Methyl 2-hydroxy-6-methoxybenzoate - Compound Card

Methyl 2-hydroxy-6-methoxybenzoate

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Methyl 2-hydroxy-6-methoxybenzoate

Structure
Zoomed Structure
  • Family: Plantae - Polygalaceae
  • Kingdom: Plantae
  • Class: Benzenoid
    • Subclass: Benzoic Acid
Canonical Smiles COC(=O)c1c(O)cccc1OC
InChI InChI=1S/C9H10O4/c1-12-7-5-3-4-6(10)8(7)9(11)13-2/h3-5,10H,1-2H3
InChIKey YRJIMTHQIPOSJR-UHFFFAOYSA-N
Formula C9H10O4
HBA 4
HBD 1
MW 182.17
Rotatable Bonds 2
TPSA 55.76
LogP 1.19
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.22
Exact Mass 182.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Securidaca longepedunculata Polygalaceae Plantae 690845
2 Securidaca longipedunculata Polygalaceae Plantae 690845

Showing of synonyms

  • Joseph CC, Moshi MJ, et al. (2006). (4-Methoxy-benzo[1,3]dioxol-5-yl)-Phenylmethanone: an antibacterial benzophenone from Securidaca longepedunculata.. African Journal of Traditional, Complementary and Alternative Medicines,2006,3(3),80-86. [View] [PubMed]
  • Ochora DO, Kakudidi E, et al. (2022). A new benzophenone, and the Antiplasmodial activities of the constituents of Securidaca longipedunculata fresen (Polygalaceae). Natural product research,2022, 36(11), 2758-2766. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 182.17 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.220
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.350
Plasma Protein Binding
8.91
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.760
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.920
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.510
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.780
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
3.300
Rat (Acute)
2.160
Rat (Chronic Oral)
2.560
Fathead Minnow
3.970
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
280.220
Hydration Free Energy
-9.510
Log(D) at pH=7.4
1.670
Log(P)
1.86
Log S
-2.29
Log(Vapor Pressure)
-3.19
Melting Point
33.52
pKa Acid
8.61
pKa Basic
1.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9406
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9406
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9329
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9329
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.9058
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.9058
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8813
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8813
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8749
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8749
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8710
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8710
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8491
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8491
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8433
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8433
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8408
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8408
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8341
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8341
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8288
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8288
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8259
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8259
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8253
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8253
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8238
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8238
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8165
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8165
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8157
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8157
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8127
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8127
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8108
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8108
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8092
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8092
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8084
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8084
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7924
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7924
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7908
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7908
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7834
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7834
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7780
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7780
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7776
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7776
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7717
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7717
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7660
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7660
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7621
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7621
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7619
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7619
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7608
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7608
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7572
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7572
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7501
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7501
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7481
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7481
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7476
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7476
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7453
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7453
Uridine phosphorylase P12758 UDP_ECOLI Escherichia coli 3 0.7444
Uridine phosphorylase P12758 UDP_ECOLI Escherichia coli 3 0.7444
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7434
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7434
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7367
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7367
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7363
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7363
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7358
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7358
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7346
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7346
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7345
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7345
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7343
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7343
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7336
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7336
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7323
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7323
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7281
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7281
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7271
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7271
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7251
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7251
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7238
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7238
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7230
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7230
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7213
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7213
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7206
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7206
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7200
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7200
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7192
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7192
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7180
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7180
3-oxoacyl-[acyl-carrier-protein] synthase 1 Q2YQQ9 Q2YQQ9_BRUA2 Brucella abortus 3 0.7168
3-oxoacyl-[acyl-carrier-protein] synthase 1 Q2YQQ9 Q2YQQ9_BRUA2 Brucella abortus 3 0.7168
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7131
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7131
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7128
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7128
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7123
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7123
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7118
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7118
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7108
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7108
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7083
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7083
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7083
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7083
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7065
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7065
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7047
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7047
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7042
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7042
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7031
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7031
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7027
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7027
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7026
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7026
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7009
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7009
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7009
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7009
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7007
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7007
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7004
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7004
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7001
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7001

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