Record Information
Version1.0
Creation date2011-09-21 00:09:24 UTC
Update date2015-10-09 22:29:50 UTC
Primary IDFDB022164
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCholesterol sulfate
DescriptionCholesterol sulfate belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Cholesterol sulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number1256-86-6
Structure
Thumb
Synonyms
SynonymSource
CHOLEST-5-en-3-yl hydrogen sulfATEChEBI
Cholest-5-en-3beta-ol sulfateChEBI
Cholesterol 3-sulfateChEBI
Cholesterol 3-sulphateChEBI
Cholesterol hydrogen sulfateChEBI
Cholesterol hydrogen sulphateChEBI
Cholesterol sulphateChEBI
Cholesteryl sulfateChEBI
Cholesteryl sulphateChEBI
CHOLEST-5-en-3-yl hydrogen sulfuric acidGenerator
CHOLEST-5-en-3-yl hydrogen sulphateGenerator
CHOLEST-5-en-3-yl hydrogen sulphuric acidGenerator
Cholest-5-en-3b-ol sulfateGenerator
Cholest-5-en-3b-ol sulfuric acidGenerator
Cholest-5-en-3b-ol sulphateGenerator
Cholest-5-en-3b-ol sulphuric acidGenerator
Cholest-5-en-3beta-ol sulfuric acidGenerator
Cholest-5-en-3beta-ol sulphateGenerator
Cholest-5-en-3beta-ol sulphuric acidGenerator
Cholest-5-en-3β-ol sulfateGenerator
Cholest-5-en-3β-ol sulfuric acidGenerator
Cholest-5-en-3β-ol sulphateGenerator
Cholest-5-en-3β-ol sulphuric acidGenerator
Cholesterol 3-sulfuric acidGenerator
Cholesterol 3-sulphuric acidGenerator
Cholesterol hydrogen sulfuric acidGenerator
Cholesterol hydrogen sulphuric acidGenerator
Cholesterol sulfuric acidGenerator
Cholesterol sulphuric acidGenerator
Cholesteryl sulfuric acidGenerator
Cholesteryl sulphuric acidGenerator
5-Cholesten-3b-yl sulfateHMDB
5-Cholesten-3b-yl sulphateHMDB
Cholesteryl sulfate, sodium salt, (3beta)-isomerHMDB
Cholesteryl sulfate, ammonium salt, (3beta)-isomerHMDB
Cholesteryl sulfate, sodium salt, 26-(14)C-labeledHMDB
Cholesteryl sulfate, 3H-labeled, (3beta)-isomerHMDB
Cholesteryl sulfate, potassium salt, (3beta)-isomerHMDB
Cholesterol sulfatehmdb
Cholesterol sulfic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility7.5e-05 g/LALOGPS
logP3.27ALOGPS
logP7.17ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)-1.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity130.61 m³·mol⁻¹ChemAxon
Polarizability56.55 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC27H46O4S
IUPAC name[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid
InChI IdentifierInChI=1S/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChI KeyBHYOQNUELFTYRT-DPAQBDIFSA-N
Isomeric SMILES[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O
Average Molecular Weight466.717
Monoisotopic Molecular Weight466.31168065
Classification
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
  • Sulfated steroid skeleton
  • Delta-5-steroid
  • Sulfuric acid ester
  • Alkyl sulfate
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic sulfuric acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCholesterol sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udr-2117900000-d2dc1d52c2c6b6024f0fSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-014i-0000900000-548706c8c2ce9f09a548Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-014i-0000900000-7a511fae1b9c9c3ae716Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-014i-1000900000-c804c1920be98c205e26Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0004900000-3e084b0869dec1511e5aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-2019000000-7af1b592431ae5367f0fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-7259200000-0958e602876ec6735f35Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0002900000-4bf9e43838ae87b48760Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-1009200000-cefbd199aabf735755c7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0159-5009000000-5d0bf7cb45e64f0239daSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID58586
ChEMBL IDCHEMBL1231592
KEGG Compound IDC18043
Pubchem Compound ID65076
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00653
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID2705326
KNApSAcK IDNot Available
HET IDC3S
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Sulfotransferase family cytosolic 2B member 1SULT2B1O00204
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference