579-04-4

Basic information

• Product Name: (2R,4S,5R,6R)-4-methoxy-6-methyl-oxane-2,5-diol
• Synonyms: (2R,4S,5R,6R)-4-methoxy-6-methyl-oxane-2,5-diol
• CAS NO: 579-04-4
• Molecular Formula: C₇H₁₄O₄
• Molecular Weight: 162.18
• Mol File: 579-04-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 93-94°
• Boiling Point: 208.87°C (rough estimate)
• Flash Point: 128.4°C
• Appearance: /
• Density: 1.0585 (rough estimate)
• Vapor Pressure: 2.68E-05mmHg at 25°C
• Refractive Index: 1.4260 (estimate)
• PKA: 13.93±0.20(Predicted)
• CAS DataBase Reference: (2R,4S,5R,6R)-4-methoxy-6-methyl-oxane-2,5-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S,5R,6R)-4-methoxy-6-methyl-oxane-2,5-diol(579-04-4)
• EPA Substance Registry System: (2R,4S,5R,6R)-4-methoxy-6-methyl-oxane-2,5-diol(579-04-4)

Safety Data

• Hazardous Substances Data: 579-04-4(Hazardous Substances Data)

Usage

General Description

"(2R,4S,5R,6R)-4-methoxy-6-methyl-oxane-2,5-diol" is a chemical compound with a molecular formula of C7H16O4. It is a type of oxane, a six-membered ring compound with oxygen atoms included. The compound contains a methoxy group (OCH3) and a methyl group (CH3) attached to the ring structure. The stereochemistry of the compound is specified by the (2R,4S,5R,6R) designation, indicating the arrangement of its substituent groups. (2R,4S,5R,6R)-4-methoxy-6-methyl-oxane-2,5-diol may have potential applications in medicinal chemistry, organic synthesis, and other fields due to its unique structure and properties.

InChI:InChI=1/C7H14O4/c1-5(9)7(10)6(11-2)3-4-8/h4-7,9-10H,3H2,1-2H3/t5-,6+,7-/m1/s1

Upstream product

• 1173896-51-9 syriacoside T 
• 1159579-91-5 hoodigoside W 
• 1159579-93-7 calogenin 20-O-β-D-glucopyranosyl-3-O-β-D-thevetopyranosyl-(1->4)-β-D-oleandropyranoside 
• 1206547-23-0 (3β,12β,14β,17α)-3-{[2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl)-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-12-{[(2E)-3-phenylprop-2-enoyl]oxy}pregn-5-en-20-yl 3-methylbutanoate 
• 1206547-24-1 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 
• 1206547-25-2 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 
• 1206547-26-3 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 

Downstream Products

• 105274-10-0 methyl α-D-cymarofuranoside 3,5-dinitrophenylcarbamate 
• 105274-07-5 methyl β-D-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-06-4 methyl α-D-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-08-6 methyl α-L-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 105274-09-7 methyl β-L-cymaropyranoside 3,5-dinitrophenylcarbamate 
• 76234-95-2 methyl α-cymarofuranoside 
• 76234-95-2 methyl β-cymarofuranoside 
• 4166-79-4 methyl β-cymaropyranoside 
• 4166-79-4 methyl α-cymaropyranoside 

Relevant articles and documents

Pregnane glycosides from Gymnema inodorum and their α-glucosidase inhibitory activity

Two new pregnane glycosides, gyminosides A and B (1 and 2) and three known, tinctoroside B (3), tinctoroside C (4), and gymnepregoside F (5) were isolated from the leaves of Gymnema inodorum (Lour.) Decne. Their structures were elucidated by physical and chemical methods and comparing with those reported in the literature. All these compounds were evaluated for α-glucosidase assay. Compound 5 exhibited the most anti α-glucosidase activity with inhibitory percentage of 63.7 ± 3.9% at the concentration of 200 μM. Compounds 1–4 showed moderate anti α-glucosidase activity with inhibitory percentage ranging from 40.0 to 52.1%.

Cytotoxic and apoptosis-inducing activity of C21 steroids from the roots of Cynanchum atratum

Two new (1–2) and two known C21 steroids (3–4) were isolated from the roots of Cynanchum atratum. Their structures were elucidated by detailed 1D and 2D spectroscopic. The MTT assay showed that compounds 1–4 displayed obvious cytotoxic activities against HepG2 cells with IC50 values ranging from 10.19?μM to 76.12?μM. Compounds 1–3 also exhibited cytotoxic effects in A549 cells with IC50 values of 30.87–95.39?μM. Compound 3 showed the antiproliferative activity via G0/G1 cell cycle arrest and proapoptosis in HepG2 cells by Flowcytometry analysis. Western blotting analysis revealed that compound 3 could induce HepG2 cell apoptosis via the mitochondrial pathway by downregulating Bcl-2 expression, upregulating Bax protein expression, and activating caspase-9 and caspase-3.

Identification and Evaluation of Antiepileptic Activity of C21 Steroidal Glycosides from the Roots of Cynanchum wilfordii

Nine new C21 steroidal glycosides, named cynawilfosides A-I (1-9), along with 12 known compounds were isolated from the roots of Cynanchum wilfordii. The structures of the new compounds were elucidated by spectroscopic analysis and chemical methods. The five major components, cynawilfoside A (1), cynauricoside A (11), wilfoside C1N (16), wilfoside K1N (17), and cyanoauriculoside G (18), exhibited significant protection activity in a maximal electroshock (MES)-induced mouse seizure model with ED50 values of 48.5, 95.3, 124.1, 72.3, and 88.1 mg/kg, respectively.