4-hydroxy-3-methoxypyridine - Compound Card

4-hydroxy-3-methoxypyridine

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4-hydroxy-3-methoxypyridine

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles COc1c[nH]ccc1=O
InChI InChI=1S/C6H7NO2/c1-9-6-4-7-3-2-5(6)8/h2-4H,1H3,(H,7,8)
InChIKey XKECCYGTTKNLOC-UHFFFAOYSA-N
Formula C6H7NO2
HBA 2
HBD 1
MW 125.13
Rotatable Bonds 1
TPSA 42.09
LogP 0.38
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 9
Formal Charge 0
Fraction CSP3 0.17
Exact Mass 125.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pulicaria laciniata Asteraceae Plantae 557695

Showing of synonyms

  • Ghouila H, Beyaoui A, et al. (2008). Lacitemzine, a novel sesquiterpene acid from the Tunisian plant Pulicaria laciniata ( Coss. et Kral.) Thell. Tetrahedron Letters,2008,49,5721-5723. [View]
Pubchem: 186643
Nmrshiftdb2: 60056650

No compound-protein relationship available.

Structure

SMILES: O=c1cc[nH]cc1

Level: 0

Mol. Weight: 125.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.950
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.210
Plasma Protein Binding
9.02
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
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
7.690
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.330
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.850
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.000
Micronucleos
Toxic
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
2.370
Rat (Acute)
1.970
Rat (Chronic Oral)
1.990
Fathead Minnow
3.050
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
290.470
Hydration Free Energy
-11.920
Log(D) at pH=7.4
-0.250
Log(P)
-0.41
Log S
-0.44
Log(Vapor Pressure)
-2.3
Melting Point
154.46
pKa Acid
2.52
pKa Basic
9.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.9253
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.9253
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7895
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7895
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7752
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7752
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7683
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7683
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7680
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7680
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7571
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7571
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7547
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7547
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7545
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7545
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7503
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7503
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7480
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7480
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7466
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7466
Purine phosphoribosyltransferase (GpT-1) Q97W95 Q97W95_SACS2 Saccharolobus solfataricus 3 0.7441
Purine phosphoribosyltransferase (GpT-1) Q97W95 Q97W95_SACS2 Saccharolobus solfataricus 3 0.7441
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7440
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7440
D-amino-acid oxidase P14920 OXDA_HUMAN Homo sapiens 3 0.7434
D-amino-acid oxidase P14920 OXDA_HUMAN Homo sapiens 3 0.7434
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7432
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7432
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7431
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7431
Adenine DNA glycosylase P83847 MUTY_GEOSE Geobacillus stearothermophilus 3 0.7423
Adenine DNA glycosylase P83847 MUTY_GEOSE Geobacillus stearothermophilus 3 0.7423
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7421
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7421
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7421
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7421
Aspartate aminotransferase, mitochondrial P00508 AATM_CHICK Gallus gallus 2 0.7396
Aspartate aminotransferase, mitochondrial P00508 AATM_CHICK Gallus gallus 2 0.7396
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7387
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7387
5'-methylthioadenosine nucleosidase / s-adenosylhomocysteine nucleosidase Q8YBL1 Q8YBL1_BRUME Brucella melitensis biotype 1 3 0.7383
5'-methylthioadenosine nucleosidase / s-adenosylhomocysteine nucleosidase Q8YBL1 Q8YBL1_BRUME Brucella melitensis biotype 1 3 0.7383
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7367
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7367
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7354
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7354
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 2 0.7350
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7350
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 2 0.7350
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7350
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7347
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7347
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 2 0.7345
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 2 0.7345
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7321
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7321
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7292
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7292
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7284
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7284
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7267
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7267
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7257
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7257
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7255
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7255
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7248
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7248
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7246
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7246
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7245
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7245
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7240
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7240
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7215
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7215
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7197
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7197
LL-diaminopimelate aminotransferase, chloroplastic Q93ZN9 DAPAT_ARATH Arabidopsis thaliana 2 0.7196
LL-diaminopimelate aminotransferase, chloroplastic Q93ZN9 DAPAT_ARATH Arabidopsis thaliana 2 0.7196
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7190
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7188
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7188
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7173
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7173
Amine oxidase [flavin-containing] B P27338 AOFB_HUMAN Homo sapiens 2 0.7165
Amine oxidase [flavin-containing] B P27338 AOFB_HUMAN Homo sapiens 2 0.7165
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7164
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7164
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7162
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7162
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 2 0.7150
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 2 0.7150
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7145
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7145
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7140
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7140
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7124
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7124
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7119
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7119
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 2 0.7114
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 2 0.7114
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7108
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7108
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7086
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7086
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7072
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7072
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7070
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7070
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7056
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7056
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7049
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7049
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7048
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7048
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7043
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7043
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7036
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7036
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7021
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7021
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7018
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7018
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7013
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7013
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 2 0.7010
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 2 0.7010
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 2 0.7005
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 2 0.7005

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