10 11  1  0  0  0  0
 15 19  1  0  0  0  0
 16 18  1  0  0  0  0
  5 31  1  6  0  0  0
  7 32  1  6  0  0  0
 16 33  1  6  0  0  0
 22 34  1  1  0  0  0
  1 35  1  6  0  0  0
M  END

ChEBI
  Mrv0541 02241222362D          

 35 38  0  0  1  0            999 V2000
   10.8351   -8.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5534   -9.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -9.0446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8276   -7.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2753   -8.6182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5422   -9.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -9.8676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4098   -8.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0084   -8.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5496   -7.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2791   -7.7839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7231   -8.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8426  -10.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4098  -10.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7066   -9.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0011   -7.3687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2529   -6.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7231   -7.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7066   -9.8676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8924  -11.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9534  -11.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0048   -6.5532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9995  -10.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7119   -6.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3016   -6.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4151   -6.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4151   -7.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4925   -7.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9003   -6.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9003   -8.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2753   -9.4262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1206  -10.6757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8129   -7.3649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0048   -5.7376    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8283   -9.5779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 12 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
 16 22  1  0  0  0  0
 19 23  1  1  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
  7 13  1  0  0  0  0
 10 11  1  0  0  0  0
 15 19  1  0  0  0  0
 16 18  1  0  0  0  0
  5 31  1  6  0  0  0
  7 32  1  6  0  0  0
 16 33  1  6  0  0  0
 22 34  1  1  0  0  0
  1 35  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0338684

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])C3=CC[C@@]4([H])C(C)(C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C29H50O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h11,19-20,22-26,30H,8-10,12-18H2,1-7H3/t20-,22-,23+,24+,25+,26+,28-,29-/m1/s1

> <INCHI_KEY>
UVNXFLZMQCAWCP-RCTKLBHESA-N

> <FORMULA>
C29H50O

> <MOLECULAR_WEIGHT>
414.7067

> <EXACT_MASS>
414.386166222

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
54.27821686535964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

> <ALOGPS_LOGP>
7.61

> <JCHEM_LOGP>
7.855862706999998

> <ALOGPS_LOGS>
-7.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.55417898387174

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8068021124545001

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
129.48619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.88e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,4-dimethylzymosterol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ChEBI                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      20.226 -16.101   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.566 -16.869   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.899 -16.883   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.212 -14.544   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.914 -16.087   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.545 -18.552   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.899 -18.420   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.565 -16.122   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.682 -15.487   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.559 -13.762   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.921 -14.530   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.616 -16.059   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.240 -19.188   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.565 -19.195   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.252 -16.883   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.269 -13.755   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.872 -12.931   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.616 -14.537   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.252 -18.420   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.466 -20.933   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.713 -20.801   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.276 -12.233   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.932 -19.174   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      25.596 -11.478   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.963 -11.471   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.908 -12.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.908 -13.762   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.919 -13.769   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.681 -12.456   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.681 -15.082   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      22.914 -17.596   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      18.892 -19.928   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      25.784 -13.748   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      24.276 -10.710   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      20.213 -17.879   0.000  0.00  0.00           H+0
CONECT    1    2    3    4   35                                             
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8    9                                             
CONECT    4    1   10                                                       
CONECT    5    2   11   12   31                                             
CONECT    6    2   13                                                       
CONECT    7    3   14   13   32                                             
CONECT    8    3   15                                                       
CONECT    9    3                                                            
CONECT   10    4   11                                                       
CONECT   11    5   16   17   10                                             
CONECT   12    5   18                                                       
CONECT   13    6    7                                                       
CONECT   14    7   19   20   21                                             
CONECT   15    8   19                                                       
CONECT   16   11   22   18   33                                             
CONECT   17   11                                                            
CONECT   18   12   16                                                       
CONECT   19   14   23   15                                                  
CONECT   20   14                                                            
CONECT   21   14                                                            
CONECT   22   16   24   25   34                                             
CONECT   23   19                                                            
CONECT   24   22   26                                                       
CONECT   25   22                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    5                                                            
CONECT   32    7                                                            
CONECT   33   16                                                            
CONECT   34   22                                                            
CONECT   35    1                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
4,4-Dimethyl-5 alpha-cholest-7-ene-3 beta-ol	MeSH
4,4-Dimethylcholest-7-ene-3-ol	MeSH
4,4-Dimethyl-5a-cholest-7-en-3b-ol	Generator
4,4-Dimethyl-5α-cholest-7-en-3β-ol	Generator

Chemical Formula

C₂₉H₅₀O

Average Mass

414.7067 Da

Monoisotopic Mass

414.38617 Da

IUPAC Name

(1R,2R,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

Traditional Name

4,4-dimethylzymosterol

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])C3=CC[C@@]4([H])C(C)(C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

InChI Identifier

InChI=1S/C29H50O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h11,19-20,22-26,30H,8-10,12-18H2,1-7H3/t20-,22-,23+,24+,25+,26+,28-,29-/m1/s1

InChI Key

UVNXFLZMQCAWCP-RCTKLBHESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Cholesterol
Diterpenoid
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholestanoid (CHEBI:16455 )
3beta-sterol (CHEBI:16455 )
Cholesterol and derivatives (LMST01010207 )

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	7.61	ALOGPS
logP	7.86	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	19.55	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	129.49 m³·mol⁻¹	ChemAxon
Polarizability	54.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB030474

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

5460076

PDB ID

Not Available

ChEBI ID

16455

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4,4-dimethyl-5α-cholest-7-en-3β-ol (NP0338684)

MOL for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

3D MOL for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

3D SDF for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

3D-SDF for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

PDB for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

3D PDB for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

SMILES for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

INCHI for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

Structure for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)

3D Structure for NP0338684 (4,4-dimethyl-5α-cholest-7-en-3β-ol)