α-mangostin

CHEBI:67547 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:33853
Label unavailable CHEBI:35618
Label unavailable CHEBI:51149

Chemical structure

Computed structure properties
Molecular formula	C24H26O6
Charge	0
Average mass	410.466 Da
Monoisotopic mass	410.17294 Da
Source	ChEBI
InChIKey	GNRIZKKCNOBBMO-UHFFFAOYSA-N

SMILES

COc1c(O)cc2oc3cc(O)c(CC=C(C)C)c(O)c3c(=O)c2c1CC=C(C)C

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

Also called

1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one (EXACT_SYNONYM)— chebi
1,3,6-trihydroxy-7-methoxy-2,8-diprenylxanthone (EXACT_SYNONYM)— chebi
mangostin (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:67547`	α-mangostin	`antibioticmech:chebi-41c0f5c49f`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Francisella tularensis NCBITaxon:263

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
IC50	7.7e+3 nM	FabZ Inhibition Assay The enzymatic activities of FtFabZ and YpFabZ were determined via the reportedspectrophotometric method using the substrate analogue crotonoyl-CoA.7 Initial reaction velocities were determined by monitoring the decreasing absorbance at 280 nm, resulting from the conversion of crotonoyl-CoA to beta-hydroxybutyryl-CoA. The conversion of hydroxybutyryl-CoA to crotonoyl-CoA was not used in our assay. An extinction coefficient of 3600 s-1 cm-1, corresponding to the hydration of the enoyl double bond, was used to convert absorbance readings to substrate concentrations.20 Reactions were performed using a Beckman-Coulter DU730 UV/vis spectrophotometer. Reaction volumes of 100 uL were prepared in a buffer solution consisting of 2.0 ug of FtFabZ or 0.5 ug of YpFabZ, 20 mM Tris, pH 7.0. Allreactions were performed at 25 C. Inhibition reactions for IC50 calculations wereperformed under similar conditions with a fixed concentration of 100 uM crotonoyl-CoA.	`RSID 327927` `assay 7209_1` `monomer 50214969`	`PMID:26818694`

Organism-specific examples
Protein	Gene	Organism	Entry
3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ `UniProtKB:A0A0E3A638` BindingDB target chain 1	—	Francisella tularensis `NCBITaxon:263`	UNREVIEWED

PMID:26818694 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ [1-175] PROTEIN MEASURED_TARGET_ASSOCIATION

Yersinia pestis NCBITaxon:632

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
IC50	6.1e+3 nM	FabZ Inhibition Assay The enzymatic activities of FtFabZ and YpFabZ were determined via the reportedspectrophotometric method using the substrate analogue crotonoyl-CoA.7 Initial reaction velocities were determined by monitoring the decreasing absorbance at 280 nm, resulting from the conversion of crotonoyl-CoA to beta-hydroxybutyryl-CoA. The conversion of hydroxybutyryl-CoA to crotonoyl-CoA was not used in our assay. An extinction coefficient of 3600 s-1 cm-1, corresponding to the hydration of the enoyl double bond, was used to convert absorbance readings to substrate concentrations.20 Reactions were performed using a Beckman-Coulter DU730 UV/vis spectrophotometer. Reaction volumes of 100 uL were prepared in a buffer solution consisting of 2.0 ug of FtFabZ or 0.5 ug of YpFabZ, 20 mM Tris, pH 7.0. Allreactions were performed at 25 C. Inhibition reactions for IC50 calculations wereperformed under similar conditions with a fixed concentration of 100 uM crotonoyl-CoA.	`RSID 327923` `assay 7209_1` `monomer 50214969`	`PMID:26818694`

Organism-specific examples
Protein	Gene	Organism	Entry
3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ `UniProtKB:B1JQH1` BindingDB target chain 1	—	Yersinia pestis `NCBITaxon:632`	REVIEWED

PMID:26818694 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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