MY336-a

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MY336-a
Category Enzyme inhibitors
Catalog number BBF-03732
CAS 95727-08-5
Molecular Weight 253.29
Molecular Formula C13H19NO4
Purity ≥98%

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Description

MY 336-a is a beta-adrenergic receptor antagonist produced by Streptomyces gabonae KY-2234.

Specification

Synonyms MY 336-a
Storage Store at -20°C
IUPAC Name 1,3-bis(hydroxymethyl)-7-methoxy-6-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol
Canonical SMILES CC1=CC2=C(C(NC(C2)CO)CO)C(=C1OC)O
InChI InChI=1S/C13H19NO4/c1-7-3-8-4-9(5-15)14-10(6-16)11(8)12(17)13(7)18-2/h3,9-10,14-17H,4-6H2,1-2H3
InChI Key YZJBKEBOMYOVHX-UHFFFAOYSA-N

Properties

Appearance Colorless Needle Crystal
Boiling Point 401.2°C at 760 mmHg
Melting Point 177-178°C
Density 1.216 g/cm3
Solubility Soluble in Methanol, Water

Reference Reading

1. A novel beta-adrenergic receptor antagonist MY336-a: structure of the tetraacetylated compound
N Hirayama, T Iida, K Shirahata Acta Crystallogr C. 1990 Jan 15;46 ( Pt 1):86-8. doi: 10.1107/s0108270189005305.
(1R*,3S*)-1,2,3,4-Tetrahydro-8-acetoxy-1,3-bis(acetoxymethyl)-2-acetyl-7 - methoxy-6-methyl-isoquinoline, C21H27NO8, Mr = 421.45, monoclinic, P2(1), a = 11.892 (2), b = 11.067 (2), c = 8.4866 (8) A, beta = 92.12 (1) degree, V = 1116.1 (5) A3, Z = 2, Dx = 1.255 g cm-3, Cu K alpha, lambda = 1.54184 A, mu = 7.702 cm-1, F(000) = 448, T = 293 K, R = 0.048, wR = 0.072 for 2178 observed reflections. The tetrahydropyridine ring adopts a half-boat conformation. The bond lengths and angles are within the normal ranges. There are no intermolecular contacts less than the sum of the van der Waals radii.
2. MY336-a, a novel beta-adrenergic receptor antagonist produced by Streptomyces gabonae
H Kase, H Fujita, J Nakamura, K Hashizume, J Goto, K Kubo, K Shuto J Antibiot (Tokyo). 1986 Mar;39(3):354-63. doi: 10.7164/antibiotics.39.354.
Streptomyces gabonae KY2234 was found to produce a new compound, MY336-a, which bound to beta-adrenergic receptor. The compound was isolated from the fermentation broth of KY2234. MY336-a showed a high affinity for the beta-receptor, labeled with [3H]dihydroalprenolol in the membrane fractions of rat heart (beta 1-adrenergic receptor) or lung (beta 2-adrenergic receptor), whereas the compound bound very weakly to alpha-adrenergic receptor, labeled with [3H]dihydroergokryptine in rat brain. the inhibition constants (Ki) of the compound were 0.73 and 0.14 microM for the beta-receptors of heart and lung, respectively. 5'-Guanylylimidodiphosphate (Gpp(NH)p) did not alter the affinity of the beta-receptors for MY336-a. In isolated guinea-pig atria, MY336-a produced an inhibition of the positive chronotropic and inotropic effects of isoproterenol. MY336-a also antagonized the relaxation of tone induced by isoproterenol in isolated guinea-pig trachea. No partial agonistic activity was detected in MY336-a in the isolated atria and trachea. In anaesthetized dogs, MY336-a (1 mg/kg, iv) exerted negative inotropic action (left ventricular dp/dt max, -32.6%).

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