macluraxanthone C

CHEBI:66650 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 5 and 6, a dimethylallyl group at position 2 and a prenyl group at position 4. Isolated from Maclura tinctoria and Cudrania tricuspidata, it exhibits anti-HIV and antineoplastic activity. — 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.

CHEBI:33853 CHEBI:33853
CHEBI:51149 CHEBI:51149

Chemical structure

Computed structure properties
Molecular formula	C23H24O6
Charge	0
Average mass	396.439 Da
Monoisotopic mass	396.15729 Da
Source	ChEBI
InChIKey	INSDJDFCZJWKAI-UHFFFAOYSA-N

SMILES

C=CC(C)(C)c1c(O)c(CC=C(C)C)c2oc3c(O)c(O)ccc3c(=O)c2c1O

InChI

InChI=1S/C23H24O6/c1-6-23(4,5)16-18(26)13(8-7-11(2)3)21-15(20(16)28)17(25)12-9-10-14(24)19(27)22(12)29-21/h6-7,9-10,24,26-28H,1,8H2,2-5H3

Also called

1,3,5,6-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-4-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one (EXACT_SYNONYM)— chebi
2-(1,1-dimethyl-allyl)-1,3,5,6-tetrahydroxy-4-(3-methyl-but-2-enyl)-xanthen-9-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:8735066

Activity roles

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

CHEBI:64946 CHEBI:64946

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:66650`	macluraxanthone C	`antibioticmech:chebi-1869d0e9c9`	2026-08-30

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

Provenance

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