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(4aS,3aR)-5,6,6aα,7,9aβ,9bα-Hexahydro-1,4a,7α-trimethyl-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one, also known as arglabin, is an organic heterotetracyclic compound and a guaianolide sesquiterpene lactone. It is derived from arglabin, where the exocyclic double bond has been reduced to a single bond. (4aS,3aR)-5,6,6aα,7,9aβ,9bα-Hexahydro-1,4a,7α-trimethyl-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one is found in Artemesia adamsii.

6831-14-7

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6831-14-7 Usage

Uses

Used in Pharmaceutical Industry:
(4aS,3aR)-5,6,6aα,7,9aβ,9bα-Hexahydro-1,4a,7α-trimethyl-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one is used as a pharmaceutical compound for its potential therapeutic properties. (4aS,3aR)-5,6,6aα,7,9aβ,9bα-Hexahydro-1,4a,7α-trimethyl-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one's unique structure and properties make it a promising candidate for the development of new drugs and treatments.
Used in Natural Products Research:
In the field of natural products research, (4aS,3aR)-5,6,6aα,7,9aβ,9bα-Hexahydro-1,4a,7α-trimethyl-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one is used as a key compound for studying the chemical constituents of Artemesia adamsii. This research can lead to a better understanding of the plant's potential medicinal uses and the discovery of new bioactive compounds.
Used in Chemical Synthesis:
(4aS,3aR)-5,6,6aα,7,9aβ,9bα-Hexahydro-1,4a,7α-trimethyl-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one can be used as a starting material or intermediate in the synthesis of other complex organic compounds. Its unique structure and functional groups make it a valuable building block for the development of new molecules with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 6831-14-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,8,3 and 1 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 6831-14:
(6*6)+(5*8)+(4*3)+(3*1)+(2*1)+(1*4)=97
97 % 10 = 7
So 6831-14-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H20O3/c1-8-4-7-15-11(8)12-10(9(2)13(16)17-12)5-6-14(15,3)18-15/h4,9-12H,5-7H2,1-3H3/t9-,10?,11+,12-,14-,15?/m0/s1

6831-14-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name arborescin

1.2 Other means of identification

Product number -
Other names (3aR,4aS,6aS,7S,9aS,9bR)-1,4a,7-trimethyl-5,6,6a,7,9a,9b-hexahydro-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6831-14-7 SDS

6831-14-7Downstream Products

6831-14-7Relevant academic research and scientific papers

Synthesis and biological evaluation of antitumor-active arglabin derivatives

Csuk, René,Heinold, Anke,Siewert, Bianka,Schwarz, Stefan,Barthel, Alexander,Kluge, Ralph,Str?hl, Dieter

experimental part, p. 215 - 222 (2012/06/18)

Arglabin derivatives varied at the endo- or exo-cyclic double bond were synthesized and studied in a colorimetric sulforhodamine B assay for their cytotoxicity. Variations on the endocyclic double bond led to compounds of reduced cytotoxicity whereas derivatives from the reaction of the α-methylene-γ-butyrolactone moiety led to compounds of similar or only slightly reduced cytotoxicity but different, cell line-dependent selectivity. In addition, arglabin is an excellent starting material for the synthesis of the guaianolide arborescin.

Syntheses of Four Possible Diastereoisomers of Bohlmann's Structure of Isoepoxyestafiatin. The Stereochemical Assignment of Isoepoxyestafiatin

Ando, Masayoshi,Yoshimura, Hideki

, p. 4127 - 4131 (2007/10/02)

The stereochemistry of isoepoxyestafiatin was determined to be 1β,10β:3α,4α-diepoxyguaia-11(13)-eno-12,6α-lactone by the syntheses of the four possible diastereoisomers 23-26.

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