Methyl salicylate - Compound Card

Methyl salicylate

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Methyl salicylate

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Monoaromatic
Canonical Smiles COC(=O)c1ccccc1O
InChI InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
InChIKey OSWPMRLSEDHDFF-UHFFFAOYSA-N
Formula C8H8O3
HBA 3
HBD 1
MW 152.15
Rotatable Bonds 1
TPSA 46.53
LogP 1.18
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 152.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Gynandropsis gynandra Capparaceae Plantae 190802

Showing of synonyms

  • Lwande W, Ndakala AJ, et al. (1999). Gynandropsis gynandra essential oil and its constituents as tick (Rhipicephalus appendiculatus) repellents. Phytochemistry,1999,50(3),401-405. [View] [PubMed]
Pubchem: 4133
Kegg Ligand: C12305
Chebi: 31832
Nmrshiftdb2: 20041130
Metabolights: MTBLC31832
Drugbank: DB09543
CPRiL: 62312
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 152.15 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.38
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.990
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.82

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.580
Plasma Protein Binding
10.11
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.340
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.840
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.100
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.930
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
3.280
Rat (Acute)
2.080
Rat (Chronic Oral)
2.570
Fathead Minnow
3.930
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
239.410
Hydration Free Energy
-7.860
Log(D) at pH=7.4
1.840
Log(P)
2.59
Log S
-2.19
Log(Vapor Pressure)
-1.95
Melting Point
16.89
pKa Acid
9.82
pKa Basic
1.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9397
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9397
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.9213
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.9213
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8755
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8755
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8709
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8709
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8691
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8691
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8658
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8658
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8356
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8356
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8229
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8229
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8079
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8079
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.8056
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.8056
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8038
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8038
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7944
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7944
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7923
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7923
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7860
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7860
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7852
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7852
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7792
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7792
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7772
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7772
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7766
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7766
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7741
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7741
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7732
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7732
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7721
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7721
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7644
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7644
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7623
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7623
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7591
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7591
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7575
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7575
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7559
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7559
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7552
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7552
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7519
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7519
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7489
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7489
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 3 0.7458
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 3 0.7458
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7457
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7457
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7456
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7456
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7437
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7437
3-oxoacyl-[acyl-carrier-protein] synthase 1 Q2YQQ9 Q2YQQ9_BRUA2 Brucella abortus 3 0.7404
3-oxoacyl-[acyl-carrier-protein] synthase 1 Q2YQQ9 Q2YQQ9_BRUA2 Brucella abortus 3 0.7404
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7390
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7390
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7361
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7361
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7353
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7353
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7348
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7348
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7346
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7346
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7341
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7341
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7327
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7327
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7323
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7323
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7299
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7299
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7293
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7293
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7272
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7272
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7259
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7259
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7253
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7253
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 2 0.7228
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 2 0.7228
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7211
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7211
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7208
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7208
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7191
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7191
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7188
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7188
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7187
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7187
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7182
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7182
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7175
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7175
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7171
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7171
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7144
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7144
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7135
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7135
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7125
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7125
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7120
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7120
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7112
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7112
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7107
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7107
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7105
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7105
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7102
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7102
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7099
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7099
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7088
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7088
Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2 O95340 PAPS2_HUMAN Homo sapiens 2 0.7081
Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2 O95340 PAPS2_HUMAN Homo sapiens 2 0.7081
LL-diaminopimelate aminotransferase, chloroplastic Q93ZN9 DAPAT_ARATH Arabidopsis thaliana 2 0.7080
LL-diaminopimelate aminotransferase, chloroplastic Q93ZN9 DAPAT_ARATH Arabidopsis thaliana 2 0.7080
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7078
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7078
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7074
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7074
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7064
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7064
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7060
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7060
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 2 0.7054
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 2 0.7054
Cysteine desulfurase IscS 2 O29689 ISCS2_ARCFU Archaeoglobus fulgidus 2 0.7054
Cysteine desulfurase IscS 2 O29689 ISCS2_ARCFU Archaeoglobus fulgidus 2 0.7054
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7043
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7043
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7042
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7042
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7030
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7030
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7024
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7024
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7024
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7024
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 2 0.7017
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 2 0.7017
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7007
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7007
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7006
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7006
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7004
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7004

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