Hmdb loader

Showing metabocard for 5alpha-Cholestanol (HMDB0000908)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-03-07 02:49:07 UTC
HMDB IDHMDB0000908
Secondary Accession Numbers
  • HMDB00908
Metabolite Identification
Common Name5alpha-Cholestanol
Description5alpha-Cholestanol, also known as cholestanol or dihydrocholesterol, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholestanol is considered to be a sterol lipid molecule. 5alpha-Cholestanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 5alpha-Cholestanol is a potentially toxic compound.
Structure
Data?1582752164
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000908 (5alpha-Cholestanol)


  Mrv1652305271900002D          

 33 36  0  0  1  0            999 V2000
   22.4765   -8.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4765   -9.5232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.1910   -9.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9055   -9.5232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.9055   -8.6982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.1910   -8.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6199   -9.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3344   -9.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3344   -8.6982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   26.0489   -7.4606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   24.6199   -7.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8336   -8.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3185   -7.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8336   -7.2057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.7620   -9.9357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.0885   -6.4210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.6199   -9.1107    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.9055   -7.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 31  1  6  0  0  0
 20 32  1  6  0  0  0
  4 33  1  6  0  0  0
M  END
Download

3D MOL for HMDB0000908 (5alpha-Cholestanol)

HMDB0000908
     RDKit          3D
5alpha-Cholestanol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.7702    0.4915    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4120    1.1625    0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0302    1.9256    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087    0.7048    1.5850 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END
Download

3D SDF for HMDB0000908 (5alpha-Cholestanol)


  Mrv1652305271900002D          

 33 36  0  0  1  0            999 V2000
   22.4765   -8.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4765   -9.5232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.1910   -9.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9055   -9.5232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.9055   -8.6982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.1910   -8.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6199   -9.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3344   -9.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3344   -8.6982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.6199   -8.2856    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.0489   -8.2856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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 25 20  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 28  1  0  0  0  0
 17 31  1  6  0  0  0
 20 32  1  6  0  0  0
  4 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000908

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H48O/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/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
QYIXCDOBOSTCEI-QCYZZNICSA-N

> <FORMULA>
C27H48O

> <MOLECULAR_WEIGHT>
388.6694

> <EXACT_MASS>
388.370516158

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
51.26819437049295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

> <ALOGPS_LOGP>
7.02

> <JCHEM_LOGP>
7.518468512000003

> <ALOGPS_LOGS>
-7.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <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>
119.76649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0000908 (5alpha-Cholestanol)

HMDB0000908
     RDKit          3D
5alpha-Cholestanol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.7702    0.4915    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5438    1.1896   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1149    0.4266   -1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120    1.1625    0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    1.8470    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.9256    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087    0.7048    1.5850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3378   -0.1729    2.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5923   -0.1633    0.7547 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0808   -0.8399   -0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8097   -1.3297   -1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -0.8578   -0.2995 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6421   -0.7382   -0.8837 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1214   -2.1306   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836   -2.2611   -1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -1.5459   -0.3495 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8198   -1.6968   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3646   -1.2869    0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6211   -0.7081    0.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160   -0.3259    1.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.6227    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138   -0.0746   -0.3044 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9916    0.5656   -1.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5201   -0.0903    0.1976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9695    1.2059    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5998    0.9571    1.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2940    0.4679    0.2126 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5461    1.4278   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4653    1.1909    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2697   -0.1481   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4173   -0.2061    0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7887    2.2166   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0128    0.0588   -2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5341   -0.4785   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4272    1.0028   -2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7955    1.7308    1.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920    0.0786    0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9529    1.5733   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283    2.9446    0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479    2.5203    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2842    2.6714    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647    1.0961    2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6994   -0.5485    3.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1509    0.3568    2.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5988   -1.1213    1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -0.9939    1.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710   -1.7808   -0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6424   -0.3106   -1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -2.4264   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6982   -0.8529   -2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3161   -1.5060    0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6152   -0.1324   -1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294   -2.8297   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6176   -2.4038   -2.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8337   -3.3591   -1.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9229   -2.0083   -2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9970   -1.9694    0.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2525   -1.0229   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -2.7378   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4444   -2.1828    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2133   -1.3305    0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6081   -0.8199    2.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0507    0.3037    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810    1.5847    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    0.8322   -0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    1.5355   -1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745    0.7180   -1.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343   -0.0082   -2.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4665   -0.8051    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957    1.6273    1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8986    1.9567   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    0.1829    2.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361    1.9243    1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154    1.2256   -1.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279    2.4486   -0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833    1.4297   -1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  1
 17 58  1  0
 17 59  1  0
 18 60  1  1
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  1
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
M  END
Download

PDB for HMDB0000908 (5alpha-Cholestanol)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      41.956 -16.237   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      41.956 -17.777   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      43.290 -18.547   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      44.624 -17.777   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.624 -16.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      43.290 -15.466   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      45.957 -18.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.291 -17.777   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      47.291 -16.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      45.957 -15.466   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      48.625 -15.466   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.625 -13.926   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.291 -13.156   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      45.957 -13.926   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      50.089 -15.942   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      50.995 -14.696   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      50.089 -13.451   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      40.622 -18.547   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      48.786 -12.395   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      50.565 -11.986   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      45.957 -17.007   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      44.624 -14.696   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      47.291 -14.696   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      48.786 -16.998   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      52.072 -11.666   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      52.547 -10.201   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      54.054  -9.881   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      54.530  -8.416   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      56.036  -8.096   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      53.499  -7.272   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      51.513 -13.116   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      49.535 -10.841   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0      44.634 -18.891   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   33                                             
CONECT    5    4    6   10   22                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   23                                             
CONECT   10    9    5   14   21                                             
CONECT   11    9   12   15   24                                             
CONECT   12   11   13   17   19                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   20   31                                             
CONECT   18    2                                                            
CONECT   19   12                                                            
CONECT   20   17   25   32                                                  
CONECT   21   10                                                            
CONECT   22    5                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25   20   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   17                                                            
CONECT   32   20                                                            
CONECT   33    4                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END
Download

3D PDB for HMDB0000908 (5alpha-Cholestanol)

COMPND    HMDB0000908
HETATM    1  C1  UNL     1      -7.770   0.491   0.156  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.544   1.190  -0.389  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.115   0.427  -1.626  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.412   1.163   0.656  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.194   1.847   0.135  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.030   1.926   1.058  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.409   0.705   1.585  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.338  -0.173   2.411  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.592  -0.163   0.755  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.081  -0.840  -0.443  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.810  -1.330  -1.170  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.292  -0.858  -0.299  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.642  -0.738  -0.884  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.121  -2.131  -1.209  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.584  -2.261  -1.411  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.346  -1.546  -0.349  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.820  -1.697  -0.398  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.365  -1.287   0.977  1.00  0.00           C  
HETATM   19  O1  UNL     1       7.621  -0.708   0.844  1.00  0.00           O  
HETATM   20  C19 UNL     1       5.416  -0.326   1.667  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.898   0.623   0.584  1.00  0.00           C  
HETATM   22  C21 UNL     1       3.914  -0.075  -0.304  1.00  0.00           C  
HETATM   23  C22 UNL     1       3.992   0.566  -1.668  1.00  0.00           C  
HETATM   24  C23 UNL     1       2.520  -0.090   0.198  1.00  0.00           C  
HETATM   25  C24 UNL     1       1.969   1.206   0.637  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.600   0.957   1.283  1.00  0.00           C  
HETATM   27  C26 UNL     1      -0.294   0.468   0.213  1.00  0.00           C  
HETATM   28  C27 UNL     1      -0.546   1.428  -0.892  1.00  0.00           C  
HETATM   29  H1  UNL     1      -8.465   1.191   0.651  1.00  0.00           H  
HETATM   30  H2  UNL     1      -8.270  -0.148  -0.597  1.00  0.00           H  
HETATM   31  H3  UNL     1      -7.417  -0.206   0.960  1.00  0.00           H  
HETATM   32  H4  UNL     1      -6.789   2.217  -0.688  1.00  0.00           H  
HETATM   33  H5  UNL     1      -7.013   0.059  -2.133  1.00  0.00           H  
HETATM   34  H6  UNL     1      -5.534  -0.479  -1.293  1.00  0.00           H  
HETATM   35  H7  UNL     1      -5.427   1.003  -2.262  1.00  0.00           H  
HETATM   36  H8  UNL     1      -5.795   1.731   1.525  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.292   0.079   0.862  1.00  0.00           H  
HETATM   38  H10 UNL     1      -3.953   1.573  -0.917  1.00  0.00           H  
HETATM   39  H11 UNL     1      -4.528   2.945   0.006  1.00  0.00           H  
HETATM   40  H12 UNL     1      -3.448   2.520   1.952  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.284   2.671   0.667  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.665   1.096   2.391  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.699  -0.548   3.278  1.00  0.00           H  
HETATM   44  H16 UNL     1      -4.151   0.357   2.895  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.599  -1.121   1.895  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.170  -0.994   1.420  1.00  0.00           H  
HETATM   47  H19 UNL     1      -2.671  -1.781  -0.221  1.00  0.00           H  
HETATM   48  H20 UNL     1      -2.642  -0.311  -1.193  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.829  -2.426  -1.328  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.698  -0.853  -2.162  1.00  0.00           H  
HETATM   51  H23 UNL     1       0.316  -1.506   0.609  1.00  0.00           H  
HETATM   52  H24 UNL     1       1.615  -0.132  -1.795  1.00  0.00           H  
HETATM   53  H25 UNL     1       1.729  -2.830  -0.447  1.00  0.00           H  
HETATM   54  H26 UNL     1       1.618  -2.404  -2.183  1.00  0.00           H  
HETATM   55  H27 UNL     1       3.834  -3.359  -1.302  1.00  0.00           H  
HETATM   56  H28 UNL     1       3.923  -2.008  -2.440  1.00  0.00           H  
HETATM   57  H29 UNL     1       3.997  -1.969   0.638  1.00  0.00           H  
HETATM   58  H30 UNL     1       6.252  -1.023  -1.165  1.00  0.00           H  
HETATM   59  H31 UNL     1       6.073  -2.738  -0.606  1.00  0.00           H  
HETATM   60  H32 UNL     1       6.444  -2.183   1.647  1.00  0.00           H  
HETATM   61  H33 UNL     1       8.213  -1.331   0.358  1.00  0.00           H  
HETATM   62  H34 UNL     1       4.608  -0.820   2.208  1.00  0.00           H  
HETATM   63  H35 UNL     1       6.051   0.304   2.357  1.00  0.00           H  
HETATM   64  H36 UNL     1       4.581   1.585   0.976  1.00  0.00           H  
HETATM   65  H37 UNL     1       5.806   0.832  -0.056  1.00  0.00           H  
HETATM   66  H38 UNL     1       3.458   1.536  -1.596  1.00  0.00           H  
HETATM   67  H39 UNL     1       5.074   0.718  -1.912  1.00  0.00           H  
HETATM   68  H40 UNL     1       3.534  -0.008  -2.470  1.00  0.00           H  
HETATM   69  H41 UNL     1       2.466  -0.805   1.062  1.00  0.00           H  
HETATM   70  H42 UNL     1       2.596   1.627   1.430  1.00  0.00           H  
HETATM   71  H43 UNL     1       1.899   1.957  -0.167  1.00  0.00           H  
HETATM   72  H44 UNL     1       0.747   0.183   2.039  1.00  0.00           H  
HETATM   73  H45 UNL     1       0.236   1.924   1.680  1.00  0.00           H  
HETATM   74  H46 UNL     1       0.115   1.226  -1.758  1.00  0.00           H  
HETATM   75  H47 UNL     1      -0.228   2.449  -0.534  1.00  0.00           H  
HETATM   76  H48 UNL     1      -1.583   1.430  -1.250  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   27   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   27   51
CONECT   13   14   24   52
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   22   57
CONECT   17   18   58   59
CONECT   18   19   20   60
CONECT   19   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   24
CONECT   23   66   67   68
CONECT   24   25   69
CONECT   25   26   70   71
CONECT   26   27   72   73
CONECT   27   28
CONECT   28   74   75   76
END
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SMILES for HMDB0000908 (5alpha-Cholestanol)

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
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INCHI for HMDB0000908 (5alpha-Cholestanol)

InChI=1S/C27H48O/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/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(3beta,5alpha)-Cholestan-3-olChEBI
CholestanolChEBI
DihydrocholesterolChEBI
ZymostanolChEBI
(3b,5a)-Cholestan-3-olGenerator
(3Β,5α)-cholestan-3-olGenerator
5a-CholestanolGenerator
5Α-cholestanolGenerator
5 alpha Cholestan 3 beta olHMDB
5 beta Cholestan 3 beta olHMDB
5 beta-Cholestan-3 beta-olHMDB
beta CholestanolHMDB
beta-Ol, 5 beta-cholestan-3HMDB
5 alpha Cholestan 3 alpha olHMDB
5 alpha-Cholestan-3 beta-olHMDB
Cholestan 3 olHMDB
Cholestanol, (3alpha, 5beta)-isomerHMDB
CoprosterolHMDB
beta-CholestanolHMDB
5 beta-Cholestan-3 alpha-olHMDB
CoprostanolHMDB
5 alpha-Cholestan-3 alpha-olHMDB
Cholestan-3-olHMDB
beta-Cholestan-3 beta-ol, 5HMDB
3b-Hydroxy-5a-cholestaneHMDB
3b-HydroxycholestaneHMDB
5a-Cholestan-3b-olHMDB
5a-DihydrocholesterolHMDB
Cholestan-3b-olHMDB
DihydrocholesterinHMDB
EpicholestanolHMDB
5alpha-CholestanolChEBI
Chemical FormulaC27H48O
Average Molecular Weight388.6694
Monoisotopic Molecular Weight388.370516158
IUPAC Name(1S,2S,5S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol
Traditional Name(1S,2S,5S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol
CAS Registry Number80-97-7
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
InChI Identifier
InChI=1S/C27H48O/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/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChI KeyQYIXCDOBOSTCEI-QCYZZNICSA-N
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
  • Cholesterol
  • 3-beta-hydroxysteroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point140.0 - 142.0 °CNot Available
Boiling Point455.53 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.00034 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP10.065 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.5e-05 g/LALOGPS
logP7.02ALOGPS
logP7.52ChemAxon
logS-7.4ALOGPS
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 Count5ChemAxon
Refractivity119.77 m³·mol⁻¹ChemAxon
Polarizability51.27 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+197.52431661259
DarkChem[M-H]-194.54831661259
AllCCS[M+H]+204.86632859911
AllCCS[M-H]-201.75332859911
DeepCCS[M-2H]-238.96230932474
DeepCCS[M+Na]+212.93930932474
AllCCS[M+H]+204.932859911
AllCCS[M+H-H2O]+202.832859911
AllCCS[M+NH4]+206.732859911
AllCCS[M+Na]+207.332859911
AllCCS[M-H]-201.832859911
AllCCS[M+Na-2H]-203.732859911
AllCCS[M+HCOO]-205.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.9.34 minutes32390414
Predicted by Siyang on May 30, 202227.6298 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.89 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid42.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid3690.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid860.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid329.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid355.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid772.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid1326.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid1131.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)108.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid2178.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid743.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid2389.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid751.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid624.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate352.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA688.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water8.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5alpha-Cholestanol[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C2298.6Standard polar33892256
5alpha-Cholestanol[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C3127.2Standard non polar33892256
5alpha-Cholestanol[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C3232.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5alpha-Cholestanol,1TMS,isomer #1CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C3096.0Semi standard non polar33892256
5alpha-Cholestanol,1TBDMS,isomer #1CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C3327.4Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
Tissue Locations
  • Brain
  • Eye Lens
  • Fibroblasts
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified9.26 +/- 5.40 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified2.573-12.864 uMNot SpecifiedNot SpecifiedNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified9.0 +/- 2.5 uMAdult (>18 years old)BothCerebrotendinous xanthomatosis (CTX) details
BloodDetected and Quantified30.6 +/- 1.4 uMAdult (>18 years old)FemaleCirrhosis details
BloodDetected and Quantified60.720-122.726 uMAdult (>18 years old)Male
27-hydroxylase deficiency		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
Associated Disorders and Diseases
Disease References
Cerebrotendinous xanthomatosis
  1. Halperin G, Elisaf M, Leitersdorf E, Harats D: A new method for determination of serum cholestanol by high-performance liquid chromatography with ultraviolet detection. J Chromatogr B Biomed Sci Appl. 2000 Jun 9;742(2):345-52. [PubMed:10901139 ]
  2. Siman-Tov T, Meiner V, Gadoth N: Could steroids mask the diagnosis of cerebrotendinous xanthomatosis? J Neurol Sci. 2006 Apr 15;243(1-2):83-6. Epub 2006 Jan 30. [PubMed:16445943 ]
Cirrhosis
  1. Halperin G, Elisaf M, Leitersdorf E, Harats D: A new method for determination of serum cholestanol by high-performance liquid chromatography with ultraviolet detection. J Chromatogr B Biomed Sci Appl. 2000 Jun 9;742(2):345-52. [PubMed:10901139 ]
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012122
KNApSAcK IDC00053136
Chemspider ID6413
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5864
PubChem Compound6665
PDB IDNot Available
ChEBI ID86570
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000281
Good Scents IDrw1133261
References
Synthesis ReferenceBruce, W. F.; Ralls, J. O. Dihydrocholesterol (b-cholestanol). Organic Syntheses (1937), 17 45-7.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Gylling H, Vuoristo M, Farkkila M, Miettinen TA: The metabolism of cholestanol in primary biliary cirrhosis. J Hepatol. 1996 Apr;24(4):444-51. [PubMed:8738731 ]
  2. Nikkila K, Hockerstedt K, Miettinen TA: Liver transplantation modifies serum cholestanol, cholesterol precursor and plant sterol levels. Clin Chim Acta. 1992 Jun 30;208(3):205-18. [PubMed:1499139 ]
  3. Nakajima M, Yamato S, Wakabayashi H, Shimada K: High-performance liquid chromatographic determination of cholesterol and cholestanol in human serum by precolumn derivatization with 2-[2-(isocyanate)ethyl]-3-methyl-1,4-naphthoquinone combined with platinum catalyst reduction and electrochemical detection. Biol Pharm Bull. 1995 Dec;18(12):1762-4. [PubMed:8787802 ]
  4. Salen G, Shefer S, Tint GS: Transformation of 4-cholesten-3-one and 7 alpha-hydroxy-4-cholesten-3-one into cholestanol and bile acids in cerebrotendinous xanthomatosis. Gastroenterology. 1984 Aug;87(2):276-83. [PubMed:6735073 ]
  5. Koopman BJ, van der Molen JC, Wolthers BG, de Jager AE, Waterreus RJ, Gips CH: Capillary gas chromatographic determination of cholestanol/cholesterol ratio in biological fluids. Its potential usefulness for the follow-up of some liver diseases and its lack of specificity in diagnosing CTX (cerebrotendinous xanthomatosis). Clin Chim Acta. 1984 Mar 13;137(3):305-15. [PubMed:6421514 ]
  6. Ballantyne CM, Vega GL, East C, Richards G, Grundy SM: Low-density lipoprotein metabolism in cerebrotendinous xanthomatosis. Metabolism. 1987 Mar;36(3):270-6. [PubMed:3821507 ]
  7. Skrede S, Bjorkhem I, Buchmann MS, Hopen G, Fausa O: A novel pathway for biosynthesis of cholestanol with 7 alpha-hydroxylated C27-steroids as intermediates, and its importance for the accumulation of cholestanol in cerebrotendinous xanthomatosis. J Clin Invest. 1985 Feb;75(2):448-55. [PubMed:3919058 ]
  8. Halperin G, Elisaf M, Leitersdorf E, Harats D: A new method for determination of serum cholestanol by high-performance liquid chromatography with ultraviolet detection. J Chromatogr B Biomed Sci Appl. 2000 Jun 9;742(2):345-52. [PubMed:10901139 ]
  9. Canelas HM, Quintao EC, Scaff M, Vasconcelos KS, Brotto MW: Cerebrotendinous xanthomatosis: clinical and laboratory study of 2 cases. Acta Neurol Scand. 1983 May;67(5):305-11. [PubMed:6410671 ]
  10. Verrips A, van Engelen BG, Wevers RA, van Geel BM, Cruysberg JR, van den Heuvel LP, Keyser A, Gabreels FJ: Presence of diarrhea and absence of tendon xanthomas in patients with cerebrotendinous xanthomatosis. Arch Neurol. 2000 Apr;57(4):520-4. [PubMed:10768627 ]
  11. Heller R, Grau AJ, Schabitz WR, Schwaninger M: [Cerebrotendinous xanthomatosis, a treatable metabolic disorder]. Nervenarzt. 2002 Dec;73(12):1160-6. [PubMed:12486565 ]
  12. Serizawa S, Seyama Y, Otsuka H, Kasama T, Yamakawa T: Simplified determination of cholestanol in serum by gas-liquid chromatography: biochemical diagnosis of cerebrotendinous xanthomatosis. J Biochem. 1981 Jul;90(1):17-21. [PubMed:7287675 ]
  13. Salen G, Berginer V, Shore V, Horak I, Horak E, Tint GS, Shefer S: Increased concentrations of cholestanol and apolipoprotein B in the cerebrospinal fluid of patients with cerebrotendinous xanthomatosis. Effect of chenodeoxycholic acid. N Engl J Med. 1987 May 14;316(20):1233-8. [PubMed:3106810 ]
  14. Siman-Tov T, Meiner V, Gadoth N: Could steroids mask the diagnosis of cerebrotendinous xanthomatosis? J Neurol Sci. 2006 Apr 15;243(1-2):83-6. Epub 2006 Jan 30. [PubMed:16445943 ]
  15. Baumgartner RW, Hauser V, Grob P, Waespe W: [Cerebrotendinous xanthomatosis]. Schweiz Med Wochenschr. 1991 Jun 8;121(23):858-64. [PubMed:1857943 ]
  16. Miettinen TA, Kesaniemi YA, Jarvinen H, Hastbacka J: Cholesterol precursor sterols, plant sterols, and cholestanol in human bile and gallstones. Gastroenterology. 1986 Apr;90(4):858-64. [PubMed:3081398 ]