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.
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
Equivalent identifiers for this same structure in other resources.
- cas:6147-11-1
- chemspider:4444969
- foodb.food:FDB014546
- hmdb:HMDB0035796
- kegg.compound:C10080
- knapsack:C00002963
- patent:CN101612147
- patent:CN102670581
- pdb-ccd:MKS
- reaxys:362302
- wikipedia.en:Mangostin
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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 |
— |
Francisella tularensis |
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
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).
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 |
— |
Yersinia pestis |
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
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.