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Arisugacin A
Names
Preferred IUPAC name
(4aR ,6aR ,12aS ,12bS )-9-(3,4-Dimethoxyphenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H ,11H -naphtho[2,1-b ]pyrano[3,4-e ]pyran-1,11(5H )-dione
Identifiers
167114-89-8[1] N
3D model (JSmol )
ChEBI
ChEMBL
ChemSpider
InChI=1S/C28H32O8/c1-24(2)10-9-22(29)26(4)27(24,31)12-11-25(3)28(26,32)15-17-20(36-25)14-19(35-23(17)30)16-7-8-18(33-5)21(13-16)34-6/h7-10,13-14,31-32H,11-12,15H2,1-6H3/t25-,26+,27-,28-/m1/s1
Key: MIHBCQWIBJDVPX-JUDWXZBOSA-N
InChI=1/C28H32O8/c1-24(2)10-9-22(29)26(4)27(24,31)12-11-25(3)28(26,32)15-17-20(36-25)14-19(35-23(17)30)16-7-8-18(33-5)21(13-16)34-6/h7-10,13-14,31-32H,11-12,15H2,1-6H3/t25-,26+,27-,28-/m1/s1
Key: MIHBCQWIBJDVPX-JUDWXZBOBZ
C[C@@]12CC[C@@]3([C@@]([C@]1(CC4=C(O2)C=C(OC4=O)C5=CC(=C(C=C5)OC)OC)O)(C(=O)C=CC3(C)C)C)O
Properties
C 28 H 32 O 8
Molar mass
496.556 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Arisugacin A is an orally-active acetylcholinesterase inhibitor .[2]
References [ ]
^ "KNApSAcK Metabolite Information - C00016246" . www.knapsackfamily.com .
^ Sunazuka, T; Handa, M; Nagai, K; Shirahata, T; Harigaya, Y; Otoguro, K; Kuwajima, I; Omura, S (2002). "The first total synthesis of (+/-)-arisugacin A, a potent, orally bioavailable inhibitor of acetylcholinesterase". Organic Letters . 4 (3): 367–9. doi :10.1021/ol017046x . PMID 11820881 .
Enzyme (modulators )
Transporter (modulators )
Release (modulators )
Inhibitors
SNAP-25 inactivators: Botulinum toxin (A , , )
VAMP inactivators: Botulinum toxin (, , , )
Enhancers
LPHN agonists: α-Latrotoxin
See also: Receptor/signaling modulators • Muscarinic acetylcholine receptor modulators • Nicotinic acetylcholine receptor modulators
Categories :
Lactones Acetylcholinesterase inhibitors Methoxy compounds Organic compound stubs Hidden categories:
Articles without KEGG source Articles without UNII source Chembox CAS registry number not linked Articles with changed CASNo identifier Pages using collapsible list with both background and text-align in titlestyle Articles containing unverified chemical infoboxes Articles with short description Short description matches Wikidata All stub articles