NPs Basic Information

Name
Eugenol
Molecular Formula C10H12O2
IUPAC Name*
2-methoxy-4-prop-2-enylphenol
SMILES
COC1=C(C=CC(=C1)CC=C)O
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
Synonyms
eugenol; 97-53-0; 4-Allyl-2-methoxyphenol; 4-Allylguaiacol; Eugenic acid; Allylguaiacol; Caryophyllic acid; p-Allylguaiacol; 2-Methoxy-4-prop-2-enylphenol; p-Eugenol; Engenol; 2-Methoxy-4-allylphenol; Phenol, 2-methoxy-4-(2-propenyl)-; 2-Methoxy-4-(2-propenyl)phenol; 1,3,4-Eugenol; 4-Allylcatechol-2-methyl ether; 1-Hydroxy-2-methoxy-4-allylbenzene; 5-Allylguaiacol; Synthetic eugenol; 2-Methoxy-1-hydroxy-4-allylbenzene; 4-Allyl-1-hydroxy-2-methoxybenzene; 2-methoxy-4-(prop-2-en-1-yl)phenol; 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene; Eugenol (natural); FEMA No. 2467; 4-Hydroxy-3-methoxy-1-allylbenzene; 2-Hydroxy-5-allylanisole; bioxeda; 4-Allylcatechol 2-methyl ether; 4-Hydroxy-3-methoxyallylbenzene; 2-Methoxy-4-(2-propen-1-yl)phenol; Phenol, 4-allyl-2-methoxy-; NCI-C50453; 1-allyl-4-hydroxy-3-methoxybenzene; 1-Allyl-3-methoxy-4-hydroxybenzene; 2-Metoksy-4-allilofenol; Caryophillic acid; FA 100; Eugenol [USP]; NSC 209525; CHEBI:4917; Phenol, 2-methoxy-4-(2-propen-1-yl)-; NSC-8895; NSC-209525; CHEMBL42710; 2-Methoxy-4-(3-propenyl)phenol; 3T8H1794QW; Eugenol (USP); NCGC00091449-05; DSSTox_CID_617; DSSTox_RID_75693; DSSTox_GSID_20617; Eugenol [USAN]; WLN: 1U2R DQ CO1; Caswell No. 456BC; FEMA Number 2467; CAS-97-53-0; 38219-15-7; CCRIS 306; HSDB 210; 2-Metoksy-4-allilofenol [Polish]; SR-05000002043; EINECS 202-589-1; MFCD00008654; EPA Pesticide Chemical Code 102701; BRN 1366759; UNII-3T8H1794QW; AI3-00086; Eugenol,(S); 4-allyl-2methoxyphenol; 3s0e; EUGENOL [VANDF]; EUGENOL [FHFI]; EUGENOL [HSDB]; EUGENOL [IARC]; EUGENOL [INCI]; 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-methoxy-Phenol; bmse010053; Epitope ID:114091; Eugenol, puriss., 98%; EC 202-589-1; SCHEMBL20361; BSPBio_002251; KBioGR_002327; MLS000028901; BIDD:ER0696; DivK1c_000692; SPECTRUM1500296; SPBio_001228; EUGENOL [EP MONOGRAPH]; GTPL2425; ZINC1411; EUGENOL [USP MONOGRAPH]; DTXSID9020617; HMS502C14; KBio1_000692; KBio3_001471; Eugenol, ReagentPlus(R), 99%; NSC8895; 4-(2-Propenyl)-2-methoxyphenol; Eugenol, natural, >=98%, FG; NINDS_000692; Eugenol, >=98%, FCC, FG; HMS1920O08; HMS2091F09; Pharmakon1600-01500296; HY-N0337; Tox21_111134; Tox21_202040; Tox21_300105; BBL027721; BDBM50164168; CCG-38827; NSC209525; NSC757030; s4706; STL371304; Eugenol, tested according to Ph.Eur.; 3-(3-methoxy-4-hydroxyphenyl)propene; AKOS000121354; Tox21_111134_1; CS-7807; DB09086; 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; Eugenol, Vetec(TM) reagent grade, 98%; SMR000059114; SBI-0051381.P003; Eugenol, PESTANAL(R), analytical standard; A0232; FT-0615974; EN300-16622; D04117; AB00051992_02; A845719; Eugenol, primary pharmaceutical reference standard; Q423357; Eugenol, certified reference material, TraceCERT(R); Q-201105; SR-05000002043-1; SR-05000002043-2; BRD-K32977963-001-01-9; BRD-K32977963-001-03-5; 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
CAS 97-53-0
PubChem CID 3314
ChEMBL ID CHEMBL42710
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Phenols
        • Subclass: Methoxyphenols
          • Direct Parent: Methoxyphenols

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 164.2 ALogp: 2.0
HBD: 1 HBA: 2
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 29.5 Aromatic Rings: 1
Heavy Atoms: 12 QED Weighted: 0.696

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.373 MDCK Permeability: 0.00003010
Pgp-inhibitor: 0.003 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.732
30% Bioavailability (F30%): 0.967

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.188 Plasma Protein Binding (PPB): 92.12%
Volume Distribution (VD): 0.833 Fu: 3.22%

ADMET: Metabolism

CYP1A2-inhibitor: 0.901 CYP1A2-substrate: 0.941
CYP2C19-inhibitor: 0.716 CYP2C19-substrate: 0.659
CYP2C9-inhibitor: 0.313 CYP2C9-substrate: 0.875
CYP2D6-inhibitor: 0.85 CYP2D6-substrate: 0.921
CYP3A4-inhibitor: 0.288 CYP3A4-substrate: 0.371

ADMET: Excretion

Clearance (CL): 14.042 Half-life (T1/2): 0.887

ADMET: Toxicity

hERG Blockers: 0.017 Human Hepatotoxicity (H-HT): 0.036
Drug-inuced Liver Injury (DILI): 0.046 AMES Toxicity: 0.066
Rat Oral Acute Toxicity: 0.121 Maximum Recommended Daily Dose: 0.153
Skin Sensitization: 0.792 Carcinogencity: 0.814
Eye Corrosion: 0.713 Eye Irritation: 0.982
Respiratory Toxicity: 0.51
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000027 0.615 D0E9CD 0.432
ENC000507 0.610 D03LGG 0.382
ENC001052 0.571 D0U5CE 0.382
ENC000172 0.538 D0U0OT 0.352
ENC000068 0.537 D0C6OQ 0.345
ENC000325 0.521 D0T7OW 0.340
ENC000310 0.488 D0BA6T 0.309
ENC000777 0.478 D08HVR 0.296
ENC000296 0.477 D0Y6KO 0.295
ENC001056 0.477 D0P7JZ 0.293
*Note: the compound similarity was calculated by RDKIT.