CHEBI:132868 - cyclomorusin A

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ChEBI Name cyclomorusin A
ChEBI ID CHEBI:132868
Definition An extended flavonoid that is cyclomulberrin in which the hydroxy group at position 10 has undergone oxidative cyclisation to position 3 of the 3-methylbut-2-en-1-yl substituent, with migration of the double bond into conjugation with the aromatic ring. It is a moderate inhibitor of acetylcholinesterase (IC50 = 16.2 - 36.6 μM), and a strong inhibitor of platelet-activating factor (PAF; 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) induced platelet aggregation.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C25H22O6
Net Charge 0
Average Mass 418.440
Monoisotopic Mass 418.14164
InChI InChI=1S/C25H22O6/c1-12(2)9-19-21-22(28)20-16(27)11-18-15(7-8-25(3,4)31-18)23(20)30-24(21)14-6-5-13(26)10-17(14)29-19/h5-11,19,26-27H,1-4H3
InChIKey GDQXJMLXEYSICD-UHFFFAOYSA-N
SMILES O1C=2C3=C(OC(C=C3)(C)C)C=C(O)C2C(=O)C=4C(OC5=C(C14)C=CC(O)=C5)C=C(C)C
Metabolite of Species Details
Morus alba var. atropurpurea (NCBI:txid1453101) Found in twig (BTO:0001411). See: PubMed
Artocarpus altilis (NCBI:txid194251) Found in root (BTO:0001188). Isolated from root cortex See: PubMed
Morus lhou (NCBI:txid226896) Found in bark (BTO:0001301). Isolated from the stem bark See: PubMed
Ficus hirta (NCBI:txid309429) Found in root (BTO:0001188). See: PubMed
Morus alba (NCBI:txid3498) Found in root (BTO:0001188). Isolated from the root bark See: PubMed
Morus australis (NCBI:txid66392) Found in root (BTO:0001188). Isolated from the root bark See: PubMed
Morus bombycis (NCBI:txid66393) Found in root (BTO:0001188). Isolated from the root bark See: PubMed
Morus nigra (NCBI:txid85232) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
EC 1.14.18.1 (tyrosinase) inhibitor
Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
Application(s): platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cyclomorusin A (CHEBI:132868) has functional parent cyclomulberrin (CHEBI:132869)
cyclomorusin A (CHEBI:132868) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
cyclomorusin A (CHEBI:132868) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
cyclomorusin A (CHEBI:132868) has role plant metabolite (CHEBI:76924)
cyclomorusin A (CHEBI:132868) has role platelet aggregation inhibitor (CHEBI:50427)
cyclomorusin A (CHEBI:132868) is a cyclic ketone (CHEBI:3992)
cyclomorusin A (CHEBI:132868) is a extended flavonoid (CHEBI:71037)
cyclomorusin A (CHEBI:132868) is a organic heteropentacyclic compound (CHEBI:38164)
cyclomorusin A (CHEBI:132868) is a polyphenol (CHEBI:26195)
IUPAC Name
6,11-dihydroxy-3,3-dimethyl-8-(2-methylprop-1-en-1-yl)-3H,7H,8H-chromeno[4,3-b]pyrano[2,3-h]chromen-7-one
Synonym Source
cyclomorusin ChemIDplus
Registry Numbers Types Sources
1442991 Reaxys Registry Number Reaxys
62596-34-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12648543 PubMed citation Europe PMC
12662107 PubMed citation Europe PMC
15884809 PubMed citation Europe PMC
15885940 PubMed citation Europe PMC
17396934 PubMed citation Europe PMC
17405024 PubMed citation Europe PMC
18330242 PubMed citation Europe PMC
18608767 PubMed citation Europe PMC
19149258 PubMed citation Europe PMC
21434689 PubMed citation Europe PMC
22145117 PubMed citation Europe PMC
24381530 PubMed citation Europe PMC
24494557 PubMed citation Europe PMC
25981820 PubMed citation Europe PMC
7903365 PubMed citation Europe PMC
8435100 PubMed citation Europe PMC
Last Modified
25 August 2016