23407-76-3

Basic information

• Product Name: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4a,5,7aα-tetrahydro-4aα-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester
• Synonyms: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4a,5,7aα-tetrahydro-4aα-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester;Theviridoside;Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-4a-hydroxy-7-(hydroxymethyl)-, methyl ester, (1S,4aR,7aR)-
• CAS NO: 23407-76-3
• Molecular Formula: C17H24O11
• Molecular Weight: 404.36586
• Mol File: 23407-76-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 690.2°Cat760mmHg
• Flash Point: 248.6°C
• Appearance: /
• Density: 1.62g/cm³
• Vapor Pressure: 4.82E-22mmHg at 25°C
• Refractive Index: 1.644
• PKA: 11.57±0.70(Predicted)
• CAS DataBase Reference: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4a,5,7aα-tetrahydro-4aα-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4a,5,7aα-tetrahydro-4aα-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester(23407-76-3)
• EPA Substance Registry System: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4a,5,7aα-tetrahydro-4aα-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester(23407-76-3)

Safety Data

• Hazardous Substances Data: 23407-76-3(Hazardous Substances Data)

Usage

General Description

The chemical compound "(1S)-1α-(β-D-Glucopyranosyloxy)-1,4a,5,7aα-tetrahydro-4aα-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester" is a complex molecule with a cyclopentane ring, a glucose moiety, and a carboxylic acid group. It is a methyl ester, indicating the presence of a methyl group attached to the carboxylic acid. The compound also contains hydroxyl groups, which are known for their ability to form hydrogen bonds and participate in various biochemical reactions. The structure of the compound suggests that it may have biological activity or medicinal applications, possibly due to its ability to interact with biological systems or target specific receptors. However, additional studies are necessary to fully understand the properties and potential uses of this chemical compound.

InChI:InChI=1/C17H24O11/c1-25-14(23)8-6-26-15(10-7(4-18)2-3-17(8,10)24)28-16-13(22)12(21)11(20)9(5-19)27-16/h2,6,9-13,15-16,18-22,24H,3-5H2,1H3/t9-,10+,11-,12-,13-,15+,16+,17+/m1/s1

Upstream product

• 186581-53-3 diazomethane 
• 29781-29-1 theveside 
• 74080-56-1 Silver; (1S,4aR,7aR)-4a-hydroxy-7-hydroxymethyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylate 
• 74-88-4 methyl iodide 

Relevant articles and documents

Iridoid glycosides from the stems of Pithecoctenium crucigerum (Bignoniaceae)

Sixteen crude extracts from six Panamanian plants of the family Bignoniaceae were submitted to rapid TLC tests against DPPH and acetylcholinesterase. Pithecoctenium crucigerum (L.) A.H. Gentry, which showed interesting activity against DPPH, has been studied. The chemical investigation of the methanol extract from the stems afforded the iridoid glycoside theviridoside and three derivatives (6′-O-cyclopropanoyltheviridoside, 10-O-hydroxybenzoyltheviridoside and 10-O-vanilloyltheviridoside), along with five known phenylethanoid glycosides (verbascoside, isoverbascoside, forsythoside B, jionoside D and leucosceptoside B). These last compounds were all active against DPPH. The structures were determined by means of spectrometric and chemical methods, including 1D and 2D NMR experiments and MS analysis.

Identification of the Iridoid Glucoside Theveside in Lantana camara (Verbenaceae), and Determination of its Structure and Stereochemistry by Means of N.M.R.

The iridoid glucoside theveside has been isolated from the leaves and stems of three taxa of Lantana camara (Verbenaceae), where it occurs as the sodium salt.Elucidation of the structure was primarily from 1H and 13C n.m.r. spectra.The stereochemistry of the molecule was established from 1H homonuclear decoupling and Overhauser enhancement experiments.Theveside may now be fully described by the systematic name pyran-4-carboxylic acid.Theveside, already found in two members of the Apocynaceae, is previously unreported in the Verbenaceae.