CAS 149438-61-9

(1S,5R,6R,7R,8S)-8-(Acetyloxy)-7-(3,4-dimethoxyphenyl)-5-methoxy-6-methyl-3-(2-propen-1-yl)bicyclo[3.2.1]oct-3-en-2-one

Description:

The chemical substance with the name "(1S,5R,6R,7R,8S)-8-(Acetyloxy)-7-(3,4-dimethoxyphenyl)-5-methoxy-6-methyl-3-(2-propen-1-yl)bicyclo[3.2.1]oct-3-en-2-one" and CAS number "149438-61-9" is a complex organic compound characterized by its bicyclic structure and multiple functional groups. It features a bicyclo[3.2.1]octene core, which contributes to its unique three-dimensional shape and reactivity. The presence of methoxy groups and an acetyloxy moiety indicates potential for various chemical interactions, including hydrogen bonding and electrophilic substitution. The compound's stereochemistry, denoted by the specific configuration at multiple chiral centers, suggests that it may exhibit distinct biological activity or pharmacological properties. Additionally, the presence of a propenyl group may enhance its reactivity and potential applications in organic synthesis or medicinal chemistry. Overall, this compound's intricate structure and functionalization make it a subject of interest for further research in fields such as drug development and organic synthesis.

Formula: C₂₃H₂₈O₆

InChI: InChI=1S/C23H28O6/c1-7-8-16-12-23(28-6)13(2)19(20(21(16)25)22(23)29-14(3)24)15-9-10-17(26-4)18(11-15)27-5/h7,9-13,19-20,22H,1,8H2,2-6H3/t13-,19+,20-,22+,23+/m1/s1

InChI key: InChIKey=TVDQUJSTRADHSU-WWDCKHPPSA-N

SMILES: O(C)[C@]12[C@@H](OC(C)=O)[C@]([C@@H]([C@H]1C)C3=CC(OC)=C(OC)C=C3)(C(=O)C(CC=C)=C2)[H]

Synonyms:

• Bicyclo[3.2.1]oct-3-en-2-one, 8-(acetyloxy)-7-(3,4-dimethoxyphenyl)-5-methoxy-6-methyl-3-(2-propenyl)-, (1S,5R,6R,7R,8S)-
• delta(8')-3,4,5'-Trimethoxy-4'-acetoxy-2',3',4',5'-tetrahydro-2'-oxo-7.3',8.5'-neolignan
• Bicyclo[3.2.1]oct-3-en-2-one, 8-(acetyloxy)-7-(3,4-dimethoxyphenyl)-5-methoxy-6-methyl-3-(2-propenyl)-, [1S-(6-endo,7-exo,8-syn)]-
• Bicyclo[3.2.1]oct-3-en-2-one, 8-(acetyloxy)-7-(3,4-dimethoxyphenyl)-5-methoxy-6-methyl-3-(2-propen-1-yl)-, (1S,5R,6R,7R,8S)-
• (1S,5R,6R,7R,8S)-8-(Acetyloxy)-7-(3,4-dimethoxyphenyl)-5-methoxy-6-methyl-3-(2-propen-1-yl)bicyclo[3.2.1]oct-3-en-2-one
• (1R,5S,6R,7R,8S)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-prop-2-en-1-ylbicyclo[3.2.1]oct-2-en-8-yl acetate
• Kadsurenin L
• Bicyclo(3.2.1)oct-3-en-2-one, 8-(acetyloxy)-7-(3,4-dimethoxyphenyl)-5-methoxy-6-methyl-3-(2-propenyl)-, (1S-(6-endo,7-exo,8-syn))-

Kadsurenin L

CAS: 149438-61-9

Kadsurenin L is a neolignan originally isolated from Piper kadsura. It has a role as a platelet-activating factor receptor antagonist and a plant metabolite.

Formula: C₂₃H₂₈O₆

Color and Shape: Solid

Molecular weight: 400.46

Ref: TM-T70549