61081-59-2

Basic information

• Product Name: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethyl-cyclopenta[c]pyran-4-carbaldehyde
• Synonyms: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethyl-cyclopenta[c]pyran-4-carbaldehyde;Tarennoside
• CAS NO: 61081-59-2
• Molecular Formula: C₁₆H₂₂O₉
• Molecular Weight: 358.34048
• Mol File: 61081-59-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 645.7°C at 760 mmHg
• Flash Point: 237.7°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 2.13E-19mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethyl-cyclopenta[c]pyran-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethyl-cyclopenta[c]pyran-4-carbaldehyde(61081-59-2)
• EPA Substance Registry System: (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethyl-cyclopenta[c]pyran-4-carbaldehyde(61081-59-2)

Safety Data

• Hazardous Substances Data: 61081-59-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H22O9/c17-3-7-1-2-9-8(4-18)6-23-15(11(7)9)25-16-14(22)13(21)12(20)10(5-19)24-16/h1,4,6,9-17,19-22H,2-3,5H2/t9-,10-,11-,12-,13+,14-,15+,16+/m1/s1

Upstream product

• 69252-86-4 <10-(3)H>-10-hydroxygeraniol 
• 82426-17-3 <4-¹³C>-10-hydroxygeraniol 
• 26488-97-1 8-hydroxygeraniol 
• 82426-06-0 <2-¹³C>-9,10-dihydroxygeraniol 
• 82426-23-1 <4-(13)C>-10-hydroxygeraniol 
• 82426-15-1 (R)-(+)-<9-¹³C>-10-hydroxycitronellol 
• 82426-16-2 (S)-(-)-<9-¹³C>-10-hydroxycitronellol 
• 82426-07-1 9,10-dihydroxygeraniol 

Relevant articles and documents

Studies on Monoterpene Glucosides and Related Natural Products. LV. Iridane Skeleton Formation from Acyclic Monoterpenes in the Biosynthesis of Iridoid Glucosides in Gardenia jasminoides f. grandiflora Cell Suspension Cultures

Administration of (3)H- or (13)C-labeled acyclic monoterpenes to Gardenia jasminoides f. grandiflora cell suspension cultures showed that tarennoside (20) and gardenoside (21) were biosynthesized in the cell cultures via the cyclization of 10-oxogeranial (5a)/10-oxoneral (5b) to iridodial cation (14), followed by extensive randomization of the carbon atoms 3 and 11.Furthermore, the intermediacy of (R)-(+)- and (S)-(-)-10-hydroxycitronellol (24a, 24b) and (R)-(+)- and (S)-(-)-9,10-dihydroxycitronellol (28a, 28b) was disproved.Keywords - iridoid glucoside; biosynthesis; iridane skeleton formation; 10-oxocitral; iridodial cation; tarennoside; Gardenia jasminoides; cell culture