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
• Hemeanthamin
• NSC 403140
• Natalensin
• Natalensine
• (3beta,11R,13beta,19alpha)-3-Methoxy-1,2-didehydrocrinan-11-ol
• NSC403140
• (3beta,11S,13beta,19alpha)-3-methoxy-1,2-didehydrocrinan-11-ol

Haemanthamine

CAS: 466-75-1

Haemanthamine: an alkaloid from Amaryllidaceae; strong anticancer, antimalarial, antiviral, antioxidant, anticonvulsant; blocks protein synthesis.

Formula: C₁₇H₁₉NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 301.34

Ref: TM-T11534

Haemanthamine

CAS: 466-75-1

Haemanthamine is a natural alkaloid, classified under the group of Amaryllidaceae alkaloids, which is extracted from plants belonging to the Amaryllidaceae family. It functions primarily by inhibiting protein synthesis through its interaction with the ribosomal RNA, thereby disrupting the translation process. Haemanthamine specifically binds to the large subunit of the ribosome and interferes with the translocation step, effectively hampering the elongation phase of protein synthesis.

Formula: C₁₇H₁₉NO₄

Purity: Min. 97 Area-%

Color and Shape: Powder

Molecular weight: 301.34 g/mol

Ref: 3D-XH175863

Haemanthamine

CAS: 466-75-1

Formula: C₁₇H₁₉NO₄

Molecular weight: 301.34

Ref: ST-EA-CP-G10022

Haemanthamine

CAS: 466-75-1

Formula: C₁₇H₁₉NO₄

Molecular weight: 301.34

Ref: 4Z-L-139004