Shanzhiside methyl ester, CAS No. 64421-28-9

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64421-28-9

Catalog No. EBD39910

CAS 64421-28-9

Name Shanzhiside methyl ester

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Basic Information

Synonyms: methyl(1S,4aS,5R,7S,7aS)-1-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate cyclopenta[c]pyran-4-carboxylicacid,1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5,7-dihydroxy-7-methyl-,methylester,(1S,4aS,5R,7S,7aS)- ShanzhisideMethylEster methyl(1S,5R,7S)-1-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate cyclopenta[c]pyran-4-carboxylicacid,1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5,7-dihydroxy-7-methyl-,methylester,(1S,5R,7S)- Shan

Molecular Formula: C17H26O11

Molecular Weight: 406.38

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > APIs and Their Salts > Other Drugs

Product Description:

Shanzhiside methyl ester is an iridoid glycoside, a type of monoterpenoid compound, naturally found in plants of the *Gardenia jasminoides* Ellis genus. It is characterized by a cyclopentanopyran skeleton (iridoid backbone) glycosylated with a glucose unit and further esterified with a methyl group. This compound is a key bioactive constituent and marker of traditional Chinese medicinal herbs like *Gardenia jasminoides* (Zhizi). Its primary research and application focus is in pharmacology, where it exhibits significant neuroprotective, anti-inflammatory, and hepatoprotective effects. Studies indicate it may modulate various signaling pathways, such as the PI3K/Akt and Nrf2/HO-1 pathways, contributing to its therapeutic potential against cerebral ischemia, liver injury, and neurodegenerative conditions. Due to its natural origin and promising bioactivity, Shanzhiside methyl ester is widely investigated as a potential active pharmaceutical ingredient (API) or lead compound for developing new drugs. It is also commonly used as a reference standard in the quality control of herbal medicines and related phytochemical research.

Physical Properties

Melting Point: 90 °C (dec.)

Boiling Point: 651.373 °C at 760 mmHg

Flash Point: 233.014 °C

Density: 1.581 g/cm3