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Ormeloxifene

CAT: 0013-GTR19201034-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19201034-01Size:25 mg
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Description
This small molecule is a selective estrogen receptor modulator (SERM) used in biochemical research. It is widely applied in both in vitro binding assays and in vivo models to study estrogen receptor signaling in oncology, endocrinology, and bone metabolism research.
CAS Number
31477-60-8
Field of Research
Cell Biology, Immunology & Inflammation, Metabolism Research, Pharmacology & Drug Discovery, Signal Transduction
Smiles
CC1 (C) [C@@H] ([C@H] (C=2C (O1) =CC (OC) =CC2) C3=CC=C (OCCN4CCCC4) C=C3) C5=CC=CC=C5
Molecular Formula
C30H35NO3
Molecular Weight
457.6
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Ormeloxifene

Ormeloxifene is a third-generation selective estrogen receptor (ER) modulator. In India, ormeloxifene has been marketed since the 1990s as a non-hormonal, non-steroidal oral contraceptive taken once a week, and it was later introduced for the treatment of dysfunctional uterine bleeding. Similar to other selective estrogen receptor modulators (SERMs), ormeloxifene has estrogenic activity in the vagina, bone, cardiovascular, and central nervous system tissues, and anti-estrogenic activity in the uterus and breast. The use of ormeloxifene for the treatment of perimenopausal bleeding and the management of menorrhagia has also been investigated. Ormeloxifene is marketed in India as a racemic mixture of the l- (levormeloxifene) and d-isomers (d-ormeloxifene) of trans-ormeloxifene. The use of levormeloxifene for the treatment of reduced bone turnover and the prevention of atherosclerosis has been evaluated; however, drug development was discontinued due to adverse events.

CAS Number31477-60-8
PubChem CID35805
IUPAC Name1-[2-[4-[(3R,4R)-7-methoxy-2,2-dimethyl-3-phenyl-3,4-dihydrochromen-4-yl]phenoxy]ethyl]pyrrolidine
Molecular FormulaC30H35NO3
Molecular Weight457.6
XLogP6.2
Topological Polar Surface Area30.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Heavy Atom Count34
Formal Charge0
Complexity619
SMILES
CC1([C@H]([C@@H](C2=C(O1)C=C(C=C2)OC)C3=CC=C(C=C3)OCCN4CCCC4)C5=CC=CC=C5)C
InChI
InChI=1S/C30H35NO3/c1-30(2)29(23-9-5-4-6-10-23)28(26-16-15-25(32-3)21-27(26)34-30)22-11-13-24(14-12-22)33-20-19-31-17-7-8-18-31/h4-6,9-16,21,28-29H,7-8,17-20H2,1-3H3/t28-,29+/m1/s1
InChIKey
XZEUAXYWNKYKPL-WDYNHAJCSA-N
Chemical Structure
2D Structure
2D structure of Ormeloxifene
CAS: 31477-60-8
CID: 35805
Formula: C30H35NO3
MW: 457.6
Interactive 3D Structure
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View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight457.6
XLogP36.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass457.26169398
Monoisotopic Mass457.26169398
Topological Polar Surface Area30.9 Ų
Heavy Atom Count34
Formal Charge0
Complexity619
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T23113-01Ormeloxifene
CS-O-60012Ormeloxifene-d6
AR-O01459-01Cis-Ormeloxifene
AR-O01460-01Trans-Ormeloxifene
AR-O08841-01Ormeloxifene Hydrochloride
584947Ormeloxifene free base
AR-O01458-01Trans-Ormeloxifene-d6
AR-O08818-01Cis-Ormeloxifene Hydrochloride
CS-O-60542D-Isomer of 7-Desmethyl Ormeloxifene Hydrochloride

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