Ketcher 06082113062D 1   1.00000     0.00000     0

 12 12  0     0  0            999 V2000
   18.0711  -17.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0711  -16.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9371  -17.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2052  -17.6279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9371  -15.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2052  -15.6282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8029  -17.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2052  -18.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8029  -16.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6689  -17.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5357  -17.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4025  -17.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  2  0     0  0
  1  4  1  0     0  0
  2  5  2  0     0  0
  2  6  1  0     0  0
  3  7  1  0     0  0
  4  8  1  0     0  0
  5  9  1  0     0  0
  7  9  2  0     0  0
  7 10  1  0     0  0
 10 11  1  0     0  0
 11 12  2  0     0  0
M  END
> <ID>
CHEBI:4917

> <NAME>
eugenol

> <DEFINITION>
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.

> <STAR>
3

> <SYNONYM>
p-Eugenol; p-Allylguaiacol; Eugenol; eugenol; Eugenic acid; Caryophyllic acid; Allylguaiacol; 4-Hydroxy-3-methoxy-1-allylbenzene; 4-Allylguaiacol; 4-Allylcatechol-2-methyl ether; 4-allyl-2-methoxyphenol; 4-Allyl-2-methoxyphenol; 4-Allyl-1-hydroxy-2-methoxybenzene; 2-Methoxy-4-prop-2-enylphenol; 2-methoxy-4-prop-2-enyl-phenol; 2-Methoxy-4-allylphenol; 2-Methoxy-4-(2-propenyl)phenol; 2-methoxy-4-(2-propen-1-yl)phenol; 2-Methoxy-4-(2-propen-1-yl)phenol; 2-Methoxy-1-hydroxy-4-allylbenzene; 2-Hydroxy-5-allylanisole; 1-Hydroxy-2-methoxy-4-propenylbenzene; 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene; 1-Hydroxy-2-methoxy-4-allylbenzene; 1-allyl-4-hydroxy-3-methoxybenzene; 1-allyl-3-methoxy-4-hydroxybenzene; 1,3,4-Eugenol

> <IUPAC_NAME>
2-methoxy-4-(prop-2-en-1-yl)phenol

> <FORMULA>
C10H12O2

> <MASS>
164.204

> <MONOISOTOPIC_MASS>
164.08373

> <CHARGE>
0

> <SMILES>
COC1=CC(CC=C)=CC=C1O

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

> <INCHIKEY>
RRAFCDWBNXTKKO-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1366759

> <CAS_REGISTRY_NUMBER>
97-53-0

> <REAXYS_REGISTRY_NUMBER>
1366759

> <CHEMIDPLUS>
97-53-0

> <KEGG_COMPOUND_ACCESSION>
C10453

> <KEGG_DRUG_ACCESSION>
D04117

> <KNAPSACK_ACCESSION>
C00000619

> <LINCS_ACCESSION>
LSM-2720

> <METACYC_ACCESSION>
CPD-6481

> <NIST_CHEMISTRY_WEBBOOK>
97-53-0

> <PDBECHEM_ACCESSION>
EOL

> <WIKIPEDIA_ACCESSION>
Eugenol

> <PUBMED_CITATION>
11033063; 11806158; 14745850; 15574415; 18218839; 20809147; 22075131; 22923067; 23181601; 23261812; 23264268; 2329164; 23313798; 23325490; 23422484; 23422489; 23444040; 23594212; 23666640; 23677922; 23707945; 23768603; 23768604; 23791894; 23837051; 23841789; 23852671; 28044068; 29079364; 32737935; 33291666; 33916044; 8596779; 9084914

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