Benzoic acid - Compound Card

Benzoic acid

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Benzoic acid

Structure
Zoomed Structure
  • Family: Plantae - Cistaceae
  • Kingdom: Plantae
  • Class: Monoaromatic
Canonical Smiles OC(=O)c1ccccc1
InChI InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
InChIKey WPYMKLBDIGXBTP-UHFFFAOYSA-N
Formula C7H6O2
HBA 1
HBD 1
MW 122.12
Rotatable Bonds 1
TPSA 37.3
LogP 1.38
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 9
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 122.04
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Helianthemum sessiliflorum Cistaceae Plantae 2650562

Showing of synonyms

  • Benabdelaziz I, Haba H, et al. (2015). Lignans and other constituents from Helianthemum sessiliflorum Pers.. Records of Natural Products,2015,9(3),342-348. [View]
Pubchem: 243
Kegg Ligand: C00180
Chebi: 30746
Nmrshiftdb2: 10022010
Metabolights: MTBLC30746
Chembl: CHEMBL541
Drugbank: DB03793
Pdb Ligand: BEZ
Bindingdb: 197302
CPRiL: 4039
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 122.12 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.7
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.17

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.7
Plasma Protein Binding
36.4
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
Non-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
3.44
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.21
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.44
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
1.42
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
1.9
Rat (Acute)
1.81
Rat (Chronic Oral)
2.64
Fathead Minnow
3.76
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
257.78
Hydration Free Energy
-5.71
Log(D) at pH=7.4
-1.23
Log(P)
1.92
Log S
-1.97
Log(Vapor Pressure)
-2.52
Melting Point
152.83
pKa Acid
4.43
pKa Basic
-5.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9546
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9546
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.9463
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.9463
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8744
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8744
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8517
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8517
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7900
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7900
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7752
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7752
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7637
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7637
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7622
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7622
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7617
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7617
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7583
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7583
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7530
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7530
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7484
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7484
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7444
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7444
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7440
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7440
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7414
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7414
Putative FAD-dependent oxygenase EncM Q9KHK2 Q9KHK2_9ACTN Streptomyces maritimus 2 0.7406
Putative FAD-dependent oxygenase EncM Q9KHK2 Q9KHK2_9ACTN Streptomyces maritimus 2 0.7406
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7405
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7405
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7402
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7402
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7287
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7287
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7284
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7284
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7269
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7269
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7265
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7265
Anthranilate phosphoribosyltransferase P50384 TRPD_SACS2 Saccharolobus solfataricus 2 0.7260
Anthranilate phosphoribosyltransferase P50384 TRPD_SACS2 Saccharolobus solfataricus 2 0.7260
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7250
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7250
Isochorismate pyruvate lyase Q51507 PCHB_PSEAE Pseudomonas aeruginosa 2 0.7240
Isochorismate pyruvate lyase Q51507 PCHB_PSEAE Pseudomonas aeruginosa 2 0.7240
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7231
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7231
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7227
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7227
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7226
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 2 0.7226
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 2 0.7224
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 2 0.7224
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7223
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7223
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7217
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7217
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7193
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7193
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7182
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7182
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7178
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7178
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7176
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7176
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7173
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7173
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 2 0.7163
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 2 0.7163
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7147
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7147
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7141
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7141
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7138
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7138
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7137
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7137
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7134
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7134
p-hydroxybenzoate hydroxylase P20586 PHHY_PSEAE Pseudomonas aeruginosa 2 0.7118
p-hydroxybenzoate hydroxylase P20586 PHHY_PSEAE Pseudomonas aeruginosa 2 0.7118
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7091
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7091
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 2 0.7088
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 2 0.7088
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7080
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7080
Alpha/beta hydrolase fold A5VAT9 A5VAT9_SPHWW Sphingomonas wittichii 2 0.7071
Alpha/beta hydrolase fold A5VAT9 A5VAT9_SPHWW Sphingomonas wittichii 2 0.7071
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 2 0.7067
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 2 0.7067
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 2 0.7067
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 2 0.7067
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7056
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7056
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7038
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7038
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7028
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7028
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7008
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7008

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