P-methoxybenzoic acid - Compound Card

P-methoxybenzoic acid

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P-methoxybenzoic acid

Structure
Zoomed Structure
  • Family: Plantae - Linaceae
  • Kingdom: Plantae
  • Class: Monoaromatic
    • Subclass: Benzoic Acid Derivative
Canonical Smiles COc1ccc(cc1)C(=O)O
InChI InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)
InChIKey ZEYHEAKUIGZSGI-UHFFFAOYSA-N
Formula C8H8O3
HBA 2
HBD 1
MW 152.15
Rotatable Bonds 2
TPSA 46.53
LogP 1.39
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 Anastatica hierochuntica Cruciferae-Brassicaceea Plantae 663965
2 Cotoneaster orbicularis Rosaceae Plantae 1851000
3 Ficus mucuso Moraceae Plantae 309328
4 Linum usitatissimum Linaceae Plantae 4006

Showing of synonyms

  • Gabr A.M.M, Mabrok H.B, et al. (2018). Determination of lignans, phenolic acids and antioxidant capacity in transformed hairy root culture of Linum usitatissimum. Natural product research, 2018, 32(15), 1867-1871. [View] [PubMed]
  • Bankeu JJ, Khayala R, et al. (2011). Isoflavone dimers and other bioactive constituents from the figs of Ficus mucuso.. Journal of natural products,2011, 74(6), 1370-1378. [View] [PubMed]
  • Nakashima S, Matsuda H, et al. (2010). Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells. Bioorganic and Medicinal Chemistry,2010,18(6),2337-2345. [View] [PubMed]
  • El-Mousallamy AM, Hussein SA, et al. (2000). Unusual phenolic glycosides from Cotoneaster orbicularis. Phytochemistry,2000,53(6),699-704. [View] [PubMed]
Pubchem: 7478
Kegg Ligand: C02519
Chebi: 40813
Nmrshiftdb2: 10024826
Metabolights: MTBLC40813
Drugbank: DB02795
Pdb Ligand: ANN
Bindingdb: 243072
CPRiL: 249716
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 152.15 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.280
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.510
Plasma Protein Binding
34.06
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.590
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.620
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.780
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.510
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
2.670
Rat (Acute)
1.980
Rat (Chronic Oral)
2.920
Fathead Minnow
3.720
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
275.430
Hydration Free Energy
-9.700
Log(D) at pH=7.4
-0.800
Log(P)
1.96
Log S
-2.61
Log(Vapor Pressure)
-4.09
Melting Point
186.07
pKa Acid
4.35
pKa Basic
0.85
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9889
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9889
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9835
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9835
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.9411
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.9411
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9330
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9330
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.9228
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.9228
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 3 0.9002
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 3 0.9002
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8803
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8803
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8605
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8605
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8484
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8484
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8295
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8295
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7960
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7960
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7902
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7902
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7886
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7886
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7610
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7610
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7608
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7608
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7606
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7606
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7517
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7517
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7505
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7505
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7489
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7489
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7437
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7437
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7415
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7415
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7402
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7402
p-hydroxybenzoate hydroxylase P00438 PHHY_PSEFL Pseudomonas fluorescens 3 0.7387
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7387
p-hydroxybenzoate hydroxylase P00438 PHHY_PSEFL Pseudomonas fluorescens 3 0.7387
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7387
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7386
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7386
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7364
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7364
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7360
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7360
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7339
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7339
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7331
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7331
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7328
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7328
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7299
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7299
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7295
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7295
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7269
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7269
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7257
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7257
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7240
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7240
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7236
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7236
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7231
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7231
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7221
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7221
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 2 0.7216
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 2 0.7216
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7212
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7212
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7207
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7207
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7203
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7203
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7202
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7202
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7190
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7190
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7182
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7182
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 2 0.7178
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 2 0.7178
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7170
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7170
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7169
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7169
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7166
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7166
Putative FAD-dependent oxygenase EncM Q9KHK2 Q9KHK2_9ACTN Streptomyces maritimus 2 0.7150
Putative FAD-dependent oxygenase EncM Q9KHK2 Q9KHK2_9ACTN Streptomyces maritimus 2 0.7150
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7139
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7139
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7130
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7130
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7128
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7128
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7125
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7125
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7119
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7119
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7115
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7115
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7113
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7113
L-lactate dehydrogenase Q27743 LDH_PLAFD Plasmodium falciparum 2 0.7081
L-lactate dehydrogenase Q27743 LDH_PLAFD Plasmodium falciparum 2 0.7081
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7073
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7073
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7067
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7067
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7057
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7057
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7055
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7055
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7054
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7054
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7031
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7031
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7017
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7017
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7013
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7013
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7012
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7012
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7009
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7009
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7006
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7006

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