Description

(-)-[(1S)-7α-Acetyloxymethyl-1,4aα,5,6,7,7aα-hexahydro-7β-hydroxy-1α-(3-methyl-1-oxobutoxy)cyclopenta[c]pyran-4-yl]methyl 6-O-[[(E)-2-(4-hydroxyphenyl)ethenyl]carbonyl]-β-D-glucopyranoside is a high-purity, complex glycosidic compound of significant interest in advanced pharmaceutical research and development. Its intricate molecular architecture, featuring a cyclopenta[c]pyran core linked to a β-D-glucopyranoside moiety, makes it a valuable intermediate or reference standard for synthesizing novel bioactive molecules. This compound is primarily sought by pharmaceutical R&D laboratories, biotechnology companies, and academic research institutions engaged in drug discovery programs targeting specific enzymatic or receptor pathways.

Application

• Pharmaceutical Intermediate: Serves as a key building block in the synthesis of novel therapeutic agents, particularly in oncology and metabolic disease research.
• Biochemical Research: Used as a substrate or inhibitor in enzymatic studies to investigate glycosidase or glycosyltransferase activity and mechanism.
• Reference Standard: Provides a certified high-purity material for analytical method development, validation, and quality control in pharmaceutical manufacturing.
• Medicinal Chemistry: Acts as a core scaffold for structure-activity relationship (SAR) studies to optimize potency, selectivity, and pharmacokinetic properties of drug candidates.
• Natural Product Synthesis: Employed in the total or semi-synthesis of complex natural products with glycosidic linkages for biological evaluation.

Basic Information

Product Name	(-)-[(1S)-7α-Acetyloxymethyl-1,4aα,5,6,7,7aα-hexahydro-7β-hydroxy-1α-(3-methyl-1-oxobutoxy)cyclopenta[c]pyran-4-yl]methyl 6-O-[[(E)-2-(4-hydroxyphenyl)ethenyl]carbonyl]-β-D-glucopyranoside
CAS No.	97941-28-1
Molecular Formula	C33H42O14
Molecular Weight	662.68 g/mol
Synonyms	6-O-[(E)-p-Coumaroyl]genipin gentiobioside (common name); 6-O-p-Coumaroylgenipin gentiobioside; Genipin gentiobioside 6-O-p-coumarate; 97941-28-1; (1S,4R,4aS,7R,7aS)-7-[(Acetyloxy)methyl]-4-[(6-O-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-β-D-glucopyranosyloxy)methyl]-1-[(2-methylbutanoyl)oxy]-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4,7-diol
EINECS	Contact for details

Quality Control

Our (-)-[(1S)-7α-Acetyloxymethyl-1,4aα,5,6,7,7aα-hexahydro-7β-hydroxy-1α-(3-methyl-1-oxobutoxy)cyclopenta[c]pyran-4-yl]methyl 6-O-[[(E)-2-(4-hydroxyphenyl)ethenyl]carbonyl]-β-D-glucopyranoside is manufactured under a strict quality management system. Each batch undergoes comprehensive analytical testing, including HPLC for purity, NMR and MS for structural confirmation, and residual solvent analysis. A detailed Certificate of Analysis (COA) documenting identity, purity, and specific tests is provided with every shipment to ensure traceability and compliance with research-grade specifications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container should be kept in a desiccated environment to prevent moisture absorption, which may affect stability and purity. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 2.0%
Residual Solvents (GC)	Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.