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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27NO2.C2H2O4
Molecular Weight 415.4795
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SR-59230A

SMILES

OC(=O)C(O)=O.CCC1=C(OC[C@@H](O)CN[C@H]2CCCC3=CC=CC=C23)C=CC=C1

InChI

InChIKey=XTBQNQMNFXNGLR-MKSBGGEFSA-N
InChI=1S/C21H27NO2.C2H2O4/c1-2-16-8-4-6-13-21(16)24-15-18(23)14-22-20-12-7-10-17-9-3-5-11-19(17)20;3-1(4)2(5)6/h3-6,8-9,11,13,18,20,22-23H,2,7,10,12,14-15H2,1H3;(H,3,4)(H,5,6)/t18-,20-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C21H27NO2
Molecular Weight 325.4446
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C2H2O4
Molecular Weight 90.0349
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

SR 59230A is orally active, selective antagonist of the beta-3 adrenergic receptor, SR 59230A has high affinity for the β3 adrenoceptors occurring in human gut that affect the function of human colonic circular smooth muscle.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
49.0 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
The Goto-Kakizaki (GK) rat aged 3–4 months were treated with SR 59230A. Osmotic pumps (2 ml, 5.0 l/h, 2 weeks duration; Alzet pump, Cupertino, CA, USA) were filled with either SR59230A (0.6 mg/kg * day; Bachem, St. Helen’s Merseyside, UK) or 0.9% NaCl according to manufacturer’s instruction and implanted subcutaneously between the shoulder blades of the rats.
Route of Administration: Other
In Vitro Use Guide
Isolated rat adipocytes were washed 3 times and incubated in 0.5 ml KRBHA at 37°C (2–5•104 cells) with gentle shaking. SR 59230A at suitable dilutions were added in a 5 μl volume to the cell suspension just before beginning the assay. After 90 min incubation, the reaction was stopped in ice and aliquots taken for enzymatic determination of glycerol, used as the index of lipolysis
Substance Class Chemical
Record UNII
Z4G2GB3YHU
Record Status Validated (UNII)
Record Version