deoxyherqueinone

CHEBI:145901 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An organic heterotetracyclic compound that is 8,9-dihydro-4H-phenaleno[1,2-b]furan substituted by methyl groups at positions 1,8,8 and 9R, hydroxy groups at positions 3,4 and 7, methoxy group at position 5 and oxo group at position 6. It is isolated from the soil fungus, Penicillium herquei. — 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:26188 CHEBI:26188
CHEBI:33853 CHEBI:33853
CHEBI:38163 CHEBI:38163
CHEBI:51689 CHEBI:51689

Chemical structure

Computed structure properties
Molecular formula	C20H20O6
Charge	0
Average mass	356.374 Da
Monoisotopic mass	356.12599 Da
Source	ChEBI
InChIKey	VZWSSCQUCMSKLE-MRVPVSSYSA-N

SMILES

COC1=C(O)c2c(O)cc(C)c3c4c(c(O)c(c23)C1=O)C(C)(C)[C@@H](C)O4

InChI

InChI=1S/C20H20O6/c1-7-6-9(21)11-12-10(7)18-14(20(3,4)8(2)26-18)15(22)13(12)17(24)19(25-5)16(11)23/h6,8,21-23H,1-5H3/t8-/m1/s1

Also called

(9R)-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-8,9-dihydro-6H-phenaleno[1,2-b]furan-6-one (EXACT_SYNONYM)— chebi
(+)-deoxyherqueinone (EXACT_SYNONYM)— chebi
(9R)-8,9-dihydro-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-6H-phenaleno[1,2-b]furan-6-one (EXACT_SYNONYM)— chebi
(R)-8,9-dihydro-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-6H-phenaleno[1,2-b]furan-6-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:20887-73-4

Activity roles

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

CHEBI:33282 CHEBI:33282

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:145901`	deoxyherqueinone	`antibioticmech:chebi-ee64a2f94d`	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.