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(+)-Egenine

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First phthalideisoquinoline hemiacetal from a natural source. Inhibits Ca²⁺ currents and contractile responses in vitro.

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Alternative Name	6-(6-Methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-6,8-dihydrofuro[3,4-E][1,3]benzodioxol-8-ol, (+)-Decumbensine
Appearance	White to off-white crystalline solid.
CAS	6883-44-9
Formula	C₂₀H₁₉NO₆
MW	369.4
Purity	≥98% (HPLC)
Solubility	Soluble in ethyl acetate or chloroform; sparingly soluble in 100% ethanol or ether; practically insoluble in water.
Source	Isolated from Fumaria vaillantii or Corydalis decumbens.

Use/Stability	As indicated on product label or CoA when stored as recommended.
Long Term Storage	-20°C
Shipping	Ambient Temperature

Regulatory Status	RUO – Research Use Only

Effects of alkaloids from Corydalis decumbens on contraction and electrophysiology of cardiac myocytes: S. Kadota, et al.; Phytother. Res. 10, 18 (1998)
1-Magnesiotetrahydroisoquinolyloxazolines as chiral nucleophiles in stereoselective additions to aldehydes: Auxiliary optimization, asymmetric synthesis of (+)-corlumine, (+)-bicuculline, (+)-egenine, and (+)-corytensine, and preliminary (13)C NMR studies: R.E. Gawley & P. Zhang; J. Org. Chem. 61, 8103 (1996), Abstract
β-Phenylethylamines and the isoquinoline alkaloids: K.W. Bentley; Nat. Prod. Rep. 11, 555 (1994), (Review), Abstract
Synthesis of phthalide isoquinoline alkaloides (-)-egenine, (-)-corytensine, and (-)-bicuculline by asymmetric carbonyl addition of chiral dipole-stabilized organometallics: K.S. Rein & R.E. Gawley; J. Org. Chem. 56, 1564 (1991)
Synthesis of (-)-egenine (decumbensine) by asymmetric carbonyl addition: K.S. Rein & R.E. Gawley; Tetrahedron Lett. 31, 3711 (1990)
Egenine: A possible intermediate in phthalideisoquinoline biogenesis: B. Gotzler, et al.; Tetrahedron 39, 577 (1983)

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