CHEBI:67547 - α-mangostin

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ChEBI Name α-mangostin
ChEBI ID CHEBI:67547
ChEBI ASCII Name alpha-mangostin
Definition A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H26O6
Net Charge 0
Average Mass 410.466
Monoisotopic Mass 410.17294
InChI InChI=1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3
InChIKey GNRIZKKCNOBBMO-UHFFFAOYSA-N
SMILES COC1=C(CC=C(C)C)C2=C(OC3=CC(O)=C(CC=C(C)C)C(O)=C3C2=O)C=C1O
Metabolite of Species Details
Cratoxylum cochinchinense (NCBI:txid271749) Found in stem (BTO:0001300). Methanolic extract of dried and ground stems See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing α-mangostin (CHEBI:67547) has role antimicrobial agent (CHEBI:33281)
α-mangostin (CHEBI:67547) has role antineoplastic agent (CHEBI:35610)
α-mangostin (CHEBI:67547) has role antioxidant (CHEBI:22586)
α-mangostin (CHEBI:67547) has role plant metabolite (CHEBI:76924)
α-mangostin (CHEBI:67547) is a aromatic ether (CHEBI:35618)
α-mangostin (CHEBI:67547) is a phenols (CHEBI:33853)
α-mangostin (CHEBI:67547) is a xanthones (CHEBI:51149)
IUPAC Name
1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
Synonyms Sources
1,3,6-trihydroxy-7-methoxy-2,8-diprenylxanthone HMDB
mangostin ChemIDplus
Manual Xrefs Databases
4444969 ChemSpider
C00002963 KNApSAcK
C10080 KEGG COMPOUND
CN101612147 Patent
CN102670581 Patent
FDB014546 FooDB
HMDB0035796 HMDB
Mangostin Wikipedia
MKS PDBeChem
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Registry Numbers Types Sources
362302 Reaxys Registry Number Reaxys
6147-11-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20380307 PubMed citation Europe PMC
21428375 PubMed citation Europe PMC
22832848 PubMed citation Europe PMC
22982495 PubMed citation Europe PMC
23232053 PubMed citation Europe PMC
24273861 PubMed citation Europe PMC
26310724 PubMed citation Europe PMC
30771603 PubMed citation Europe PMC
Last Modified
28 May 2021