Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA003111
PROPERTIES
| NPAID | NPA003111 |
|---|---|
| CLUSTER ID | 18 |
| NODE ID | 18 |
| NAME | Arisugacin A |
| FORMULA | C28H32O8 |
| MOLECULAR WEIGHT (Da) | 496.5560 |
| ACCURATE MASS (Da) | 496.2097 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Penicillium |
| ORIGIN SPECIES | sp. FO-4259 |
| InChIKey | MIHBCQWIBJDVPX-JUDWXZBOSA-N |
| InChI | 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 |
| SMILES | 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 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kuno, Fumiyoshi; Shiomi, Kazuro; Otoguro, Kazuhiko; Sunazuka, Toshiaki; Omura, Satoshi Arisugacins A and B, novel and selective acetylcholinesterase inhibitors from Penicillium sp. FO-4259. II. Structure elucidation Journal of Antibiotics 1996 49 (8) 748-751. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.49.748 | PMID | 8823505 |
SYNTHESES
| CITATION 1 | Sunazuka T; Handa M; Nagai K; Shirahata T; Harigaya Y; Otoguro K; Kuwajima I; Omura S The first total synthesis of (+/-)-arisugacin A, a potent, orally bioavailable inhibitor of acetylcholinesterase. Organic Letters 2002 4 (3) 367-369. DOI: 10.1021/ol017046x PMID: 11820881 | ||
|---|---|---|---|
