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arisugacin A |
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CHEBI:65435 |
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An organic heterotetracyclic compound that is 4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-benzo[f]pyrano[4,3-b]chromene-1,11(5H)-dione substituted by 3,4-dimethoxyphenyl group at position 9 (the 4aR,6aR,12aS,12bS steroisomer). Isolated from the culture broth of Penicillium, it acts as a selective inhibitor of acetylcholinesterase. |
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This entity has been manually annotated by the ChEBI Team.
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Molfile
XML
SDF
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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 |
MIHBCQWIBJDVPX-JUDWXZBOSA-N |
COc1ccc(cc1OC)-c1cc2O[C@]3(C)CC[C@@]4(O)C(C)(C)C=CC(=O)[C@]4(C)[C@@]3(O)Cc2c(=O)o1 |
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Penicillium
(NCBI:txid5073)
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of strain
FO 4259
See:
PubMed
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Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
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View more via ChEBI Ontology
(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- benzo[f]pyrano[4,3- b]chromene- 1,11(5H)- dione
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7450892
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Reaxys Registry Number
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Reaxys
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7649881
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PubMed citation
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Europe PMC
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