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F2552

Sigma-Aldrich

Formestane

solid

Synonym(s):

4-Hydroxyandrost-4-ene-3,17-dione, CGP-32349

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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
566-48-3
Molecular Weight:
302.41
MDL number:
MFCD00057814
UNSPSC Code:
12352204
PubChem Substance ID:
24894827
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

100

Assay

≥98% (HPLC)

form

solid

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

chloroform: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

application(s)

forensics and toxicology
veterinary

storage temp.

2-8°C

SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=C(O)C(=O)CC[C@]34C)[C@@H]1CCC2=O

InChI

1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1

InChI key

OSVMTWJCGUFAOD-KZQROQTASA-N

Gene Information

human ... CYP19A1(1588)

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Biochem/physiol Actions

Aromatase inhibitor used as an anti-cancer agent against estrogen-dependent tumors.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ichiro Sakata et al.
The Journal of endocrinology, 190(3), 749-757 (2006-09-28)
Ghrelin, an endogenous ligand for the GH secretagogue receptor, is predominantly produced in the stomach. Little is known about the regulation mechanism of gastric ghrelin. Here, we report that estrogen synthesized in the stomach induces rat gastric ghrelin gene expression
P E Lønning
Breast cancer research and treatment, 49 Suppl 1, S45-S52 (1998-10-31)
Steroidal aromatase inhibitors like formestane and exemestane are useful drugs for endocrine treatment of postmenopausal breast cancer. In addition, these drugs should be considered valuable probes to explore the biology of breast cancer with particular emphasis on possible relations between
Aaron T Wright et al.
Journal of the American Chemical Society, 131(30), 10692-10700 (2009-07-09)
Cytochrome P450 (P450) enzymes regulate a variety of endogenous signaling molecules and play central roles in the metabolism of xenobiotics and drugs. We recently showed that an aryl alkyne serves as an effective activity-based probe for profiling mouse liver microsomal
Sanjay K Sharma et al.
Bioorganic & medicinal chemistry letters, 18(20), 5563-5566 (2008-09-26)
Synthesis of 4-amino-4,6-androstadiene-3,17-dione 7, an analog of formestane used in breast cancer therapy as an aromatase inhibitor, from 4-acetoxy-4-androstene-3,17-dione 2 is described. This is the first report of a 4-amino diene (4,6) system in this series of molecules. The new
P E Lønning et al.
The Journal of steroid biochemistry and molecular biology, 77(1), 39-47 (2001-05-19)
Formestane (Lentaron(R), 4-hydroxyandrostenedione) is a steroidal aromatase inhibitor used for treatment of advanced breast cancer. Clinically, it is administered as a depot form once fortnightly by intramuscular (i.m.) injection. To investigate the pharmacokinetics, bioavailability and metabolism of the drug, seven
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