AntibioticMech

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

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:195237 CHEBI:195237
• CHEBI:25235 CHEBI:25235
• CHEBI:26004 CHEBI:26004
• CHEBI:33853 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

Equivalent identifiers for this same structure in other resources.

• bpdb:2008
• cas:97-53-0
• chemspider:13876103
• drugcentral:4648
• foodb.food:FDB012171
• hmdb:HMDB0005809
• kegg.compound:C10453
• kegg.drug:D04117
• knapsack:C00000619
• lincs.smallmolecule:LSM-2720
• metacyc.compound:CPD-6481
• pdb-ccd:EOL
• reaxys:1366759
• wikipedia.en:Eugenol

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:4917	eugenol	antibioticmech:chebi-7f2a1033f4	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.