Hmdb loader
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 IDHMDB0000513
Secondary Accession Numbers
  • HMDB0000519
  • HMDB0000587
  • HMDB00513
  • HMDB00519
  • HMDB00587
Metabolite Identification
Common Name5b-Cholestane-3a,7a,12a,23R,25-pentol
Description5b-Cholestane-3a,7a,12a,23R,25-pentol is a bile alcohol present in the urine of patients with cerebrotendinous xanthomatosis, but not in feces. A possible explanation for the urinary cholestanepentols is that the major serum bile alcohol, 5b-cholestane-3a,7a,12a,25-tetrol, might be hydroxylated at C-23 to form (23)-5b-cholestane-3a,7a,12a,23,25-pentols in the kidneys, an hypothesis supported by the fact that in our patient (23R)-5b-cholestane-3a,7a,12a,23,25-pentol was detected only in urine but were virtually absent in bile. (PMID 3700361 ).
Structure
Data?1582752136
Synonyms
ValueSource
17-(3,5-Dihydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triolHMDB
Chemical FormulaC27H48O5
Average Molecular Weight452.667
Monoisotopic Molecular Weight452.350174646
IUPAC Name(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R,4R)-4,6-dihydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol
Traditional Name(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R,4R)-4,6-dihydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol
CAS Registry Number59906-14-8
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)C[C@@H](O)CC(C)(C)O
InChI Identifier
InChI=1S/C27H48O5/c1-15(10-18(29)14-25(2,3)32)19-6-7-20-24-21(13-23(31)27(19,20)5)26(4)9-8-17(28)11-16(26)12-22(24)30/h15-24,28-32H,6-14H2,1-5H3/t15-,16+,17-,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChI KeyOXSBBBPDYVCAKC-DYGXNTOZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pentahydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing five hydroxyl groups.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentPentahydroxy bile acids, alcohols and derivatives
Alternative Parents
Substituents
  • Cholesterol
  • Cholesterol-skeleton
  • Pentahydroxy bile acid, alcohol, or derivatives
  • Cholestane-skeleton
  • 25-hydroxysteroid
  • 23-hydroxysteroid
  • 3-hydroxysteroid
  • 7-hydroxysteroid
  • 3-alpha-hydroxysteroid
  • 12-hydroxysteroid
  • Hydroxysteroid
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Polyol
  • Alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
Role
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 Solubility0.052 g/LALOGPS
logP2.33ALOGPS
logP2.05ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)14.93ChemAxon
pKa (Strongest Basic)-0.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area101.15 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity126.34 m³·mol⁻¹ChemAxon
Polarizability53.9 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
AllCCS[M+H]+213.53232859911
AllCCS[M-H]-209.11332859911
DeepCCS[M-2H]-242.16730932474
DeepCCS[M+Na]+216.21830932474
AllCCS[M+H]+213.532859911
AllCCS[M+H-H2O]+211.832859911
AllCCS[M+NH4]+215.132859911
AllCCS[M+Na]+215.532859911
AllCCS[M-H]-209.132859911
AllCCS[M+Na-2H]-211.532859911
AllCCS[M+HCOO]-214.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5b-Cholestane-3a,7a,12a,23R,25-pentol[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)C[C@@H](O)CC(C)(C)O3218.1Standard polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol[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)C[C@@H](O)CC(C)(C)O3588.7Standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol[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)C[C@@H](O)CC(C)(C)O3929.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TMS,isomer #1C[C@H](C[C@@H](O)CC(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)C3546.3Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TMS,isomer #2C[C@H](C[C@@H](O)CC(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]3O3646.1Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TMS,isomer #3C[C@H](C[C@@H](O)CC(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]3O3598.9Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TMS,isomer #4C[C@H](C[C@H](CC(C)(C)O)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]3O3586.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TMS,isomer #5C[C@H](C[C@@H](O)CC(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]3O3686.2Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #1C[C@H](C[C@H](CC(C)(C)O)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)C3437.9Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #10C[C@H](C[C@H](CC(C)(C)O[Si](C)(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]3O3662.6Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #2C[C@H](C[C@@H](O)CC(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)C3584.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #3C[C@H](C[C@@H](O)CC(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)C3501.7Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #4C[C@H](C[C@@H](O)CC(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)C3510.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #5C[C@H](C[C@H](CC(C)(C)O)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]3O3538.7Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #6C[C@H](C[C@@H](O)CC(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]3O3677.0Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #7C[C@H](C[C@@H](O)CC(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]3O3545.2Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #8C[C@H](C[C@H](CC(C)(C)O)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]3O3518.9Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TMS,isomer #9C[C@H](C[C@@H](O)CC(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]3O3655.0Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #1C[C@H](C[C@H](CC(C)(C)O[Si](C)(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)C3568.2Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #10C[C@H](C[C@H](CC(C)(C)O[Si](C)(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]3O3639.2Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #2C[C@H](C[C@H](CC(C)(C)O)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)C3430.9Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #3C[C@H](C[C@H](CC(C)(C)O)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)C3429.6Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #4C[C@H](C[C@@H](O)CC(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)C3580.1Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #5C[C@H](C[C@@H](O)CC(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)C3572.6Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #6C[C@H](C[C@@H](O)CC(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)C3493.1Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #7C[C@H](C[C@H](CC(C)(C)O[Si](C)(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]3O3640.7Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #8C[C@H](C[C@H](CC(C)(C)O)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]3O3460.3Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TMS,isomer #9C[C@H](C[C@@H](O)CC(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]3O3608.5Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,4TMS,isomer #1C[C@H](C[C@H](CC(C)(C)O[Si](C)(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)C3588.9Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,4TMS,isomer #2C[C@H](C[C@H](CC(C)(C)O[Si](C)(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)C3572.4Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,4TMS,isomer #3C[C@H](C[C@H](CC(C)(C)O)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)C3426.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,4TMS,isomer #4C[C@H](C[C@@H](O)CC(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)C3584.3Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,4TMS,isomer #5C[C@H](C[C@H](CC(C)(C)O[Si](C)(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]3O3598.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,5TMS,isomer #1C[C@H](C[C@H](CC(C)(C)O[Si](C)(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)C3587.5Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TBDMS,isomer #1C[C@H](C[C@@H](O)CC(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)C3756.3Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TBDMS,isomer #2C[C@H](C[C@@H](O)CC(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]3O3850.5Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TBDMS,isomer #3C[C@H](C[C@@H](O)CC(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]3O3811.4Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TBDMS,isomer #4C[C@H](C[C@H](CC(C)(C)O)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]3O3816.2Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,1TBDMS,isomer #5C[C@H](C[C@@H](O)CC(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]3O3909.7Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #1C[C@H](C[C@H](CC(C)(C)O)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)C3903.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #10C[C@H](C[C@H](CC(C)(C)O[Si](C)(C)C(C)(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]3O4141.0Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #2C[C@H](C[C@@H](O)CC(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)C4022.5Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #3C[C@H](C[C@@H](O)CC(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)C3931.7Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #4C[C@H](C[C@@H](O)CC(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)C3929.4Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #5C[C@H](C[C@H](CC(C)(C)O)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]3O4018.1Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #6C[C@H](C[C@@H](O)CC(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]3O4131.0Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #7C[C@H](C[C@@H](O)CC(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]3O3969.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #8C[C@H](C[C@H](CC(C)(C)O)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]3O3992.5Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,2TBDMS,isomer #9C[C@H](C[C@@H](O)CC(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]3O4104.0Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #1C[C@H](C[C@H](CC(C)(C)O[Si](C)(C)C(C)(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)C4220.7Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #10C[C@H](C[C@H](CC(C)(C)O[Si](C)(C)C(C)(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]3O4310.0Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #2C[C@H](C[C@H](CC(C)(C)O)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)C4118.3Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #3C[C@H](C[C@H](CC(C)(C)O)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)C4108.1Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #4C[C@H](C[C@@H](O)CC(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)C4221.5Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #5C[C@H](C[C@@H](O)CC(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)C4206.5Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #6C[C@H](C[C@@H](O)CC(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)C4120.3Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #7C[C@H](C[C@H](CC(C)(C)O[Si](C)(C)C(C)(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]3O4312.0Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #8C[C@H](C[C@H](CC(C)(C)O)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]3O4162.8Semi standard non polar33892256
5b-Cholestane-3a,7a,12a,23R,25-pentol,3TBDMS,isomer #9C[C@H](C[C@@H](O)CC(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]3O4265.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4r-3324900000-4eb492177cd3ff3b1d782017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (3 TMS) - 70eV, Positivesplash10-0ue9-1620339000-8ab1e57d5c6fb0da70632017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_3_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol GC-MS (TMS_3_8) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 10V, Positive-QTOFsplash10-014r-0000900000-ef4a2790d00f39151d5b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 20V, Positive-QTOFsplash10-014i-2005900000-a3c8abf978fcc74e3e282017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 40V, Positive-QTOFsplash10-07vi-4209700000-0530fc30e51b3d5bdd052017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 10V, Negative-QTOFsplash10-0ue9-0002900000-33ffd4c8b139bf7602262017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 20V, Negative-QTOFsplash10-0089-3004900000-c80999c8f40ac84967fb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 40V, Negative-QTOFsplash10-00di-9002000000-142d4259a51c5ae1ddec2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 10V, Positive-QTOFsplash10-0409-0009700000-996ef26438e4bc39f3892021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 20V, Positive-QTOFsplash10-0670-4279500000-ec27c905a89e055a39d42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 40V, Positive-QTOFsplash10-056r-9850000000-991e1aa56ec25a12a3fc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 10V, Negative-QTOFsplash10-0udi-0000900000-31db0067a7126bac24732021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 20V, Negative-QTOFsplash10-0ugi-0003900000-68719f52b9a93bc9b3492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cholestane-3a,7a,12a,23R,25-pentol 40V, Negative-QTOFsplash10-0002-0003900000-c260caf34cf5aecd15cf2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
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 IDFDB022085
KNApSAcK IDC00001213
Chemspider ID13628096
KEGG Compound IDC01571
BioCyc IDCPD-3617
BiGG IDNot Available
Wikipedia LinkDecanoic acid
METLIN ID336
PubChem Compound2969
PDB IDNot Available
ChEBI ID30813
Food Biomarker OntologyNot Available
VMH IDDCA
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceHoshita, Takahiko; Yasuhara, Misao; Kihira, Kenji; Kuramoto, Taiju. Comparative biochemical studies of bile acids and bile alcohols. V. Identification of (23S)-5a-cholestane-3a,7a,12a,23,25-pentol in cerebrotendinous xanthomatosis. Steroids (1976), 27(5), 657-64.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
  2. Shimazu K, Kuwabara M, Yoshii M, Kihira K, Takeuchi H, Nakano I, Ozawa S, Onuki M, Hatta Y, Hoshita T: Bile alcohol profiles in bile, urine, and feces of a patient with cerebrotendinous xanthomatosis. J Biochem. 1986 Feb;99(2):477-83. [PubMed:3700361 ]
  3. Kimura M, Yamaguchi S: Screening for fatty acid beta oxidation disorders. Acylglycine analysis by electron impact ionization gas chromatography-mass spectrometry. J Chromatogr B Biomed Sci Appl. 1999 Aug 6;731(1):105-10. [PubMed:10491995 ]
  4. (). Mayo Medical Laboratories 2005 Test Catalog. .