Манниозид А

Description

Mannioside A is a steroidal saponin. The aglycone is penogenin, a spirostane steroid with a hydroxyl group at C-17 in the α configuration; at position 3, the disaccharide residue α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl is attached to it through a glycosidic bond. According to the ChEBI classification, the compound belongs simultaneously to 17α-hydroxysteroids, oxaspiric compounds, organic heterohexacyclic compounds, steroidal saponins and disaccharide derivatives; functionally it is related to penogenin. The substance is isolated from Dracaena mannii and exhibits anti-inflammatory activity; it is assigned the roles of a metabolite and an anti-inflammatory agent.

Basic Attributes

• CAS No: 1038922-95-0
• Chemical formula according to the card: C39H63O13; in the PubChem database it is recorded as C39H62O13
• Molecular weight on the card: 739.90972; according to PubChem - 738.9
• Exact mass: 738.41904203 (value corresponds to the formula C39H62O13)
• PubChem CID: 49799046

Structure

• Systematic name: (3β,25R)-17-hydroxyspirost-5-en-3-yl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
• Aglycone: penogenin is a spirostane steroid with a double bond at position 5 and a hydroxyl at C-17
• Carbohydrate part: β-D-glucopyranose, to the third position of which is attached α-L-rhamnopyranose (6-deoxy-α-L-mannose)
• Point of attachment of the sugar chain to the steroid: position 3 in the β configuration

Biological activity

• anti-inflammatory effect
• role of metabolite according to ChEBI classification

Scope of application

• reference standard for the identification and quantification of steroidal saponins in plant materials and extracts by HPLC and LC-MS methods
• reagent for phytochemical studies of the genus Dracaena and pharmacological screening of the anti-inflammatory activity of saponins
• marker compound for standardization of Dracaena mannii extracts

Note on card data

The formula C39H63O13 and molecular weight 739.90972 given on the card differ from the PubChem entry (C39H62O13, molecular weight 738.9). Moreover, the exact mass indicated on the same card, 738.41904203, corresponds precisely to the formula C39H62O13. Both options are saved above without editing the original values.

Storage

• Physico-chemical constants, GHS classification, transport labeling and toxicological data are not included in the product card - refer to the supplier’s safety data sheet
• Dry dark place, sealed container, humidity control: saponin glycosides are hygroscopic
• Glycosidic bonds are cleaved in an acidic environment - avoid contact with acids