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Telapristone

CAT: 0013-GTR19222759-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19222759-02Size:500 mg
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Description
Telapristone is the bioactive metabolite of telapristone acetate (CDB-4124), functioning as a selective progesterone receptor modulator (SPRM) . It is utilized in research for progesterone-sensitive conditions, with studies exploring its applications in endometriosis and uterine fibroids through in vitro and in vivo models.
CAS Number
198414-30-1
Smiles
C[C@@]12[C@] ([C@]3 (C ([C@H] (C1) C4=CC=C (N (C) C) C=C4) =C5C (CC3) =CC (=O) CC5) [H]) (CC[C@@]2 (C (COC) =O) O) [H]
Molecular Formula
C29H37NO4
Molecular Weight
463.61
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Telapristone

Telapristone is an orally available 21-substituted-19-nor-progestin and selective progesterone receptor modulator (SPRM), with potential anti-progesterone and antineoplastic activities. Upon oral administration, telapristone competitively binds to the progesterone receptor (PR) in progesterone-responsive tissue and inhibits PR-mediated gene expression. This interferes with progesterone activity in the reproductive system. As a result, this agent may suppress ovulation and inhibit proliferation of endometrial tissue. Also, this agent may prevent cell growth and induce apoptosis in estrogen receptor (ER) and PR-positive breast cancer cells through a reduction in progesterone levels, ER downregulation and a suppression of the expression of cyclin-dependent kinases (CDK) 2 and 4, ultimately leading to G1/S cell cycle arrest. Unlike some other SPRMs, this agent does not exert any estrogenic, androgenic, anti-estrogenic, and anti-androgenic activities.

CAS Number198414-30-1
PubChem CID20761503
IUPAC Name(8S,11R,13S,14S,17R)-11-[4-(dimethylamino)phenyl]-17-hydroxy-17-(2-methoxyacetyl)-13-methyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Molecular FormulaC29H37NO4
Molecular Weight463.6
XLogP2.8
Topological Polar Surface Area66.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Heavy Atom Count34
Formal Charge0
Complexity911
SMILES
C[C@]12C[C@@H](C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@]2(C(=O)COC)O)C5=CC=C(C=C5)N(C)C
InChI
InChI=1S/C29H37NO4/c1-28-16-24(18-5-8-20(9-6-18)30(2)3)27-22-12-10-21(31)15-19(22)7-11-23(27)25(28)13-14-29(28,33)26(32)17-34-4/h5-6,8-9,15,23-25,33H,7,10-14,16-17H2,1-4H3/t23-,24+,25-,28-,29-/m0/s1
InChIKey
BHERMCLNVOVDPU-DQFOBABISA-N
Chemical Structure
2D Structure
2D structure of Telapristone
CAS: 198414-30-1
CID: 20761503
Formula: C29H37NO4
MW: 463.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight463.6
XLogP32.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass463.27225866
Monoisotopic Mass463.27225866
Topological Polar Surface Area66.8 Ų
Heavy Atom Count34
Formal Charge0
Complexity911
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T34798-01Telapristone
HY-16483Telapristone acetate
466921-01Telapristone Acetate discontinued

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