bs-76878C

DATASHEET

Formulation Powder

Storage: Stable for 2 years after receipt when stored at -20°C.

Product Information:

CAS Number: 126784-99-4

Molecular formula: C30H37NO4

Molecular weight: 475.62

Purity: >98% (HPLC)

Appearance: White to light yellow crystalline powder.

Solubility: Soluble in DMSO (30mg/ml), ethanol (30mg/ml) or DMF (30mg/ml).

InChiKey: OOLLAFOLCSJHRE-ZHAKMVSLSA-N

SMILES: O=C1CCC2=C3[C@@]([C@@](CC[C@]4(OC(C)=O)C(C)=O)([H])[C@]4(C)C[C@]3([H])C5=CC=C(N(C)C)C=C5)([H])CCC2=C1

SMILES: CN(C)C1=CC=C(C=C1)[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(OC(C)=O)C(C)=O)[C@@H]2CCC3=CC(=O)CCC3=C12

Description:

Ulipristal acetate is a selective progesterone receptor modulator (SPRM) that binds to the human progesterone receptors PR-A and PR-B (EC50s=8.5 and 7.7nM, respectively), rabbit uterine PR (EC50=13.6nM), and rabbit thymic glucocorticoid receptor (GR; EC50=15.4nM). It is selective for human progesterone receptors over the human estrogen receptor (ER; EC50>10,000nM). It inhibits growth of IGROV-1 and SKOV3 human ovarian cancer cells (IC50s=15.5 and 31.5µM, respectively) even after resistance to combined cisplatin and paclitaxel treatment has developed. Ulipristal acetate reverses the proliferative effect of progesterone on patient-derived germline mutant BRCA1 breast tissue xenografts in ovariectomized athymic mice. Formulations containing ulipristal acetate have been used as emergency contraceptives and to treat uterine fibroids.