A-75943

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Category Enzyme inhibitors
Catalog number BBF-03166
CAS 201215-10-3
Molecular Weight 281.35
Molecular Formula C15H23NO4
Purity >98%

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Description

A-75943 is is a bone resorption inhibitor produced by Streptomyces sp. SANK61296. In vitro tests, it has the effect of inhibiting bone resorption with IC50 of 0.35 µmol/L. It also inhibits the bone resorption in rats with thyroid and parathyroidectomy.

Specification

Synonyms 2H-Pyran-4-acetamide, 2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)tetrahydro-6-oxo-, (2R,4S)-
Storage Store at -20°C
IUPAC Name 2-[(2R,4S)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-6-oxooxan-4-yl]acetamide
Canonical SMILES CC1CC(C(=O)C(C1)C2CC(CC(=O)O2)CC(=O)N)C
InChI InChI=1S/C15H23NO4/c1-8-3-9(2)15(19)11(4-8)12-5-10(6-13(16)17)7-14(18)20-12/h8-12H,3-7H2,1-2H3,(H2,16,17)/t8-,9-,10-,11-,12+/m0/s1
InChI Key SAVFIMRLAWCZGX-UHFZAUJKSA-N

Properties

Appearance Colorless Powder
Boiling Point 533.8±25.0°C at 760 mmHg
Density 1.1±0.1 g/cm3
Solubility Soluble in DMSO

Reference Reading

1. A novel bone resorption inhibitor, A-75943 isolated from Streptomyces sp. SANK 61296
T Morishita, A Sato, T Ando, K Oizumi, M Miyamoto, R Enokita, T Okazaki J Antibiot (Tokyo). 1998 Jun;51(6):531-8. doi: 10.7164/antibiotics.51.531.
A novel bone resorption inhibitor, A-75943, was isolated from Streptomyces sp. SANK 61296. Its structure was determined to be (1"S,2'R,3"S,4S',5"S)-2-[(3",5"- dimethyl-2"-oxocyclohexan-1"-yl)-6'-oxotetrahydropyran-4'-yl ]acetamide by spectral analyses and chemical conversion of cycloheximide. A-75943 inhibited bone resorption in vitro in a concentration-dependent manner with an IC50 of 0.35 microM, and also displayed an inhibitory effect on bone resorption in thyroid and parathyroid-extracted rats.

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