5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one

CHEBI:141354 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An isoquinolinol that is 5-hydroxyisoquinolin-1(2H)-one which has been substituted at positions 4 and 8 by phenyl and methoxy groups, respectively. Isolated from the fermentation of an endophytic fungus Penicillium sp. R22 in Nerium indicum. It displayed weak antibacterial 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:24923 CHEBI:24923
CHEBI:35618 CHEBI:35618

Chemical structure

Computed structure properties
Molecular formula	C16H13NO3
Charge	0
Average mass	267.284 Da
Monoisotopic mass	267.08954 Da
Source	ChEBI
InChIKey	ZOITXTLCKPXXHV-UHFFFAOYSA-N

SMILES

COc1ccc(O)c2c(-c3ccccc3)cnc(=O)c12

InChI

InChI=1S/C16H13NO3/c1-20-13-8-7-12(18)14-11(9-17-16(19)15(13)14)10-5-3-2-4-6-10/h2-9,18H,1H3,(H,17,19)

Also called

8-methoxy-4-phenylisoquinoline-1,5-diol (EXACT_SYNONYM)— chebi
5-hydroxy-8-methoxy-4-phenyl-2H-isoquinolin-1-one (EXACT_SYNONYM)— chebi

Activity roles

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

CHEBI:35718 CHEBI:35718

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:141354`	5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one	`antibioticmech:chebi-5f4f301e80`	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.