BENZOIC ACID
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
Food Additives Approved by European Union:
General Information
Mainterm | BENZOIC ACID |
Doc Type | ASP |
CAS Reg.No.(or other ID) | 65-85-0 |
Regnum |
175.300 177.1390 166.110 150.141 150.161 184.1021 |
From www.fda.gov
Computed Descriptors
Download SDF2D Structure | |
CID | 243 |
IUPAC Name | benzoic acid |
InChI | InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9) |
InChI Key | WPYMKLBDIGXBTP-UHFFFAOYSA-N |
Canonical SMILES | C1=CC=C(C=C1)C(=O)O |
Molecular Formula | C7H6O2 |
Wikipedia | benzoic acid |
From Pubchem
Computed Properties
Property Name | Property Value |
---|---|
Molecular Weight | 122.123 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 2 |
Rotatable Bond Count | 1 |
Complexity | 104.0 |
CACTVS Substructure Key Fingerprint | A A A D c Y B g M A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A G g A A C A A A D A C A m A A w C I A A A g C I A i D S C A A C A A A k A A A I i A E A C M g I J j K A F R C A c Q A k w A E I m Y e I y C C O A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
Topological Polar Surface Area | 37.3 |
Monoisotopic Mass | 122.037 |
Exact Mass | 122.037 |
Compound Is Canonicalized | True |
Formal Charge | 0 |
Heavy Atom Count | 9 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB+ | 0.9557 |
Human Intestinal Absorption | HIA+ | 0.9886 |
Caco-2 Permeability | Caco2+ | 0.9187 |
P-glycoprotein Substrate | Non-substrate | 0.8494 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.9914 |
Non-inhibitor | 0.9941 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.9136 |
Distribution | ||
Subcellular localization | Mitochondria | 0.6419 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8003 |
CYP450 2D6 Substrate | Non-substrate | 0.9672 |
CYP450 3A4 Substrate | Non-substrate | 0.8374 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.8532 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9861 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9570 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.9878 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9822 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9863 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9708 |
Non-inhibitor | 0.9882 | |
AMES Toxicity | Non AMES toxic | 0.9923 |
Carcinogens | Non-carcinogens | 0.6024 |
Fish Toxicity | High FHMT | 0.7212 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.8716 |
Honey Bee Toxicity | High HBT | 0.7230 |
Biodegradation | Ready biodegradable | 0.8983 |
Acute Oral Toxicity | III | 0.8104 |
Carcinogenicity (Three-class) | Non-required | 0.7497 |
From admetSAR
ADMET Predicted Profile --- Regression
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -1.5012 | LogS |
Caco-2 Permeability | 1.8481 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 1.7896 | LD50, mol/kg |
Fish Toxicity | 2.5602 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | -0.4980 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
Route of Exposure | None |
---|---|
Mechanism of Toxicity | None |
Metabolism | None |
Toxicity Values | None |
Lethal Dose | None |
Carcinogenicity (IARC Classification) | No indication of carcinogenicity to humans (not listed by IARC). |
Minimum Risk Level | None |
Health Effects | None |
Treatment | None |
Reference |
|
From T3DB
Taxonomic Classification
Kingdom | Organic compounds |
---|---|
Superclass | Benzenoids |
Class | Benzene and substituted derivatives |
Subclass | Benzoic acids and derivatives |
Intermediate Tree Nodes | Not available |
Direct Parent | Benzoic acids |
Alternative Parents | |
Molecular Framework | Aromatic homomonocyclic compounds |
Substituents | Benzoic acid - Benzoyl - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
Description | This compound belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group. |
From ClassyFire
Targets
- General Function:
- Receptor binding
- Specific Function:
- Regulates the level of the neuromodulator D-serine in the brain. Has high activity towards D-DOPA and contributes to dopamine synthesis. Could act as a detoxifying agent which removes D-amino acids accumulated during aging. Acts on a variety of D-amino acids with a preference for those having small hydrophobic side chains followed by those bearing polar, aromatic, and basic groups. Does not act on acidic amino acids.
- Gene Name:
- DAO
- Uniprot ID:
- P14920
- Molecular Weight:
- 39473.75 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [10592235 ]
- General Function:
- Rna polymerase iii regulatory region dna binding
- Specific Function:
- Reduces hydrogen peroxide and alkyl hydroperoxides with reducing equivalents provided through the thioredoxin system. Involved in intracellular redox signaling.
- Gene Name:
- PRDX5
- Uniprot ID:
- P30044
- Molecular Weight:
- 22086.245 Da
References
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [17016423 ]
- General Function:
- Gtpase activity
- Specific Function:
- Involved in the transport of proteins between the endosomes and the trans Golgi network.
- Gene Name:
- RAB9A
- Uniprot ID:
- P51151
- Molecular Weight:
- 22837.38 Da
References
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [17016423 ]
- General Function:
- Xenon atom binding
- Specific Function:
- Endoribonuclease responsible for the inhibition of the translation by cleaving mRNA. Inhibits cell-free protein synthesis. Cleaves phosphodiester bonds only in single-stranded RNA (By similarity).
- Gene Name:
- HRSP12
- Uniprot ID:
- P52758
- Molecular Weight:
- 14493.53 Da
References
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [17016423 ]
- General Function:
- Zinc ion binding
- Specific Function:
- Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Ligand-dependent nuclear transactivation involves either direct homodimer binding to a palindromic estrogen response element (ERE) sequence or association with other DNA-binding transcription factors, such as AP-1/c-Jun, c-Fos, ATF-2, Sp1 and Sp3, to mediate ERE-independent signaling. Ligand binding induces a conformational change allowing subsequent or combinatorial association with multiprotein coactivator complexes through LXXLL motifs of their respective components. Mutual transrepression occurs between the estrogen receptor (ER) and NF-kappa-B in a cell-type specific manner. Decreases NF-kappa-B DNA-binding activity and inhibits NF-kappa-B-mediated transcription from the IL6 promoter and displace RELA/p65 and associated coregulators from the promoter. Recruited to the NF-kappa-B response element of the CCL2 and IL8 promoters and can displace CREBBP. Present with NF-kappa-B components RELA/p65 and NFKB1/p50 on ERE sequences. Can also act synergistically with NF-kappa-B to activate transcription involving respective recruitment adjacent response elements; the function involves CREBBP. Can activate the transcriptional activity of TFF1. Also mediates membrane-initiated estrogen signaling involving various kinase cascades. Isoform 3 is involved in activation of NOS3 and endothelial nitric oxide production. Isoforms lacking one or several functional domains are thought to modulate transcriptional activity by competitive ligand or DNA binding and/or heterodimerization with the full length receptor. Essential for MTA1-mediated transcriptional regulation of BRCA1 and BCAS3. Isoform 3 can bind to ERE and inhibit isoform 1.
- Gene Name:
- ESR1
- Uniprot ID:
- P03372
- Molecular Weight:
- 66215.45 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]
- General Function:
- Transcription factor activity, bacterial-type rna polymerase core promoter proximal region sequence-specific binding
- Specific Function:
- Hydrogen peroxide sensor. Activates the expression of a regulon of hydrogen peroxide-inducible genes such as katG, gor, ahpC, ahpF, oxyS (a regulatory RNA), dps, fur and grxA. OxyR expression is negatively autoregulated by binding to a 43 bp region upstream of its own coding sequence. OxyR is inactivated by reduction of its essential disulfide bond by the product of GrxA, itself positively regulated by OxyR. Has also a positive regulatory effect on the production of surface proteins that control the colony morphology and auto-aggregation ability.
- Gene Name:
- oxyR
- Uniprot ID:
- P0ACQ4
- Molecular Weight:
- 34275.59 Da
- General Function:
- Trisaccharide binding
- Specific Function:
- Positively regulates the transcription of the maltose regulon whose gene products are responsible for uptake and catabolism of malto-oligosaccharides. Binds and recognizes a DNA motif (called the malT box): 5'-GGA[TG]GA-3'.
- Gene Name:
- malT
- Uniprot ID:
- P06993
- Molecular Weight:
- 103117.49 Da
- General Function:
- Intramolecular oxidoreductase activity, interconverting keto- and enol-groups
- Specific Function:
- Can use enol isomers of phenylpyruvate, 2-hydroxy-2,4-pentadienoate and (p-hydroxyphenyl)pyruvate as substrates.
- Gene Name:
- pptA
- Uniprot ID:
- P31992
- Molecular Weight:
- 8672.84 Da
- General Function:
- Ferric iron binding
- Gene Name:
- clcA
- Uniprot ID:
- O67987
- Molecular Weight:
- 28952.3 Da
- General Function:
- Hydrolase activity
- Gene Name:
- cumD
- Uniprot ID:
- P96965
- Molecular Weight:
- 31489.385 Da
- General Function:
- Chloride peroxidase activity
- Gene Name:
- cpo
- Uniprot ID:
- O31168
- Molecular Weight:
- 30354.465 Da
- General Function:
- Oxidoreductase activity
- Specific Function:
- Reduction of a variety of nitroaromatic compounds using NADH (and to lesser extent NADPH) as source of reducing equivalents; two electrons are transferred.
- Gene Name:
- nfsB
- Uniprot ID:
- Q01234
- Molecular Weight:
- 23949.98 Da
- General Function:
- Hydroxyquinol 1,2-dioxygenase activity
- Specific Function:
- Catalyzes the ortho-cleavage of the aromatic ring of hydroxyquinol.
- Gene Name:
- chqB
- Uniprot ID:
- Q5PXQ6
- Molecular Weight:
- 31966.33 Da
- General Function:
- Dna-directed dna polymerase activity
- Gene Name:
- repA
- Uniprot ID:
- Q52546
- Molecular Weight:
- 26728.84 Da
- Specific Function:
- The biological activity of the toxin is produced by the A chain, which activates intracellular adenyl cyclase.
- Gene Name:
- eltB
- Uniprot ID:
- P32890
- Molecular Weight:
- 14133.255 Da
- General Function:
- Dipeptidyl-peptidase activity
- Specific Function:
- Hydrolyzes cocaine to benzoate and ecgonine methyl ester, endowing the bacteria with the ability to utilize cocaine as a sole source of carbon and energy for growth, as this bacterium lives in the rhizosphere of coca plants. Also efficiently hydrolyzes cocaethylene, a more potent cocaine metabolite that has been observed in patients who concurrently abuse cocaine and alcohol. Is able to prevent cocaine-induced convulsions and lethality in rat.
- Gene Name:
- cocE
- Uniprot ID:
- Q9L9D7
- Molecular Weight:
- 62131.125 Da
- General Function:
- Proton-dependent oligopeptide secondary active transmembrane transporter activity
- Specific Function:
- Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products.
- Gene Name:
- SLC15A1
- Uniprot ID:
- P46059
- Molecular Weight:
- 78805.265 Da
From T3DB