20071-60-7

Basic information

• Product Name: (1S,2R,3R,4S,6E,10S)-6,10-Dimethyl-3-(1-methylethyl)-11-oxabicyclo[8.1.0]undec-6-ene-2,4-diol
• Synonyms: (1S,2R,3R,4S,6E,10S)-6,10-Dimethyl-3-(1-methylethyl)-11-oxabicyclo[8.1.0]undec-6-ene-2,4-diol;(1S,2R,3R,4S,6E,10S)-6,10-Dimethyl-3-isopropyl-11-oxabicyclo[8.1.0]undec-6-ene-2,4-diol;Shiromodiol
• CAS NO: 20071-60-7
• Molecular Formula: C15H26O3
• Molecular Weight: 254.37
• Mol File: 20071-60-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1S,2R,3R,4S,6E,10S)-6,10-Dimethyl-3-(1-methylethyl)-11-oxabicyclo[8.1.0]undec-6-ene-2,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3R,4S,6E,10S)-6,10-Dimethyl-3-(1-methylethyl)-11-oxabicyclo[8.1.0]undec-6-ene-2,4-diol(20071-60-7)
• EPA Substance Registry System: (1S,2R,3R,4S,6E,10S)-6,10-Dimethyl-3-(1-methylethyl)-11-oxabicyclo[8.1.0]undec-6-ene-2,4-diol(20071-60-7)

Safety Data

• Hazardous Substances Data: 20071-60-7(Hazardous Substances Data)

Upstream product

• 98941-66-3 angrendiol 
• 98941-64-1 shiromodiol-6-O-acetate-8-O-angelate 
• 20071-63-0 8-dehydroshiromodiol 
• 20071-60-7 Shiromodiol 
• 102273-85-8 cinnamoyl-echinadiol 

Downstream Products

• 98941-65-2 (1R,4S,6R,7R,8R,9R,11S)-8-Isopropyl-4,11-dimethyl-5,12-dioxa-tricyclo[9.1.0.0^4,6]dodecane-7,9-diol 
• 98941-65-2 (1R,4S,6R,7R,8R,9R,11R)-8-Isopropyl-4,11-dimethyl-5,12-dioxa-tricyclo[9.1.0.0^4,6]dodecane-7,9-diol 
• 130593-18-9 Formic acid (3S,3aR,4R,5S,6S)-3,4-dihydroxy-5-isopropyl-3,8-dimethyl-1,2,3,3a,4,5,6,7-octahydro-azulen-6-yl ester 
• 20071-60-7 echinadiol 
• 20071-58-3 Acetic acid (E)-(1R,2R,3R,4S,10S)-4-acetoxy-3-isopropyl-6,10-dimethyl-11-oxa-bicyclo[8.1.0]undec-6-en-2-yl ester 

Relevant articles and documents

ESTERS OF Ferula karakalensis. STRUCTURE AND STEREOCHEMISTRY OF KARAFERIN AND KARAFERININ

Two new guaiane esters - karaferin and karaferinin - have been isolated from Ferula karakalensis, and their structures and stereochemistry have been established.It has been shown that the Ferula sesquiterpene alcohols angrendiol, ugamdiol, and karaferol are biogenetically interconnected and are products of a single chain of the biogenesis of terpenoids in plants.

Structural and Conformational Studies on Sesquiterpenoid Esters from Laserpitium halleri Crantz subsp. halleri

Investigation of the ripe fruits of Laserpitium halleri Crantz subsp. halleri afforded two pairs of new germacrane and guaiane esters, as well as the daucane derivative vaginatin, whose stereochemistry was assessed by spectral data and correlation with a compound of known configuration.The 1H and 13C n.m.r. spectra of the germacrane esters were characterized by the presence of sharp and broad signals.A conformational study of the natural compounds and several derivatives allowed us to relate the broadening of the n.m.r. lines to conformational motions which are discussed in detail.Among the derivatives of the natural esters, the ketone (8) was found to adopt, in solution, a conformation hitherto unreported for germacrane derivatives .Comparison of the spectral features of some crossed/boat germacra-1(10),4-dienes and their corresponding 4,5-epoxides suggests that homoconjugation plays an important role in stabilizing the crossed/boat conformation of this class of cyclic 1,5-dienes.The biogenetic relationship between the compounds cumulated in the roots and the fruits of L. halleri is discussed.