Compound: eugenol
SMILES: O(c1c(O)ccc(c1)CC=C)C
InChIKey: RRAFCDWBNXTKKO-UHFFFAOYSA-N
Synonyms: eugenol, 97-53-0, 4-Allyl-2-methoxyphenol, 4-Allylguaiacol, Eugenic acid, Allylguaiacol, Caryophyllic acid, p-Eugenol, 2-Methoxy-4-prop-2-enylphenol, p-Allylguaiacol, Engenol, 2-Methoxy-4-allylphenol, Phenol, 2-methoxy-4-(2-propenyl)-, 2-Methoxy-4-(2-propenyl)phenol, 5-Allylguaiacol, Synthetic eugenol, 1,3,4-Eugenol, 2-methoxy-4-(prop-2-en-1-yl)phenol, 4-Allylcatechol-2-methyl ether, 1-Hydroxy-2-methoxy-4-allylbenzene, 2-Methoxy-1-hydroxy-4-allylbenzene, 4-Allyl-1-hydroxy-2-methoxybenzene, bioxeda, Phenol, 4-allyl-2-methoxy-, FEMA No. 2467, 4-Allylcatechol 2-methyl ether, 4-Hydroxy-3-methoxyallylbenzene, 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene, 1-allyl-4-hydroxy-3-methoxybenzene, 4-Hydroxy-3-methoxy-1-allylbenzene, 2-Hydroxy-5-allylanisole, 2-Methoxy-4-(2-propen-1-yl)phenol, NCI-C50453, Caryophillic acid, 2-Metoksy-4-allilofenol, FA 100, DTXSID9020617, NSC-8895, Eugenol (USP), Eugenol [USP], NSC-209525, CHEBI:4917, 3T8H1794QW, DTXCID90617, Dentek Eugenol, Teething Gel, Nuby Teething Gel, Red Cross Toothache, Eugenol 1518, RefChem:6433, AnaDent Childrens Kanka Gel, Eugenol Toothache Medication, Walgreens Natural Eugenol/Toothache Medication, Walgreens Natural Eugenol/toothache Medication With Cotton Pellets and Tweezers, 202-589-1, 1-Hydroxy-2-methoxy-4-propenylbenzene, Eugenol (natural), 1-Allyl-3-methoxy-4-hydroxybenzene, 4-allyl-2-methoxy-Phenol, MFCD00008654, NSC 209525, Phenol, 2-methoxy-4-(2-propen-1-yl)-, naturel, CHEMBL42710, 2-Methoxy-4-(3-propenyl)phenol, NCGC00091449-05, Eugenol [USAN], WLN: 1U2R DQ CO1, Caswell No. 456BC, FEMA Number 2467, CAS-97-53-0, CCRIS 306, HSDB 210, 2-Metoksy-4-allilofenol [Polish], SR-05000002043, EINECS 202-589-1, EPA Pesticide Chemical Code 102701, allylguaicol, BRN 1366759, natural, naturale, oogenol, phenylpropanoid, redistillation, fractionation,, animal feed, water white, UNII-3T8H1794QW, AI3-00086, alim ue, fami qs, ugenol,, eugenic acid,, clove,, Isolate,, US Pharmacopoeia, Eugenol BP, flash distillation, Eugenol CRS, 4-(2-Propenyl)-2-methoxyphenol, clove oil fraction, 12-(2-Cyanoethyl)-6,7,12,13-tetrahydro-13-methyl-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole; Goe 6976; 5,6,7,13-Tetrahydro-13-methyl-5-oxo-12H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-12-propanenitrile;, Eugenol (Standard), British Pharmacopoeia, clove oil terpeneless, eugenol for synthesis, 4-allyl-2methoxyphenol, 3s0e, EFEUF,, EUGENOL [VANDF], EUGENOL [FHFI], EUGENOL [HSDB], EUGENOL [IARC], 4-allyl 2-methoxyphenol, EUGENOL [FCC], EUGENOL [II], EUGENOL [MI], EUGENOL [MART.], Spectrum2_001264, Spectrum3_000646, Spectrum4_001783, Spectrum5_000425, EUGENOL [USP-RS], EUGENOL [WHO-DD], 4-Allyl-2-methoxyphenol;, bmse010053, Epitope ID:114091, Eugenol, puriss., 98%, EC 202-589-1, SCHEMBL20361, BSPBio_002251, KBioGR_002327, MLS000028901, SEUGE0001, BIDD:ER0696, DivK1c_000692, SPECTRUM1500296, SPBio_001228, EUGENOL [EP MONOGRAPH], GTPL2425, orb1309073, orb3139726, SCHEMBL4317663, EUGENOL [USP MONOGRAPH], SCHEMBL10339964, SCHEMBL10946373, SCHEMBL29364978, HMS502C14, HY-N0337R, KBio1_000692, KBio3_001471, 2-methoxy-4-prop-2-enyl-phenol, Eugenol, ReagentPlus(R), 99%, NSC8895, Eugenol, natural, >=98%, FG, NINDS_000692, Eugenol, >=98%, FCC, FG, HMS1920O08, HMS2091F09, HMS5083K18, HMS6019P07, Pharmakon1600-01500296, 2-methoxy-4-(2-propenyl) phenol, 2-methoxy-4-(2-propenyl)-phenol, HY-N0337, MSK21043, Tox21_111134, Tox21_202040, Tox21_300105, BBL027721, BDBM50164168, CCG-38827, EBC-12073, NSC209525, NSC757030, s4706, SBB012362, STL371304, 1-Allyl-4-hydroxy-3-methoxybenzene;, Eugenol, tested according to Ph.Eur., 3-(3-methoxy-4-hydroxyphenyl)propene, AKOS000121354, Tox21_111134_1, CS-7807, DB09086, FA12114, FS-2702, NSC-757030, SDCCGMLS-0066578.P001, IDI1_000692, Eugenol 1000 microg/mL in Acetonitrile, NCGC00091449-01, NCGC00091449-02, NCGC00091449-03, NCGC00091449-04, NCGC00091449-06, NCGC00091449-07, NCGC00091449-08, NCGC00091449-10, NCGC00253915-01, NCGC00259589-01, AC-34149, DA-63321, Eugenol, Vetec(TM) reagent grade, 98%, SMR000059114, ST069318, 2-methoxy-4-(2-propenyl)-, (Z)-phenol, SBI-0051381.P003, DB-261256, Eugenol, PESTANAL(R), analytical standard, A0232, NS00003629, EN300-16622, D04117, AB00051992_02, Eugenol, primary pharmaceutical reference standard, F050295, Q423357, Eugenol, certified reference material, TraceCERT(R), SR-05000002043-1, SR-05000002043-2, BRD-K32977963-001-01-9, BRD-K32977963-001-03-5, BRD-K32977963-001-05-0, Z56347226, EUGENOL (CONSTITUENT OF HOLY BASIL LEAF) [DSC], Eugenol, European Pharmacopoeia (EP) Reference Standard, F0001-2306, 2-methoxy-4-(prop-2-en-1-yl)phenol4-allyl-2-methoxyphenol, EUGENOL (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC], EUGENOL (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC], Eugenol, United States Pharmacopeia (USP) Reference Standard, Eugenol, Pharmaceutical Secondary Standard; Certified Reference Material, InChI=1/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H
Theoretical properties:
molecular_formula: C10H12O2
molecular_weight: 164.20 g/mol
exact_mass: 164.083729621 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 12
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless or pale yellow liquid
color: Colorless or pale yellow liquid
odor: Odor of cloves
boiling_point: 489 °F at 760 mmHg (NTP, 1992)
melting_point: 15.4 to 15.6 °F (NTP, 1992)
density: 1.0652 at 68 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 68 °F (NTP, 1992)
flash_point: 219 °F (NTP, 1992)
vapor_pressure: 0.01 mmHg at 68 °F ; 0.03 mmHg at 77 °F (NTP, 1992)
Descriptions:
pubchem: Eugenol is 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. It has a role as a sensitiser, a volatile oil component, an antibacterial agent, an analgesic, an antineoplastic agent, a flavouring agent, an EC 1.4.3.4 (monoamine oxidase) inhibitor, a voltage-gated sodium channel blocker, an anaesthetic, a radical scavenger, an allergen, an anti-inflammatory agent, an apoptosis inducer, a NF-kappaB inhibitor and a human blood serum metabolite. It is an alkenylbenzene, a monomethoxybenzene, a phenylpropanoid and a member of phenols. It is functionally related to a guaiacol.
chebi: A phenylpropanoid formally derived from guaiacol with an allyl chain substituted <em>para</em> 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.
chembl: EUGENOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 0.5.
wikipedia: Eugenol  is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. It is a colorless to pale yellow, aromatic oily liquid extracted from certain essential oils especially from clove, nutmeg, cinnamon, basil and bay leaf. It is present in concentrations of 80–90% in clove bud oil and at 82–88% in clove leaf oil. Containing eugenol, clove essential oil is obtained from unopened clove buds. Eugenol has a pleasant, spicy, clove-like scent. The name is derived from Eugenia caryophyllata, the former Linnean nomenclature term for cloves. The currently accepted name is Syzygium aromaticum.