477-12-3

Usage

Uses

Used in Pharmaceutical Industry:
Caranine is used as a pharmaceutical compound for its potential therapeutic properties. It is derived from natural sources within the Amaryllidaceae family, which is known for its diverse range of bioactive compounds. The unique structure of Caranine, with its alpha-hydroxy group and methylenedioxy group, may contribute to its potential applications in drug development and treatment of various health conditions.
Used in Chemical Research:
Caranine is used as a research compound for studying the structure, properties, and potential applications of indolizidine alkaloids. Its unique substitution pattern and presence in the Amaryllidaceae family make it an interesting subject for chemical and biological research. Understanding the properties and interactions of Caranine can lead to the discovery of new compounds and applications in various fields, including medicine, agriculture, and materials science.
Used in Natural Product Extraction:
Caranine is used as a natural product for extraction and purification from the plants of the Amaryllidaceae family. The process of extracting and isolating Caranine can provide valuable insights into the bioactive compounds present in these plants and their potential applications in various industries. Additionally, the extraction of Caranine can contribute to the development of sustainable and eco-friendly methods for obtaining valuable natural products.

InChI:InChI=1/C16H17NO3/c18-12-2-1-9-3-4-17-7-10-5-13-14(20-8-19-13)6-11(10)15(12)16(9)17/h1,5-6,12,15-16,18H,2-4,7-8H2/t12-,15-,16-/m1/s1

Upstream product

• 15324-61-5 (1aR,2a¹S,11bS,11cS)-2a¹,3,4,6,11b,11c-hexahydro-1aH-[1,3]dioxolo[4,5-j]oxireno[2,3-a]pyrrolo-[3,2,1-de]phenanthridine 
• 476-28-8 lycorine 
• 74555-92-3 (1S,2S,12bS,12cS)-1-Ol-2-chloro-2,4,5,7,12b,12c-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine 
• 64-19-7 acetic acid 
• 71-41-0 pentan-1-ol 
• 56-23-5 tetrachloromethane 
• 123-51-3 i-Amyl alcohol 
• 568-23-0 11-methoxy-9,10-methylenedioxy-galanth-3-en-1α-ol 

Downstream Products

• 98604-27-4 1-hydroxy-4,5-dihydro-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridinylium; chloride 
• 14383-07-4 1-O-acetylcaranine 
• 14022-01-6 9,10-methanediyldioxy-(12β)-galanthan-1α-ol 
• 14022-00-5 9,10-methanediyldioxy-galanthan-1α-ol 
• 2439-15-8 (+/-)-4-methyl-4-aza-1(1,3)-benzena-2(5,6)-benzo[1,3]dioxola-cyclohexaphane 
• 63814-03-9 1,2,3,3a,4,5,12b,12c-octahydro-7H-1,3-benzodioxolo[5,6-c]pyrrolo[3,2,1-ij]quinoline 
• 2439-15-8 (+)-4-methyl-4-aza-1(1,3)-benzena-2(5,6)-benzo[1,3]dioxola-cyclohexaphane 
• 2628-50-4 (6S)-1α-hydroxy-6-methyl-9,10-methylenedioxy-galanth-3-enium; iodide 
• 2525-20-4 (6R)-1α-hydroxy-6-methyl-9,10-methylenedioxy-galanth-3-enium; iodide 
• 14022-00-5 9,10-methanediyldioxy-(15α)-galanthan-1α-ol 
• 14022-00-5 9,10-methanediyldioxy-(15α)-galanthan-1β-ol 
• 109498-05-7 1ξ-chloro-9,10-methanediyldioxy-(15α)-galanthane 
• 98636-99-8 1,1-ethane-1,2-diylbissulfanyl-9,10-methanediyldioxy-(15α)-galanthane 
• 109513-82-8 1β-acetoxy-9,10-methanediyldioxy-(15α)-galanthane 

Relevant academic research and scientific papers

FURTHER EXPERIMENTS ON STRUCTURE-ACTIVITY RELATIONSHIPS AMONG THE LYCORINE ALKALOIDS

Key Word Index - Sternbergia lutea; Amaryllidaceae; ascorbate biosynthesis inhibition; phenanthridine alkaloids; lycorine; narciclasine; structure-activity relationships.Syhthetic lycorine analogues, five Amaryllidaceae alkaloids and narciclasine, all structurally related to lycorine, were tested for their ability to inhibit ascorbic acid biosynthesis in vivo.The highest potency observed was displayed by narciclasine followed by compounds having an aromatic C-ring.Derivatives modified at C-1 and/or C-2 were inactive, while the compound with a double bond between these positions is a weak inhibitor.Also lutessine and its deacetyl derivative having an α-methoxyl group bonded to C-4 of the D-ring appeared completely inactive.These results confirm that the presence of an appropriately substituted C-ring is a neccessary requirement for optimal 'responsetriggering' conctact between the lycorine derivatives and the specific receptor.Functional groups jutting out from the α-side of the molecule do not allow a good fit with the binding sites.