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.

Label unavailable CHEBI:22698
Label unavailable CHEBI:25235
Label unavailable 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

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

HIV protease inhibitor CHEBI:35660
antifungal agent 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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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