40042-05-5

Basic information

• Product Name: (2S,3R,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-1,3,4,4a,5,11b-hexahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one
• CAS NO: 40042-05-5
• Molecular Formula: C₁₄H₁₅NO₇
• Molecular Weight: 309.2714
• Mol File: 40042-05-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 635.6°C at 760 mmHg
• Flash Point: 338.2°C
• Density: 1.705g/cm³
• Vapor Pressure: 5E-17mmHg at 25°C
• Refractive Index: 1.714
• CAS DataBase Reference: (2S,3R,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-1,3,4,4a,5,11b-hexahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-1,3,4,4a,5,11b-hexahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one(40042-05-5)
• EPA Substance Registry System: (2S,3R,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-1,3,4,4a,5,11b-hexahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one(40042-05-5)

Safety Data

• Hazardous Substances Data: 40042-05-5(Hazardous Substances Data)

Usage

General Description

The chemical compound "(2S,3R,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-1,3,4,4a,5,11b-hexahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one" is a complex organic molecule with a hexahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one core structure. It contains four hydroxyl (OH) groups, and its stereochemistry is specified in the chemical name. (2S,3R,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-1,3,4,4a,5,11b-hexahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one is likely to have biological activity due to its complex structure and the presence of multiple hydroxyl groups, which can potentially engage in hydrogen bonding and other interactions with biological molecules. More research is needed to determine the specific properties and potential uses of this chemical.

Upstream product

• 29477-83-6 narciclasine 

Downstream Products

• 40042-08-8 6,12-dihydroxy-2,2-dimethyl-3b,4,10b,11,12,12a-hexahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one 
• 848572-80-5 3,4-cyclic phosphate sodium trans-dihydro-narcistatin 
• 2387-23-7 1,3-Dicyclohexylurea 

Relevant articles and documents

Human cytochrome P450 liability studies of trans-dihydronarciclasine: A readily available, potent, and selective cancer cell growth inhibitor

The cytochrome P45O activities of the naturally occurring Amaryllidaceae alkaloid narciclasine (3), isolated from Narcissus pseudonarcissus, and synthetic derivative trans-dihydronarciclasine (5) are reported. While narciclasine was found to possess potent inhibitory activity to human CYP3A4, its dihydro analogue was inactive. This study revealed that the C1-C10b double bond is required for inhibition of this crucial metabolizing enzyme. Compound 5 also demonstrated no inhibition of the related human cytochromes CYP19 and CYP1A1. This study elevates the status of trans-dihydronarciclasine (5) as a highly privileged, readily available molecule, with potent and selective anticancer activity.

Antineoplastic agents. 454. Synthesis of the strong cancer cell growth inhibitors trans-dihydronarciclasine and 7-deoxy-trans-dihydronarciclasine

To further pursue the antineoplastic leads offered by our isolation of trans-dihydronarciclasine (1a) and 7-deoxy-transdihydronarciclasine (1c) from two medicinal plant species of the Amaryllidaceae family, a practical palladium-catalyzed hydrogenation procedure was developed for the synthesis of these isocarbostyrils from narciclasine (2a) and 7-deoxynarciclasine (2c).