55038-27-2

Usage

Uses

Sarcophine is an inhibitor of acetylcholine esterase and ATPase.

InChI:InChI=1/C20H28O3/c1-13-6-5-11-20(4)18(23-20)10-8-14(2)12-17-16(9-7-13)15(3)19(21)22-17/h6,12,17-18H,5,7-11H2,1-4H3/b13-6+,14-12+/t17-,18-,20-/m0/s1

Upstream product

• 65817-46-1 (2S,7S,8S)-sarcophytoxide 

Downstream Products

• 99647-44-6 7β,8α-dihydroxy-deepoxysarcophine 
• 99647-47-9 7β-hydroxy-Δ⁸⁽¹⁹⁾-deepoxysarcophine 
• 99647-41-3 (8S)-7-oxo-deepoxysarcophine 
• 878665-07-7 8-methoxy-7-hydroxy-deepoxysarcophine 
• 99647-52-6 (E)-(1R,8S,13S)-1,5,10,14-Tetramethyl-7,18-dioxa-tricyclo[11.4.1.0^4,8]octadeca-4,9,14-trien-6-one 
• 99647-52-6 (E)-(1S,8S,13S)-1,5,10,14-Tetramethyl-7,18-dioxa-tricyclo[11.4.1.0^4,8]octadeca-4,9,14-trien-6-one 
• 392696-43-4 (8R)-7-oxo-deepoxysarcophine 
• 99647-43-5 7β-acetoxy-8α-hydroxy-deepoxysarcophine 
• 99647-42-4 7β-hydroxy-8α-acetoxy-deepoxysarcophine 

Relevant academic research and scientific papers

DEOXOSARCOPHINE FROM A SOFT CORAL, SARCOPHYTON SP.

A sample of deoxosarcophine (2) was converted into sarcophine (1) by autoxidation.Two reactions are described that will enable the enantiomers of deoxosarcophine to be interrelated.

Marine Terpenes and Terpenoids. 12. Autoxidation of Dihydrofuranocembranoids

Dihydrofuranocembranoids 16-deoxosarcophine (1), sarcophytonin A (3) and sarcophytonin C (5), isolated from Sarcophyton sp. soft coral, afforded the butenolides sarcophine (2), sarcophytonin B (4) and sarcophytonin D (6), respectively, during storage. 16-Deoxosarcophine (1) when subjected to autoxidation in CHCl3 at room temperature for ten days afforded 2 and epimers of hydroperoxy-γ-ylidenebutenolides (8a and 8b) as major products, and a furan (7) and epimers of hydroxy-γ-ylidenebutenolides (9a and 9b) as minor products.The furan 7 decomposed further giving the butenolides 8a,b and 9a,b.The autoxidation process was interpreted as being initiated by the formation of the C-16 hydroperoxide 11 which gives the butenolide 2, and the furan 7 which subsequently reacts with singlet oxygen leading to the γ-ylidenebutenolides 8a, 8b, 9a and 9b.