(R)-4''-methoxydalbergione

CHEBI:66703 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A member of the class of 1,4-benzoquinones that is p-benzoquinone substituted by a methoxy group at position 2 and a 1-phenylallyl group at position 5. Isolated from the heartwood of Dalbergia louveli, it exhibits antiplasmodial 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:132124 CHEBI:132124
CHEBI:47985 CHEBI:47985

Chemical structure

Computed structure properties
Molecular formula	C16H14O3
Charge	0
Average mass	254.285 Da
Monoisotopic mass	254.09429 Da
Source	ChEBI
InChIKey	RGSUZUQISVAJJF-GFCCVEGCSA-N

SMILES

C=C[C@@H](C1=CC(=O)C(OC)=CC1=O)c1ccccc1

InChI

InChI=1S/C16H14O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-10,12H,1H2,2H3/t12-/m1/s1

Also called

2-methoxy-5-[(1R)-1-phenylprop-2-en-1-yl]cyclohexa-2,5-diene-1,4-dione (EXACT_SYNONYM)— chebi
(R)-4-methoxydalbergione (EXACT_SYNONYM)— chebi
2-methoxy-5-(1-phenylallyl)-4-benzoquinone (EXACT_SYNONYM)— chebi
2-methoxy-5-(1-phenylallyl)-p-benzoquinone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:28396-75-0
cas:4646-86-0
kegg.compound:C10505
knapsack:C00002549
reaxys:2054297

Activity roles

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

CHEBI:64915 CHEBI:64915

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:66703`	(R)-4''-methoxydalbergione	`antibioticmech:chebi-541bc9955a`	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.