CHEBI:195288 - xyloketal A

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ChEBI Name xyloketal A
ChEBI ID CHEBI:195288
Definition A xyloketal with formula C27H36O6. It was initially isolated from the mangrove fungus Xylaria sp. from the South China sea coast.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H36O6
Net Charge 0
Average Mass 456.579
Monoisotopic Mass 456.25119
InChI InChI=1S/C27H36O6/c1-13-10-28-25(4)19(13)7-16-22(31-25)17-8-20-14(2)12-30-27(20,6)33-24(17)18-9-21-15(3)11-29-26(21,5)32-23(16)18/h13-15,19-21H,7-12H2,1-6H3/t13-,14-,15-,19+,20+,21+,25+,26+,27+/m0/s1
InChIKey HFZTVRRNBDAJIS-PERNPGNGSA-N
SMILES [H][C@]12CC3=C(O[C@@]1(C)OC[C@@H]2C)C1=C(O[C@@]2(C)OC[C@H](C)[C@@]2([H])C1)C1=C3O[C@@]2(C)OC[C@H](C)[C@@]2([H])C1
Metabolite of Species Details
Xylaria sp. 2508 (NCBI:txid598750) See: PubMed
Roles Classification
Biological Role(s): 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.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via xyloketal )
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
(via xyloketal )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing xyloketal A (CHEBI:195288) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
xyloketal A (CHEBI:195288) is a organic heteroheptacyclic compound (CHEBI:52157)
xyloketal A (CHEBI:195288) is a xyloketal (CHEBI:195287)
IUPAC Name
(3R,3aR,5aR,8R,8aR,10aR,13R,13aR,15aR)-3,5a,8,10a,13,15a-hexamethyl-2,3,3a,7,8,8a,9,12,13,13a,14,15a-dodecahydro-4H,5aH,10aH-furo[2,3-b]bisfuro[3',2':5,6]pyrano[2,3-f:2',3'-h]chromene
Synonyms Sources
(−)-xyloketal A ChEBI
(3R,3aR,5aR,8R,8aR,10aR,13R,13aR,15aR)-3,5a,8,10a,13,15a-hexamethyl-2,3,3a,7,8,8a,9,12,13,13a,14,15a-dodecahydro-4H,5aH,10aH-trifuro[3,2-e:3,2-e':3,2-e'']benzo[1,6-b:3,2-b':5,4-b'']tripyran IUPAC
Citations Waiting for Citations Types Sources
11559170 PubMed citation Europe PMC
15307683 PubMed citation Europe PMC
15673266 PubMed citation Europe PMC
16468815 PubMed citation Europe PMC
16562908 PubMed citation Europe PMC
20481602 PubMed citation Europe PMC
29337674 PubMed citation Europe PMC
Last Modified
08 June 2023