eugenol

CHEBI:4917 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A phenylpropanoid formally derived from guaiacol with an allyl chain substituted para to the hydroxy group. It is a major component of clove essential oil, and exhibits antibacterial, analgesic and antioxidant properties. It has been widely used in dentistry to treat toothache and pulpitis. — 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:195237
Label unavailable CHEBI:25235
Label unavailable CHEBI:26004
Label unavailable CHEBI:33853

Chemical structure

Computed structure properties
Molecular formula	C10H12O2
Charge	0
Average mass	164.204 Da
Monoisotopic mass	164.08373 Da
Source	ChEBI
InChIKey	RRAFCDWBNXTKKO-UHFFFAOYSA-N

SMILES

C=CCc1ccc(O)c(OC)c1

InChI

InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3

Also called

2-methoxy-4-(prop-2-en-1-yl)phenol (EXACT_SYNONYM)— chebi
1,3,4-Eugenol (EXACT_SYNONYM)— chebi
1-Hydroxy-2-methoxy-4-allylbenzene (EXACT_SYNONYM)— chebi
1-Hydroxy-2-methoxy-4-prop-2-enylbenzene (EXACT_SYNONYM)— chebi
1-Hydroxy-2-methoxy-4-propenylbenzene (EXACT_SYNONYM)— chebi
1-allyl-3-methoxy-4-hydroxybenzene (EXACT_SYNONYM)— chebi
1-allyl-4-hydroxy-3-methoxybenzene (EXACT_SYNONYM)— chebi
2-Hydroxy-5-allylanisole (EXACT_SYNONYM)— chebi
2-Methoxy-1-hydroxy-4-allylbenzene (EXACT_SYNONYM)— chebi
2-Methoxy-4-(2-propen-1-yl)phenol (EXACT_SYNONYM)— chebi
2-Methoxy-4-(2-propenyl)phenol (EXACT_SYNONYM)— chebi
2-Methoxy-4-allylphenol (EXACT_SYNONYM)— chebi
2-Methoxy-4-prop-2-enylphenol (EXACT_SYNONYM)— chebi
2-methoxy-4-prop-2-enyl-phenol (EXACT_SYNONYM)— chebi
2-méthoxy-4-(2-propèn-1-yl)phénol (EXACT_SYNONYM)— chebi
4-Allyl-1-hydroxy-2-methoxybenzene (EXACT_SYNONYM)— chebi
4-Allyl-2-methoxyphenol (EXACT_SYNONYM)— chebi
4-Allylcatechol-2-methyl ether (EXACT_SYNONYM)— chebi
4-Allylguaiacol (EXACT_SYNONYM)— chebi
4-Hydroxy-3-methoxy-1-allylbenzene (EXACT_SYNONYM)— chebi
4-allyl-2-methoxyphenol (EXACT_SYNONYM)— chebi
Allylguaiacol (EXACT_SYNONYM)— chebi
Caryophyllic acid (EXACT_SYNONYM)— chebi
Eugenic acid (EXACT_SYNONYM)— chebi
Eugenol (EXACT_SYNONYM)— chebi
p-Allylguaiacol (EXACT_SYNONYM)— chebi
p-Eugenol (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.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

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

wikipedia.en:Eugenol

Activity roles

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

antibacterial agent 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:4917`	eugenol	`antibioticmech:chebi-7f2a1033f4`	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
RESEEDED_FROM_SOURCES 2026-09-10 · 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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