Identification
NameCholesterol-Sulfate
Accession NumberDB01990  (EXPT00810)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIIKU576NT9O9
CAS numberNot Available
WeightAverage: 466.717
Monoisotopic: 466.31168065
Chemical FormulaC27H46O4S
InChI KeyBHYOQNUELFTYRT-DPAQBDIFSA-N
InChI
InChI=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
IUPAC Name
[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid
SMILES
[H][C@@]12CC[[email protected]]([[email protected]](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[[email protected]](CC[C@]12C)OS(O)(=O)=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Nuclear receptor ROR-alphaProteinunknownNot AvailableHumanP35398 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.48e-05 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity130.61 m3·mol-1ChemAxon
Polarizability56.43 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9913
Blood Brain Barrier+0.9462
Caco-2 permeable-0.6358
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor IInhibitor0.7362
P-glycoprotein inhibitor IINon-inhibitor0.7758
Renal organic cation transporterNon-inhibitor0.8077
CYP450 2C9 substrateNon-substrate0.8231
CYP450 2D6 substrateNon-substrate0.8288
CYP450 3A4 substrateSubstrate0.7015
CYP450 1A2 substrateNon-inhibitor0.8072
CYP450 2C9 inhibitorNon-inhibitor0.8089
CYP450 2D6 inhibitorNon-inhibitor0.8779
CYP450 2C19 inhibitorNon-inhibitor0.7464
CYP450 3A4 inhibitorNon-inhibitor0.884
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5501
Ames testNon AMES toxic0.548
CarcinogenicityNon-carcinogens0.5486
BiodegradationNot ready biodegradable0.9838
Rat acute toxicity2.4505 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.7589
hERG inhibition (predictor II)Non-inhibitor0.5388
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-014i-0000900000-548706c8c2ce9f09a548View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-014i-0000900000-7a511fae1b9c9c3ae716View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-014i-1000900000-c804c1920be98c205e26View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as cholesterols and derivatives. These are compounds containing a 3-hydroxylated cholestane core.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassSteroids and steroid derivatives
Direct ParentCholesterols and derivatives
Alternative ParentsDelta-5-steroids / Sulfated steroids / Sulfuric acid monoesters / Alkyl sulfates / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
SubstituentsCholesterol / 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
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptorssteroid sulfate (CHEBI:41321 ) / Sulfates (LMST05020016 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Nuclear receptor that binds DNA as a monomer to ROR response elements (RORE) containing a single core motif half-site 5'-AGGTCA-3' preceded by a short A-T-rich sequence. Key regulator of embryonic development, cellular differentiation, immunity, circadian rhythm as well as lipid, steroid, xenobiotics and glucose metabolism. Considered to have intrinsic transcriptional activity, have some natura...
Gene Name:
RORA
Uniprot ID:
P35398
Molecular Weight:
58974.35 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Drug created on June 13, 2005 07:24 / Updated on July 18, 2017 17:04