94388-64-4

Basic information

• Product Name: (1R)-1,2,3,3aβ,4,5,8,8aβ-Octahydro-1α,4α-dimethyl-7-(1-methylethyl)-4β,8β-epidioxyazulen-5β-ol
• Synonyms: (1R)-1,2,3,3aβ,4,5,8,8aβ-Octahydro-1α,4α-dimethyl-7-(1-methylethyl)-4β,8β-epidioxyazulen-5β-ol;Hanalpinol
• CAS NO: 94388-64-4
• Molecular Formula: C15H24O3
• Molecular Weight: 252.34926
• Mol File: 94388-64-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R)-1,2,3,3aβ,4,5,8,8aβ-Octahydro-1α,4α-dimethyl-7-(1-methylethyl)-4β,8β-epidioxyazulen-5β-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-1,2,3,3aβ,4,5,8,8aβ-Octahydro-1α,4α-dimethyl-7-(1-methylethyl)-4β,8β-epidioxyazulen-5β-ol(94388-64-4)
• EPA Substance Registry System: (1R)-1,2,3,3aβ,4,5,8,8aβ-Octahydro-1α,4α-dimethyl-7-(1-methylethyl)-4β,8β-epidioxyazulen-5β-ol(94388-64-4)

Safety Data

• Hazardous Substances Data: 94388-64-4(Hazardous Substances Data)

Upstream product

• 103476-95-5 hanalpinol-9-one 
• 111564-38-6 hanalpinol peroxide 
• 36577-33-0 (1R,3aS,8aS)-7-isopropyl-1,4-dimethyl-1,2,3,3a,6,8a-hexahydroazulene 

Downstream Products

• 1143-45-9 furopelargone A 
• 1143-46-0 furopelargone B 

Relevant articles and documents

The Formation of Cyclic Peroxide from Guaia-6,9-diene as a Model for Hanalpinol Biosynthesis

Autooxidation and photosensitized oxidation converted guaia-6,9-diene into hanalpinol, both compounds are contained in the rhizomes of Alpinia japonica.This process may be considered to be a biomimetic conversion.Guaia-6,9-diene may be regarded as an immediate precursor of hanalpinol, and a biogenetic pathway has been proposed.The results of molecular orbital calculation (modified neglect of differential overlap (MNDO) method) supported this proposal and provided a basis for conformational analysis. Keywords---Alpinia japonica; guaia-6,9-diene; hanalpinol; biosynthesis; molecular orbital calculation; MNDO; autooxidation; photosensitized oxidation; conformational analysis

Novel Guaiane- and Secoguaiane- Type Sesquiterpenes from Alpinia japonica (THUNB.) MIQ.

Three novel guaiane-type sesquiterpenes, hanalpinone (I), isohanalpinone (II), and alpinenone (III), and two novel secoguaiane-type sesquiterpenes, alpinolide peroxide (IV) and 6-hydroxyalpinolide (V) have been isolated from the rhizomes of Alpinia japonica.Their structures were determined by spectroscopic methods, chemical conversions, and X-ray analysis.Their biosynthetic relationships with previously identified sesquiterpenes from Alpinia japonica are discussed.Keywords-Alpinia japonica; Zingiberaceae; sesquiterpene; guaiane; secoguaiane; peroxide; X-ray analysis; 13C-NMR; biosynthesis