Methyl eugenol - Compound Card

Methyl eugenol

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Methyl eugenol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Monoaromatic
    • Subclass: Phenylpropene Derivative
Canonical Smiles C=CCc1ccc(c(c1)OC)OC
InChI InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3
InChIKey ZYEMGPIYFIJGTP-UHFFFAOYSA-N
Formula C11H14O2
HBA 2
HBD 0
MW 178.23
Rotatable Bonds 4
TPSA 18.46
LogP 2.43
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 178.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia arborescens Asteraceae Plantae 72386

Showing of synonyms

  • Abderrahim A, Belhamel K, et al. (2010). Chemical composition of the essential oil from Artemisia arborescens L. growing wild in Algeria.. Records of Natural Products,2010,4(1),87-90. [View]
Pubchem: 7127
Kegg Ligand: C10454
Chebi: 4918
Nmrshiftdb2: 60015818
Bindingdb: 50379791
CPRiL: 29921
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 178.23 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.32
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.74
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
14.37
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.41
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.66
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.18
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.07
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.44
Rat (Acute)
2.04
Rat (Chronic Oral)
1.95
Fathead Minnow
4.13
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
252.63
Hydration Free Energy
-4.64
Log(D) at pH=7.4
2.23
Log(P)
2.78
Log S
-2.53
Log(Vapor Pressure)
-1.61
Melting Point
2.01
pKa Acid
10.55
pKa Basic
3.23
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8512
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8512
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7998
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7998
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7727
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7727
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7546
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7546
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7536
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7536
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7525
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7525
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7505
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7505
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7504
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7504
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7491
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7491
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7490
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7490
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7454
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7454
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7451
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7451
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 2 0.7444
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 2 0.7444
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7418
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7418
Aspartate aminotransferase, mitochondrial P00508 AATM_CHICK Gallus gallus 2 0.7414
Aspartate aminotransferase, mitochondrial P00508 AATM_CHICK Gallus gallus 2 0.7414
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7394
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7394
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7390
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7390
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7375
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7375
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 2 0.7365
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 2 0.7365
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7357
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7357
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7357
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7357
Amine oxidase [flavin-containing] B P27338 AOFB_HUMAN Homo sapiens 2 0.7352
Amine oxidase [flavin-containing] B P27338 AOFB_HUMAN Homo sapiens 2 0.7352
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7351
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7351
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7351
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7351
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7347
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7347
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7339
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7339
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7336
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7336
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7330
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7330
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7327
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7327
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7324
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7324
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7312
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7312
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7308
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7308
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7306
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7306
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7305
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7305
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7303
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7303
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7296
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7296
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7295
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7295
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7291
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7291
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7291
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7291
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7274
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7274
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7268
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7268
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7266
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7266
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7261
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7261
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7252
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7252
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7247
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7247
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7241
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7241
LL-diaminopimelate aminotransferase, chloroplastic Q93ZN9 DAPAT_ARATH Arabidopsis thaliana 2 0.7231
LL-diaminopimelate aminotransferase, chloroplastic Q93ZN9 DAPAT_ARATH Arabidopsis thaliana 2 0.7231
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7208
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7208
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7206
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7206
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 2 0.7191
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 2 0.7191
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7173
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7173
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 2 0.7172
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7172
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 2 0.7172
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7172
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 2 0.7163
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 2 0.7163
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7141
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7141
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7138
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7138
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7128
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7128
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7090
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7090
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7089
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7089
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7084
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7084
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7082
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7082
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 2 0.7073
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 2 0.7073
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7058
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7058
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7056
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7056
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7052
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7052
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7050
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7050
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7049
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7049
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7045
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7045
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 2 0.7042
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 2 0.7042
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7027
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7027
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7022
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7022
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7019
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7019
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7017
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7017
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7014
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7014
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7013
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7013
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7011
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7011
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7004
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7004

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