41743-74-2

Basic information

• Product Name: toralactone
• Synonyms: toralactone
• CAS NO: 41743-74-2
• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25278
• Mol File: 41743-74-2.mol

Chemical Properties

• Melting Point: 250-252 °C
• Boiling Point: 480.2°Cat760mmHg
• Flash Point: 184.8°C
• Appearance: /
• Density: 1.432g/cm³
• Vapor Pressure: 7.63E-10mmHg at 25°C
• Refractive Index: 1.691
• PKA: 4.65±0.20(Predicted)
• CAS DataBase Reference: toralactone(CAS DataBase Reference)
• NIST Chemistry Reference: toralactone(41743-74-2)
• EPA Substance Registry System: toralactone(41743-74-2)

Safety Data

• Hazardous Substances Data: 41743-74-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Toralactone is used as a pharmaceutical compound for its potential therapeutic effects. The expression is: toralactone is used as a therapeutic agent for its unique chemical structure and potential medicinal properties.
Used in Chemical Research:
In the field of chemical research, toralactone serves as a valuable compound for studying the properties and reactions of heterotricyclic compounds. The expression is: toralactone is used as a research compound for understanding the behavior and interactions of heterotricyclic compounds.
Used in Drug Development:
Due to its unique structure and potential medicinal properties, toralactone can be utilized in the development of new drugs. The expression is: toralactone is used as a lead compound for the development of novel pharmaceuticals targeting various health conditions.
Used in Material Science:
The structural properties of toralactone may also find applications in material science, where it could be used to develop new materials with specific characteristics. The expression is: toralactone is used as a component in the development of advanced materials with unique properties.

InChI:InChI=1/C15H12O5/c1-7-3-8-4-9-5-10(19-2)6-11(16)12(9)14(17)13(8)15(18)20-7/h3-6,16-17H,1-2H3

Upstream product

• 3686-57-5 2,4-dimethoxy-6-methylbenzoic acid 
• 71602-63-6 10-hydroxy-7,9-dimethoxy-3-methyl-1H-benzo[g]isochromen-1-on-9-O-methyllactone 
• 80503-54-4 isotoraslactone 
• 119170-52-4 cassiaside C 

Downstream Products

• 590368-09-5 toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 590367-94-5 toralactone 9-O-yl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 119170-52-4 cassiaside C 
• 590368-07-3 toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 

Relevant articles and documents

Four new glycosides from the seeds of Cassia obtusifolia

Four new glycosides, including one anthraquinone glycoside (1), one naphthalene glycoside (2), and two naphthopyrone glycosides (3-4), with 10 known compounds (5-14) were isolated from the seeds of Cassia obtusifolia L. The new structures were determined by spectroscopic analysis and chemical transformations.

Total synthesis of the antiallergic naphtho-α-pyrone tetraglucoside, cassiaside C2, isolated from Cassia seeds

Toralactone 9-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→3)- P-D-glucopyranosyl-(1-6)-β-D-glucopyranoside (1, cassiaside C2), isolated from Cassia obtusifolia L. and showing strong antiallergic activity, was concisely synthesized employing glycosyl trifluoroacetimidates as glycosylation agents. The unique naphtho-α-pyrone structure of toralactone (5) was constructed by condensation of orsellinate 8 with pyrone 9 in the presence of LDA as developed by Staunton and co-workers. The naphthol of toralactone showed minimal reactivity as an acceptor and was screened with various glycosyl donors. It is finally concluded that sacrifice of an excess amount of the trifluoroacetimidate or trichloroacetimidate donors (6f/6g, 6.0 equiv) in the presence of a catalytic amount of TMSOTf (0.05 and 0.3 equiv, respectively) afforded excellent yields of the coupling product, which was otherwise only a minor product under a variety of conditions examined.

Studies on the Constituents of the Seeds of Cassia obtusifolia L. The Structures of Two Naphthopyrone Glycosides

Two new naphthopyrones, cassiasides B (1) and C (2), were isolated from the seeds of Cassia obtusifolia L. along with rubrofusarin 6-O-gentiobioside.The structures of the two new compounds 1 and 2 were established as rubrofusarin 6-O-β-D-apiofuranosyl-(1->6)-O-β-D-glucopyranoside and toralactone 9-O-β-gentiobioside, respectively, on the basis of spectral and chemical evidence.Keywords - Cassia obtusifolia; Leguminosae; naphthopyrone glycoside; cassiaside B; cassiaside C