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CAS 466-75-1

:

(+)-Haemanthamine

Description:
(+)-Haemanthamine is a naturally occurring alkaloid primarily derived from the plant genus Haemanthus, which is part of the Amaryllidaceae family. This compound is characterized by its complex bicyclic structure, which includes a phenanthridine core. It exhibits a range of biological activities, including potential antitumor and antimicrobial properties, making it of interest in medicinal chemistry. (+)-Haemanthamine is typically found in the form of a white to off-white crystalline powder and is soluble in organic solvents like ethanol and methanol, but has limited solubility in water. The compound's stereochemistry is significant, as the (+) designation indicates its specific optical activity, which can influence its biological interactions. Research into (+)-Haemanthamine continues to explore its pharmacological potential and mechanisms of action, contributing to the understanding of its therapeutic applications. As with many alkaloids, caution is advised due to potential toxicity and side effects associated with its use.
Formula:C17H19NO4
InChI:InChI=1/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15+,16+,17+/m1/s1
InChI key:InChIKey=YGPRSGKVLATIHT-HSHDSVGOSA-N
SMILES:O[C@@H]1[C@@]23C=4C(C[N@]([C@]2(C[C@H](OC)C=C3)[H])C1)=CC5=C(C4)OCO5
Synonyms:
  • (+)-Haemanthamine
  • (3S,4aS,5S,11bS,12R)-4,4a-Dihydro-3-methoxy-3H,6H-5,11b-ethano[1,3]dioxolo[4,5-j]phenanthridin-12-ol
  • 3-Epicrinamine
  • 3H,6H-5,11b-Ethano[1,3]dioxolo[4,5-j]phenanthridin-12-ol, 4,4a-dihydro-3-methoxy-, (3S,4aS,5S,11bS,12R)-
  • 3H,6H-5,11b-Ethano[1,3]dioxolo[4,5-j]phenanthridin-12-ol, 4,4a-dihydro-3-methoxy-, [3S-(3α,4aα,5β,11bβ,12S*)]-
  • 3H,6H-5,11b-ethano[1,3]dioxolo[4,5-j]phenanthridin-12-ol, 4,4a-dihydro-3-methoxy-, (3S,4aS,11bS,12R)-
  • 4aβ,5α,11bα-Crinan-12-ol, 1,2-didehydro-3β-methoxy-, (12R)-
  • Crinan-11-ol, 1,2-didehydro-3-methoxy-, (3β,5α,11R,13β,19α)-
  • Haemanthamin
  • Hemanthamine
  • See more synonyms
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