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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-03-07 02:49:03 UTC
HMDB IDHMDB0000524
Secondary Accession Numbers
  • HMDB0000655
  • HMDB00524
  • HMDB00655
Metabolite Identification
Common Name5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol
Description5β-Cholestane-3α,7α,12α,25-tetrol is an intermediate in the bile acid synthetic pathway, and is secreted into the bile and urine following glucuronidation. It does not undergo enterohepatic circulation. In cerebrotendinous xanthomatosis (CTX), a bile acid synthesis disorder caused by sterol 27-hydroxylase (CYP27) deficiency, early intermediates and cholestanol accumulate in a variety of tissues, and glucuronides of 25-hydroxylated bile alcohols are released in bile, blood, and urine (PMID: 11181760 ). Bile acid synthesis from cholesterol is tightly regulated via a feedback mechanism mediated by the farnesoid X receptor (FXR), a nuclear receptor activated by bile acids. Synthesis via the classic pathway is initiated by a series of cholesterol ring modifications and followed by the side chain cleavage. The enhanced cholesterol 7 alpha-hydroxylase (CYP7A1) expression in CYP27 deficiency may be the result of a decreased flux of bile acids and bile alcohols into the liver, while production of FXR-activating 5β-cholestane-3α,7α,12α,25-tetrol is increased (PMID: 15145977 ).
Structure
Data?1582752137
Synonyms
ValueSource
5b-Cholestane-3a,7a,12a,25-tetrolGenerator
5Β-cholestane-3α,7α,12α,25-tetrolGenerator
5 beta Cholestane-3 alpha,7 alpha,12 alpha,25-tetrolHMDB
5 beta-Cholestane-3 beta,7 alpha,12 alpha,25-tetrolHMDB
Cholestane-3,7,12,25-tetrolHMDB
(3Α,5β,7α,12α)-cholestane-3,7,12,25-tetrolHMDB
3Α,7α,12α,25-tetrahydroxycoprostaneHMDB
(3alpha,5beta,7alpha,12alpha)-Cholestane-3,7,12,25-tetrolHMDB
3alpha,7alpha,12alpha,25-TetrahydroxycoprostaneHMDB
5b-Cholestan-3a,7a,12a,25-tetrolHMDB
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrolGenerator
Chemical FormulaC27H48O4
Average Molecular Weight436.677
Monoisotopic Molecular Weight436.355260026
IUPAC Name(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol
Traditional Name(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol
CAS Registry Number18866-87-0
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)(C)O
InChI Identifier
InChI=1S/C27H48O4/c1-16(7-6-11-25(2,3)31)19-8-9-20-24-21(15-23(30)27(19,20)5)26(4)12-10-18(28)13-17(26)14-22(24)29/h16-24,28-31H,6-15H2,1-5H3/t16-,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChI KeyNTIXPPFPXLYJCT-RNUSRIHUSA-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
  • Cholesterol-skeleton
  • 25-hydroxysteroid
  • 3-hydroxysteroid
  • 12-hydroxysteroid
  • 7-hydroxysteroid
  • Hydroxysteroid
  • 3-alpha-hydroxysteroid
  • Cyclic alcohol
  • Tertiary alcohol
  • Secondary alcohol
  • Polyol
  • Organic oxygen compound
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.021 g/LALOGPS
logP3.64ALOGPS
logP3.51ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)18.3ChemAxon
pKa (Strongest Basic)-0.13ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area80.92 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity124.71 m³·mol⁻¹ChemAxon
Polarizability53.16 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-244.75530932474
DeepCCS[M+Na]+218.7930932474
AllCCS[M+H]+211.132859911
AllCCS[M+H-H2O]+209.332859911
AllCCS[M+NH4]+212.732859911
AllCCS[M+Na]+213.232859911
AllCCS[M-H]-206.832859911
AllCCS[M+Na-2H]-209.132859911
AllCCS[M+HCOO]-211.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)(C)O3037.7Standard polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)(C)O3459.3Standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)(C)O3739.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TMS,isomer #1C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C3380.4Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TMS,isomer #2C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O3471.8Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TMS,isomer #3C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O3440.9Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TMS,isomer #4C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O3555.3Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TMS,isomer #1C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C3483.6Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TMS,isomer #2C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C3337.2Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TMS,isomer #3C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C3331.6Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TMS,isomer #4C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O3560.3Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TMS,isomer #5C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O3362.3Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TMS,isomer #6C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O3559.9Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TMS,isomer #1C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C3481.2Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TMS,isomer #2C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C3466.8Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TMS,isomer #3C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C3331.1Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TMS,isomer #4C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O3513.2Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,4TMS,isomer #1C[C@H](CCCC(C)(C)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C3483.6Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TBDMS,isomer #1C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C3605.8Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TBDMS,isomer #2C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O3692.5Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TBDMS,isomer #3C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O3670.7Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,1TBDMS,isomer #4C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O3796.7Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TBDMS,isomer #1C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C3930.0Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TBDMS,isomer #2C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C3793.2Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TBDMS,isomer #3C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C3783.5Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TBDMS,isomer #4C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O4038.2Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TBDMS,isomer #5C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O3822.1Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,2TBDMS,isomer #6C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O4020.8Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TBDMS,isomer #1C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C4136.0Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TBDMS,isomer #2C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C4119.9Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TBDMS,isomer #3C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C3991.5Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,3TBDMS,isomer #4C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O4189.8Semi standard non polar33892256
5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol,4TBDMS,isomer #1C[C@H](CCCC(C)(C)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C4334.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_3_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TMS_4_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 10V, Positive-QTOFsplash10-0uxr-0000900000-ce7599af15d682b569c42019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 20V, Positive-QTOFsplash10-0udi-1005900000-372cbf89a7b70f683e602019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 40V, Positive-QTOFsplash10-0f7a-2209200000-de49d287713beec950402019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 10V, Negative-QTOFsplash10-00kr-0001900000-f8627b8fe61026d323ea2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 20V, Negative-QTOFsplash10-014r-0002900000-e0dbc20b7cbe891c1ef92019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 40V, Negative-QTOFsplash10-0uy0-2017900000-ec2da6f1ebd80a8be4862019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 10V, Positive-QTOFsplash10-0uxr-0000900000-3776cbb3f067b3114cea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 20V, Positive-QTOFsplash10-0uy3-9431700000-e8fb6d533c341214e7492021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 40V, Positive-QTOFsplash10-0btc-9531000000-a56819513601843f69332021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 10V, Negative-QTOFsplash10-000i-0000900000-0c413525e4be8a74c95d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 20V, Negative-QTOFsplash10-000i-0000900000-ac053244f41b05618d022021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 40V, Negative-QTOFsplash10-001i-0001900000-46fbc2ed078e9f536fdc2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB112387
KNApSAcK IDNot Available
Chemspider ID4447299
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5509
PubChem Compound167758
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceDayal B; Bagan E; Speck J; Salen G A facile synthesis of 5 beta-cholestane-3 alpha,7 alpha,12 alpha,25-tetrol. Steroids (1980), 35(4), 439-44.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Honda A, Salen G, Matsuzaki Y, Batta AK, Xu G, Leitersdorf E, Tint GS, Erickson SK, Tanaka N, Shefer S: Differences in hepatic levels of intermediates in bile acid biosynthesis between Cyp27(-/-) mice and CTX. J Lipid Res. 2001 Feb;42(2):291-300. [PubMed:11181760 ]
  2. Kosaka D, Hiraoka T, Kohoda T, Kajiyama G, Yamauchi T, Kihira K, Kuramoto T, Hoshita T: Stable isotope dilution assay for 5 beta-cholestane-3 alpha,7 alpha,12 alpha,25-tetrol and 5 beta-cholestane-3 alpha,7 alpha,12 alpha,23,25-pentol in human serum using [26,27-D6] labeled internal standards; a highly accurate approach to the serological diagnosis of cerebrotendinous xanthomatosis. Clin Chim Acta. 1991 May 31;199(1):83-9. [PubMed:1934504 ]
  3. Dayal B, Ertel NH, Padia J, Rapole KR, Salen G: 7 beta-hydroxy bile alcohols: facile synthesis and 2D 1H NMR studies of 5 beta-cholestane-3 alpha, 7 beta, 12 alpha, 25-tetrol. Steroids. 1997 May;62(5):409-14. [PubMed:9178427 ]
  4. Dayal B, Greeley DN, Williams TH, Tint GS, Salen G: Stereospecific synthesis of 3 beta-hydroxylated bile alcohols. J Lipid Res. 1984 Jun;25(6):646-50. [PubMed:6747468 ]
  5. Cronholm T: Excretion of 5 beta-cholestane-3 alpha, 7 alpha, 12 alpha, 26-tetrol and corticosterone metabolites in rat bile. Studies on the role of alcohol dehydrogenase in steroid metabolism. J Steroid Biochem. 1984 Jun;20(6A):1321-5. [PubMed:6379302 ]
  6. Dayal B, Salen G, Padia J, Shefer S, Tint GS, Sasso G, Williams TH: Bile alcohol glucuronides: regioselective O-glucuronidation of 5 beta-cholestane-3 alpha,7 alpha,12 alpha,25-tetrol and 24-nor-5 beta-cholestane-3 alpha,7 alpha,12 alpha,25-tetrol. Carbohydr Res. 1993 Feb 24;240:133-42. [PubMed:8458007 ]
  7. Nishimaki-Mogami T, Une M, Fujino T, Sato Y, Tamehiro N, Kawahara Y, Shudo K, Inoue K: Identification of intermediates in the bile acid synthetic pathway as ligands for the farnesoid X receptor. J Lipid Res. 2004 Aug;45(8):1538-45. Epub 2004 May 16. [PubMed:15145977 ]