3a,7a-Dihydroxy-5b-cholestanate (CHEM035578)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:53:57 UTC
Update Date2016-11-09 01:21:20 UTC
Accession NumberCHEM035578
Identification
Common Name3a,7a-Dihydroxy-5b-cholestanate
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3a,7a-Dihydroxy-5b-cholestanic acidGenerator
17,20a-Dihydroxy-4-pregnen-3-oneHMDB
17,20a-Dihydroxy-pregn-4-en-3-oneHMDB
17a,20a-Dihydroxy-4-pregnen-3-oneHMDB
17a,20a-Dihydroxypregn-4-ene-3-oneHMDB
17a,20a-DihydroxyprogesteroneHMDB
17a-Hydroxy-20a-dihydroprogesteroneHMDB
20a-DihydroxyprogesteroneHMDB
3alpha,7alpha-Dihydroxy-5beta-cholestanateHMDB
Pregn-4-ene-17a,20a-diol-3-oneHMDB
(20S)-Isomer OF 17,20-dihydroxy-4-pregnen-3-oneMeSH
17 alpha,20 alpha-DihydroxyprogesteroneMeSH
17,20 beta-Dihydroxy-4-pregnen-3-oneMeSH
17,20-Dihydroxy-4-pregnen-3-oneMeSH
17,20beta-PMeSH
17,20beta-Dihydroxy-4-pregnen-3-oneMeSH
17a,20a-DHPMeSH
17alpha,20beta-DPMeSH
4-Pregnene-17 alpha,20 alpha-diol-3-oneMeSH
Maturation-inducing steroidMeSH
Chemical FormulaC21H32O3
Average Molecular Mass332.477 g/mol
Monoisotopic Mass332.235 g/mol
CAS Registry NumberNot Available
IUPAC Name(1S,2R,10R,11S,14S,15S)-14-hydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
Traditional Name20a-dihydroxyprogesterone
SMILES[H][C@@]12CC[C@](O)(CCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
InChI IdentifierInChI=1S/C21H32O3/c1-19-8-5-15(23)13-14(19)3-4-16-17(19)6-9-20(2)18(16)7-10-21(20,24)11-12-22/h13,16-18,22,24H,3-12H2,1-2H3/t16-,17+,18+,19+,20+,21+/m1/s1
InChI KeyABBVGECYEGYVPY-CEGNMAFCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassHydroxysteroids
Direct Parent21-hydroxysteroids
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 21-hydroxysteroid
  • Pregnane-skeleton
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • 17-hydroxysteroid
  • Oxosteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic alcohol
  • Tertiary alcohol
  • Cyclic ketone
  • Ketone
  • Primary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.036 g/LALOGPS
logP2.79ALOGPS
logP2.66ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)14.28ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity95.48 m³·mol⁻¹ChemAxon
Polarizability39.13 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zfr-1449000000-bfa16ef83b90784d40a1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-03di-0012900000-349e5a97e3325197fb2dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0039000000-4652fc5a5294ba58b6cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-1294000000-45676693ab4540441aa8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000e-0790000000-d49b24da1e0d33760603Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0019000000-ddefd96e63616438bd3cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f89-2049000000-aee0d0194e639b1a9cb1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052r-1093000000-b3765702e3dbc4293fabSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0003851
FooDB IDFDB023238
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID107835
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Al-Awadi, Sameera; Afzal, Mohammed; Oommen, Sosamma. Studies on Geobacillus stearothermophilus-part V1: transformation of 17a-hydroxyprogesterone and 21-hydroxyprogesterone. Biocatalysis and Biotransformation (2007), 25(1), 43-50.