isovanillin

CHEBI:193161 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase. — 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:22698 CHEBI:22698
CHEBI:25235 CHEBI:25235
CHEBI:33853 CHEBI:33853

Chemical structure

Computed structure properties
Molecular formula	C8H8O3
Charge	0
Average mass	152.149 Da
Monoisotopic mass	152.04734 Da
Source	ChEBI
InChIKey	JVTZFYYHCGSXJV-UHFFFAOYSA-N

SMILES

[H]C(=O)c1ccc(OC)c(O)c1

InChI

InChI=1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3

Also called

3-hydroxy-4-methoxybenzaldehyde (EXACT_SYNONYM)— chebi
3-hydroxy-p-anisaldehyde (EXACT_SYNONYM)— chebi
3-hydroxy-para-anisaldehyde (EXACT_SYNONYM)— chebi
5-formyl-2-methoxyphenol (EXACT_SYNONYM)— chebi
5-formylguaiacol (EXACT_SYNONYM)— chebi
iso-vanillin (EXACT_SYNONYM)— chebi
isovanilline (EXACT_SYNONYM)— chebi
m-hydroxy-p-methoxybenzaldehyde (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:621-59-0
knapsack:C00044826
metacyc.compound:CPD-8489
patent:EP0758639
reaxys:1073021
wikipedia.en:Isovanillin

Activity roles

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

CHEBI:35660 CHEBI:35660
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:193161`	isovanillin	`antibioticmech:chebi-bd5d197fc8`	2026-08-30

Mechanism summary

Mode of action: VIRAL_PROTEASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:35660 (HIV protease inhibitor). ChEBI asserts the role on the compound, but this mechanism belongs to an anti-viral activity while the record is filed as ANTIFUNGAL. Either the compound has both activities, or the filing is wrong — the priority table has put azole antifungals under ANTIBACTERIAL before now. A curator should decide which. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

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 2026-08-30 · 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.