27856-54-8

Basic information

• Product Name: (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester
• Synonyms: (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester;(1S)-1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester;Lamiide
• CAS NO: 27856-54-8
• Molecular Formula: C₁₇H₂₆O₁₂
• Molecular Weight: 422.38114
• Mol File: 27856-54-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 667.2°Cat760mmHg
• Flash Point: 237.8°C
• Appearance: /
• Density: 1.66g/cm³
• Vapor Pressure: 1.19E-20mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: ?20°C
• PKA: 11.58±0.70(Predicted)
• CAS DataBase Reference: (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester(27856-54-8)
• EPA Substance Registry System: (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester(27856-54-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 27856-54-8(Hazardous Substances Data)

Usage

Uses

Lamiide is an iridoid glycoside from Phlomis pungens and exhibits antioxidant activity.

InChI:InChI=1/C17H26O12/c1-16(24)8(19)3-17(25)6(13(23)26-2)5-27-15(12(16)17)29-14-11(22)10(21)9(20)7(4-18)28-14/h5,7-12,14-15,18-22,24-25H,3-4H2,1-2H3/t7-,8?,9-,10+,11-,12?,14+,15?,16?,17?/m1/s1

Upstream product

• 22487-36-1 8-epi-deoxyloganic acid 
• 82451-22-7 mussaenosidic acid 
• 145224-46-0 C₁₀H₁₄O₃ 
• 550-45-8 C₁₀H₁₆O₂ 
• 72963-55-4 8-epi-iridotrial glucoside 
• 63573-61-5 8-epi-iridodial glucoside 
• 26488-97-1 8-hydroxygeraniol 
• 120481-59-6 C₁₇H₂₃⁽²⁾H₃O₉ 
• 64421-27-8 mussaenoside 
• 26660-57-1 7-deoxy-8-epi-loganin 

Relevant articles and documents

Biosynthesis of Lamiide and Ipolamiide from 8-epi-Deoxyloganin Studied by 2H N.M.R. Spectroscopy

2H N.m.r. spectroscopy shows that selectively labelled 8-epi-deoxyloganin is efficiently incorporated into lamiide and ipolamiide in Hebenstreitia dentata, whereas selectively labelled deoxyloganin provides no observable incorporation.

Synthetic analogues of durantoside I from Citharexylum spinosum L. and their cytotoxic activity

New iridoid glycoside derivatives from durantoside I, the latter from the dried flowers and leaves of Citharexylum spinosum, were synthesized by variously modifying a sugar moiety by silylation or acetylation and/or removal of cinnamate group at C-7 posit