72963-55-4

Basic information

• Product Name: (1S)-1-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7β-methylcyclopenta[c]pyran-4-carbaldehyde
• Synonyms: (1S)-1-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7β-methylcyclopenta[c]pyran-4-carbaldehyde;Boschnaloside;8-Epiiridotrial glucoside
• CAS NO: 72963-55-4
• Molecular Formula: C₁₆H₂₄O₈
• Molecular Weight: 344.35696
• Mol File: 72963-55-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 560.8°Cat760mmHg
• Flash Point: 204.7°C
• Appearance: /
• Density: 1.43g/cm³
• Vapor Pressure: 6.56E-15mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: (1S)-1-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7β-methylcyclopenta[c]pyran-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7β-methylcyclopenta[c]pyran-4-carbaldehyde(72963-55-4)
• EPA Substance Registry System: (1S)-1-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7β-methylcyclopenta[c]pyran-4-carbaldehyde(72963-55-4)

Safety Data

• Hazardous Substances Data: 72963-55-4(Hazardous Substances Data)

Usage

General Description

The chemical "(1S)-1-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7β-methylcyclopenta[c]pyran-4-carbaldehyde" is a complex compound with a cyclopenta[c]pyran structure. It contains a β-D-glucopyranosyl group attached to the oxygen atom, as well as a carbaldehyde functional group. (1S)-1-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7β-methylcyclopenta[c]pyran-4-carbaldehyde has a stereocenter at the first carbon atom, indicating that it is an optically active molecule. Its chemical structure and functional groups suggest that it may have potential applications in the fields of organic synthesis, medicinal chemistry, and material science. Further research and investigation are required to fully understand the properties and potential uses of this compound.

InChI:InChI=1/C16H24O8/c1-7-2-3-9-8(4-17)6-22-15(11(7)9)24-16-14(21)13(20)12(19)10(5-18)23-16/h4,6-7,9-16,18-21H,2-3,5H2,1H3/t7-,9-,10-,11-,12-,13+,14-,15+,16+/m1/s1

Upstream product

• 24512-66-1 8-epi-deoxyloganin tetraacetate 
• 26660-57-1 8-epi-deoxyloganin 
• 63573-60-4 8-epi-11-hydroxy-iridodial glucoside 
• 75252-39-0 8(S)-6,10-dideoxy-7,8-dihydroaucubin tetraacetate 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 72963-60-1 boschnaloside tetraacetate 
• 27934-98-1 ipolamiide 
• 27856-54-8 lamiide 
• 72963-60-1 Acetic acid (3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1S,7S)-4-formyl-7-methyl-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-1-yloxy)-tetrahydro-pyran-3-yl ester 
• 17948-85-5 3(R)-trans,trans-boschnialinic acid 
• 75252-39-0 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1S,4aR,7R,7aR)-7-methyl-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-1-yloxy)-tetrahydro-pyran-3-yl ester 
• 75252-40-3 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-((1S,4aR,7R,7aR)-7-methyl-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-1-yloxy)-tetrahydro-pyran-3,4,5-triol 
• 75252-41-4 (4aR,7R,7aR)-7-Methyl-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-1-ol 
• 20314-41-4 3(R)-cis,cis-boschnialinic acid 
• 75282-53-0 7-deoxy-8-epi-loganic acid tetraacetate 

Relevant articles and documents

BIOSYNTHESIS OF ANTIRRHINOSIDE IN ANTIRRHINUM MAJUS

Feeding experiments with deuterium labelled 8-epi-iridodial glucoside, 8-epi-iridotrial glucoside and the corresponding aglucones gave incorporation of all compounds into antirrhinoside in Antirrhinum majus.A higher incorporation of 8-epi-iridotrial than of 8-epi-iridotrial glucoside indicates that the former is an intermediate in the biosynthesis of antirrhinoside although a definite proof could not be obtained. Key Word Index - Antirrhinum majus; Scophulariaceae; antirrhinoside; 8-epi-deoxyloganic acid; 8-epi-iridodial; 8-epi-iridodial glucoside; 8-epi-iridotrial; 8-epi-iridotrial glucoside; iridoid glucosides; biosynthesis; 2H-labelling.