Ulipristal acetate (CHEM044246)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 11:55:00 UTC
Update Date2016-11-09 01:23:05 UTC
Accession NumberCHEM044246
Identification
Common NameUlipristal acetate
ClassSmall Molecule
DescriptionA 20-oxo steroid obtained by acetylation of the 17-hydroxy group of (11beta,17alpha)-17-acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-ol (ulipristal). A selective progesterone receptor modulator, which is employed as an emergency contraceptive.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(11beta,17alpha)-17-Acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-yl acetateChEBI
17-Acetoxy-11-(4-N,N-dimethylaminophenyl)pregna-4,9-diene-3,20-dioneChEBI
CDB 2914ChEBI
EllaChEBI
(11b,17a)-17-Acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-yl acetateGenerator
(11b,17a)-17-Acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-yl acetic acidGenerator
(11beta,17alpha)-17-Acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-yl acetic acidGenerator
(11Β,17α)-17-acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-yl acetateGenerator
(11Β,17α)-17-acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-yl acetic acidGenerator
Ulipristal acetic acidGenerator
EsmyaMeSH
Ella norpregnadieneMeSH
(11beta)-17-(Acetyloxy)-11-(4-(dimethylamino)phenyl)-19-norpregna-4,9-diene-3,20-dioneMeSH
(10S,11S,14R,15S,17R)-14-Acetyl-17-[4-(dimethylamino)phenyl]-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6-dien-14-yl acetic acidGenerator
Chemical FormulaC30H37NO4
Average Molecular Mass475.619 g/mol
Monoisotopic Mass475.272 g/mol
CAS Registry Number126784-99-4
IUPAC Name(10S,11S,14R,15S,17R)-14-acetyl-17-[4-(dimethylamino)phenyl]-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6-dien-14-yl acetate
Traditional Nameulipristal acetate
SMILES[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)C[C@H](C1=CC=C(C=C1)N(C)C)C1=C3CCC(=O)C=C3CC[C@@]21[H]
InChI IdentifierInChI=1S/C30H37NO4/c1-18(32)30(35-19(2)33)15-14-27-25-12-8-21-16-23(34)11-13-24(21)28(25)26(17-29(27,30)3)20-6-9-22(10-7-20)31(4)5/h6-7,9-10,16,25-27H,8,11-15,17H2,1-5H3/t25-,26+,27-,29-,30-/m0/s1
InChI KeyOOLLAFOLCSJHRE-ZHAKMVSLSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid esters
Direct ParentSteroid esters
Alternative Parents
Substituents
  • 20-oxosteroid
  • Steroid ester
  • 3-oxosteroid
  • Oxosteroid
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Aniline or substituted anilines
  • Cyclohexenone
  • Alpha-acyloxy ketone
  • Benzenoid
  • Monocyclic benzene moiety
  • Cyclic ketone
  • Tertiary amine
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Ketone
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxide
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
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 Solubility0.0034 g/LALOGPS
logP5.11ALOGPS
logP4.62ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)17.8ChemAxon
pKa (Strongest Basic)4.89ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.68 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity138.44 m³·mol⁻¹ChemAxon
Polarizability53.95 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0059-0000900000-eff162a9745e439bdd30Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0104900000-9eb57cf2ad19f4ba9fa8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06sm-0319200000-28a1bb8bb84c75477693Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00e9-2000900000-df6535888d8ff860cbcdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05ai-3003900000-53fb0374bb1d37f3fe18Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9003500000-12c3668caa3677914374Spectrum
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 IDDBSALT000184
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkUlipristal_acetate
Chemspider IDNot Available
ChEBI ID71025
PubChem Compound ID130904
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21153722
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21568368
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21666089
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22154199
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22296075
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22296076
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22415029
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22568731
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22629083
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22681335
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22740493
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22770536
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22770793
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=22816245
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=22844281
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=22873821
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=22900810
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=22901974
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=22903240
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=23018219
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=23040122
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=23040126
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=23050729
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=23110788
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=23125326