Eugenol

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Eugenol are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Eugenol?

The molecule Eugenol presents a molecular formula of C23H32O3 and its IUPAC name is 2-methoxy-4-prop-2-enylphenol.

Eugenol is a natural compound found in a variety of plants, including cloves, cinnamon, basil, and nutmeg. It is a yellowish, oily liquid with a spicy, sweet, and pungent aroma. Eugenol is commonly used as a flavor and fragrance agent in food, beverages, and personal care products, as well as in perfumes, soaps, and candles..

Eugenol has a number of medicinal properties and has been used for centuries in traditional medicine to treat a wide range of ailments. It has anti-inflammatory, analgesic, and antiseptic properties and is commonly used as a natural pain reliever. It is also used to treat toothaches, sore gums, and mouth ulcers, and has been used in dentistry as a local anesthetic and antimicrobial agent..

Eugenol has been shown to have antioxidant properties and may be beneficial in reducing the risk of certain diseases, such as heart disease and cancer. It has also been studied for its potential role in reducing anxiety and improving cognitive function..

Eugenol is generally considered safe when used in small amounts, but it can cause side effects in some people, such as allergic reactions and skin irritation. It should be used with caution in people who are allergic to cloves or other plants that contain eugenol..

Summary

From all the above, this molecule is a natural compound found in a variety of plants and is commonly used as a flavor and fragrance agent in food, beverages, and personal care products. It has a number of medicinal properties and has been used in traditional medicine to treat a wide range of ailments. Eugenol has antioxidant properties and may be beneficial in reducing the risk of certain diseases and improving cognitive function. It is generally considered safe when used in small amounts, but it can cause side effects in some people and should be used with caution in those who are allergic to cloves or other plants that contain eugenol..

3D structure

Cartesian coordinates

Geometry of Eugenol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Eugenol RSEPBGGWRJCQGY-RBRWEJTLSA-N chemical compound 2D structure molecule svg
Eugenol

 

Molecule descriptors

 
IUPAC name2-methoxy-4-prop-2-enylphenol
InChI codeInChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1
InChI KeyRSEPBGGWRJCQGY-RBRWEJTLSA-N
SMILESCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@]12C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 1,3,4-Eugenol
  • 1-Allyl-3-methoxy-4-hydroxybenzene
  • 1-Hydroxy-2-methoxy-4-allylbenzene
  • 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene
  • 1-allyl-4-hydroxy-3-methoxybenzene
  • 2-Hydroxy-5-allylanisole
  • 2-Methoxy-1-hydroxy-4-allylbenzene
  • 2-Methoxy-4-(2-propen-1-yl)phenol
  • 2-Methoxy-4-(2-propenyl)phenol
  • 2-Methoxy-4-(3-propenyl)phenol
  • 2-Methoxy-4-allylphenol
  • 2-Methoxy-4-prop-2-enylphenol
  • 2-Metoksy-4-allilofenol
  • 2-methoxy-4-(prop-2-en-1-yl)phenol
  • 2-methoxy-4-(prop-2-en-1-yl)phenol4-allyl-2-methoxyphenol
  • 3-(3-methoxy-4-hydroxyphenyl)propene
  • 38219-15-7
  • 3T8H1794QW
  • 3s0e
  • 4-(2-Propenyl)-2-methoxyphenol
  • 4-Allyl-1-hydroxy-2-methoxybenzene
  • 4-Allyl-2-methoxyphenol
  • 4-Allylcatechol 2-methyl ether
  • 4-Allylcatechol-2-methyl ether
  • 4-Allylguaiacol
  • 4-Hydroxy-3-methoxy-1-allylbenzene
  • 4-Hydroxy-3-methoxyallylbenzene
  • 4-allyl-2-methoxy-Phenol
  • 4-allyl-2methoxyphenol
  • 5-Allylguaiacol
  • 97-53-0
  • A0232
  • A845719
  • AB00051992_02
  • AC-34149
  • AI3-00086
  • Allylguaiacol
  • BBL027721
  • BDBM50164168
  • BIDD:ER0696
  • BRN 1366759
  • BSPBio_002251
  • CCG-38827
  • CCRIS 306
  • CS-7807
  • Caryophillic acid
  • Caryophyllic acid
  • Caswell No. 456BC
  • D04117
  • DB09086
  • DSSTox_CID_617
  • DSSTox_GSID_20617
  • DSSTox_RID_75693
  • DivK1c_000692
  • EC 202-589-1
  • EPA Pesticide Chemical Code 102701
  • Engenol
  • Epitope ID:114091
  • Eugenic acid
  • Eugenol
  • Eugenol, tested according to Ph.Eur.
  • Eugenol,(S)
  • F0001-2306
  • FA 100
  • FEMA No. 2467
  • FEMA Number 2467
  • FS-2702
  • FT-0615974
  • GTPL2425
  • HMS1920O08
  • HMS2091F09
  • HMS502C14
  • HSDB 210
  • HY-N0337
  • IDI1_000692
  • KBio1_000692
  • KBio3_001471
  • KBioGR_002327
  • MFCD00008654
  • MLS000028901
  • N1805
  • NCGC00091449-01
  • NCGC00091449-02
  • NCGC00091449-03
  • NCGC00091449-04
  • NCGC00091449-05
  • NCGC00091449-06
  • NCGC00091449-07
  • NCGC00091449-08
  • NCGC00091449-10
  • NCGC00253915-01
  • NCGC00259589-01
  • NCI-C50453
  • NINDS_000692
  • NSC 209525
  • NSC-209525
  • NSC-757030
  • NSC-8895
  • NSC209525
  • NSC757030
  • NSC8895
  • Pharmakon1600-01500296
  • Phenol, 2-methoxy-4-(2-propen-1-yl)-
  • Phenol, 2-methoxy-4-(2-propen-1-yl)-, homopolymer
  • Phenol, 2-methoxy-4-(2-propenyl)-
  • Phenol, 4-allyl-2-methoxy-
  • Q-201105
  • Q423357
  • SBI-0051381.P003
  • SDCCGMLS-0066578.P001
  • SMR000059114
  • SPECTRUM1500296
  • SR-05000002043
  • SR-05000002043-1
  • SR-05000002043-2
  • STL371304
  • Synthetic eugenol
  • WLN: 1U2R DQ CO1
  • bioxeda
  • bmse010053
  • dentogum
  • eugenol
  • p-Eugenol
  • s4706

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1411
  • CAS-97-53-0
  • UNII-3T8H1794QW
  • AKOS000121354
  • BRD-K32977963-001-01-9
  • BRD-K32977963-001-03-5
  • DTXSID9020617
  • CHEMBL42710
  • CHEBI:4917
  • Tox21_111134
  • Tox21_202040
  • Tox21_300105
  • Tox21_111134_1
  • EINECS 202-589-1
  • SPBio_001228
  • SCHEMBL20361
  • Spectrum2_001264
  • Spectrum3_000646
  • Spectrum4_001783
  • Spectrum5_000425

Physico-Chemical properties

IUPAC name2-methoxy-4-prop-2-enylphenol
Molecular formulaC23H32O3
Molecular weight356.498
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity105.19
LogP5.4
Topological polar surface area46.5

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.