Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C30H37NO4 |
| Molecular Weight | 475.6191 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)C1=CC=C(C=C1)[C@H]2C[C@@]3(C)[C@@H](CC[C@]3(OC(C)=O)C(C)=O)[C@@H]4CCC5=CC(=O)CCC5=C24
InChI
InChIKey=OOLLAFOLCSJHRE-ZHAKMVSLSA-N
InChI=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
| Molecular Formula | C30H37NO4 |
| Molecular Weight | 475.6191 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Ulipristal acetate (also known as CDB-2914 and PGL4001 and trade name Ella in the U.S) is a novel oral emergency contraceptive designed and developed by HRA Pharma. It is a selective progesterone receptor modulator, which reversibly blocks the progesterone receptors in target tissues it was approved in May 2009 by the European Commission and in August 2010 by the FDA as safe and effective in preventing unintended pregnancy for up to 120 hours – or five days – post- unprotected intercourse or contraceptive failure. Ella is not intended for routine use as a contraceptive. When taken immediately before ovulation is to occur, ella postpones follicular rupture. The likely primary mechanism of action of ulipristal acetate for emergency contraception is therefore inhibition or delay of ovulation; however, alterations to the endometrium that may affect implantation may also contribute to efficacy. The most common side effects are: headache, nausea, stomach (abdominal) pain, menstrual pain. Some women taking ella may have their next period earlier or later than expected. If your period is more than a week late, you should get a pregnancy test.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL208 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29999714 |
|||
Target ID: CHEMBL208 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | ELLA Approved Useella is a progesterone agonist/antagonist emergency contraceptive indicated for prevention of pregnancy following unprotected intercourse or a known or suspected contraceptive failure. ella is not intended for routine use as a contraceptive. Launch Date2010 |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
176 ng/mL |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
ULIPRISTAL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
556 ng × h/mL |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
ULIPRISTAL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
32 h |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
ULIPRISTAL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
6% |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
ULIPRISTAL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED |
Doses
| Dose | Population | Adverse events |
|---|---|---|
50 mg 1 times / day multiple, oral Highest studied dose Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
healthy, 20–45 |
|
30 mg single, oral Recommended |
healthy, 24.5 ± 6.1 |
Disc. AE: Vomiting... AEs leading to discontinuation/dose reduction: Vomiting (0.09%) Sources: |
200 mg single, oral Overdose Dose: 200 mg Route: oral Route: single Dose: 200 mg Sources: |
healthy Health Status: healthy Sex: F Sources: |
|
30 mg single, oral Recommended Dose: 30 mg Route: oral Route: single Dose: 30 mg Sources: |
healthy Health Status: healthy Sex: F Sources: |
Other AEs: Ectopic pregnancy... Other AEs: Ectopic pregnancy Sources: |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Vomiting | 0.09% Disc. AE |
30 mg single, oral Recommended |
healthy, 24.5 ± 6.1 |
| Ectopic pregnancy | 30 mg single, oral Recommended Dose: 30 mg Route: oral Route: single Dose: 30 mg Sources: |
healthy Health Status: healthy Sex: F Sources: |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 63-65 |
no | |||
Page: 63-65 |
no | |||
Page: 60.0 |
no | |||
Page: 61-63 |
no | |||
Page: 61-63 |
no | |||
Page: 60.0 |
no | |||
Page: 61-63 |
no | |||
Page: 61-63 |
no | |||
Page: 60.0 |
no | |||
Page: 63-65 |
no | |||
Page: 63-65 |
no | |||
Page: 61-63 |
no | |||
Page: 61-63 |
yes [IC50 2.6 uM] | |||
Page: 61-63 |
yes [IC50 4.7 uM] | |||
Page: 61-63 |
yes | |||
Page: 34, 58-60 |
yes | |||
Page: 34, 58-60 |
yes | |||
Page: 61-63 |
yes | |||
Page: 15, 34, 58-60 |
yes |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 34, 58 |
major | |||
Page: 15, 34, 58 |
major | |||
Page: 58.0 |
minor | |||
Page: 58.0 |
minor | |||
Page: 58.0 |
weak | |||
Page: 58.0 |
weak | |||
Page: 58.0 |
weak |
Tox targets
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 23, 30-31 |
Sample Use Guides
Instruct patients to take one tablet orally as soon as possible within 120 hours (5 days) after unprotected intercourse or a known or suspected contraceptive failure.
The tablet can be taken with or without food. If vomiting occurs within 3 hours of ella (ulipristal acetate) intake, consideration should be given to repeating the dose.
ella can be taken at any time during the menstrual cycle.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26582845
In vitro studies revealed that the presence of ulipristal acetate (UPA) during capacitation and/or gamete co-incubation does not affect fertilization. For in vitro fertilization experiments, mouse epididymal spermatozoa capacitated in the presence of different concentrations of UPA (0-1000 ng/ml) were used to inseminate cumulus-intact or cumulus-free eggs in the presence or absence of UPA during gamete co-incubation, and the percentage of fertilized eggs was determined.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:07:39 GMT 2025
by
admin
on
Mon Mar 31 18:07:39 GMT 2025
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| Record UNII |
YF7V70N02B
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| Record Status |
Validated (UNII)
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EMA ASSESSMENT REPORTS |
ELLAONE (AUTHORIZED: CONTRACEPTION, POSTCOITAL)
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NCI_THESAURUS |
C1891
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EMA ASSESSMENT REPORTS |
ESMYA (AUTHORIZED: LEIOMYOMA)
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WW-144
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1705367
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DBSALT000184
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C91057
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7460
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C555622
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100000093411
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SUB30470
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126784-99-4
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YF7V70N02B
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1005920
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DTXSID30155294
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ULIPRISTAL ACETATE
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m11300
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71025
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130904
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CHEMBL260538
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BINDER->LIGAND |
BINDING
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METABOLIC ENZYME -> SUBSTRATE |
MAJOR
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TARGET -> AGONIST |
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METABOLITE -> PARENT | |||
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METABOLITE ACTIVE -> PARENT |
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| Related Record | Type | Details | ||
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IMPURITY -> PARENT |
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| Related Record | Type | Details | ||
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ACTIVE MOIETY |
| Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
|---|---|---|---|---|---|---|
| Tmax | PHARMACOKINETIC |
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micronized tablet |
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