Formaldehyde
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Basic Info
Common Name | Formaldehyde(F03453) |
2D Structure | |
Description | Formaldehyde is a highly reactive aldehyde gas formed by oxidation or incomplete combustion of hydrocarbons. In solution, it has a wide range of uses: in the manufacture of resins and textiles, as a disinfectant, and as a laboratory fixative or preservative. Formaldehyde solution (formalin) is considered a hazardous compound, and its vapor toxic. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p717) -- Pubchem; The chemical compound formaldehyde (also known as methanal), is a gas with a pungent smell. It is the simplest aldehyde. Its chemical formula is H2CO. Formaldehyde was first synthesized by the Russian chemist Aleksandr Butlerov in 1859 but was conclusively identified by August Wilhelm van Hofmann in 1867. Although formaldehyde is a gas at room temperature, it is readily soluble in water, and it is most commonly sold as a 37% solution in water called by trade names such as formalin or formol. In water, formaldehyde polymerizes, and formalin actually contains very little formaldehyde in the form of H2CO monomer. Usually, these solutions contain a few percent methanol to limit the extent of polymerization. Formaldehyde exhibits most of the general chemical properties of the aldehydes, except that is generally more reactive than other aldehydes. Formaldehyde is a potent electrophile. It can participate in electrophilic aromatic substitution reactions with aromatic compounds and can undergo electrophilic addition reactions with alkenes. In the presence of basic catalysts, formaldehyde undergoes a Cannizaro reaction to produce formic acid and methanol. Because formaldehyde resins are used in many construction materials, including plywood, carpet, and spray-on insulating foams, and because these resins slowly give off formaldehyde over time, formaldehyde is one of the more common indoor air pollutants. At concentrations above 0.1 mg/kg in air, inhaled formaldehyde can irritate the eyes and mucous membranes, resulting in watery eyes, headache, a burning sensation in the throat, and difficulty breathing. -- Wikipedia. |
FRCD ID | F03453 |
CAS Number | 50-00-0 |
PubChem CID | 712 |
Formula | CH2O |
IUPAC Name | formaldehyde |
InChI Key | WSFSSNUMVMOOMR-UHFFFAOYSA-N |
InChI | InChI=1S/CH2O/c1-2/h1H2 |
Canonical SMILES | C=O |
Isomeric SMILES | C=O |
Wikipedia | Formaldehyde |
Synonyms | Paraform formaldehyde formalin methanal formol Methylene oxide Paraformaldehyde Oxomethane 50-00-0 Formic aldehyde |
Classifies | Illegal Additives Pollutant |
Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Organic oxygen compounds |
Class | Organooxygen compounds |
Subclass | Carbonyl compounds |
Intermediate Tree Nodes | Not available |
Direct Parent | Carbonyl compounds |
Alternative Parents | |
Molecular Framework | Aliphatic acyclic compounds |
Substituents | Organic oxide - Hydrocarbon derivative - Carbonyl group - Aliphatic acyclic compound |
Description | This compound belongs to the class of organic compounds known as carbonyl compounds. These are organic compounds containing a carbonyl group, with the general structure RC(=O)R', where R=organyl, R'=H, N, O, organyl group or halide group. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 30.026 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 1 |
Rotatable Bond Count | 0 |
Complexity | 2 |
Monoisotopic Mass | 30.011 |
Exact Mass | 30.011 |
XLogP | 1.2 |
Formal Charge | 0 |
Heavy Atom Count | 2 |
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 |
ADMET
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB+ | 0.9820 |
Human Intestinal Absorption | HIA+ | 0.9757 |
Caco-2 Permeability | Caco2+ | 0.7834 |
P-glycoprotein Substrate | Non-substrate | 0.8663 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.9633 |
Non-inhibitor | 0.9831 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.9145 |
Distribution | ||
Subcellular localization | Mitochondria | 0.4617 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8628 |
CYP450 2D6 Substrate | Non-substrate | 0.9157 |
CYP450 3A4 Substrate | Non-substrate | 0.8203 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.8503 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9662 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9735 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.9531 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9770 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9443 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9573 |
Non-inhibitor | 0.9823 | |
AMES Toxicity | AMES toxic | 0.6450 |
Carcinogens | Carcinogens | 0.6567 |
Fish Toxicity | High FHMT | 0.7216 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.8773 |
Honey Bee Toxicity | High HBT | 0.8071 |
Biodegradation | Ready biodegradable | 0.7562 |
Acute Oral Toxicity | II | 0.7606 |
Carcinogenicity (Three-class) | Non-required | 0.7138 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | 0.6503 | LogS |
Caco-2 Permeability | 1.6527 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 2.5082 | LD50, mol/kg |
Fish Toxicity | 0.3638 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | 0.6879 | pIGC50, ug/L |
References
Title | Journal | Date | Pubmed ID |
---|---|---|---|
Immunogenicity of a Bivalent Non-Purified Recombinant Vaccine against Botulism in Cattle. | Toxins (Basel) | 2018 Sep 20 | 30241350 |
Combination of probiotic yeast and lactic acid bacteria as starter culture toproduce maize-based beverages. | Food Res Int | 2018 Sep | 30007675 |
Ultrafast and Efficient Detection of Formaldehyde in Aqueous Solutions Using Chitosan-based Fluorescent Polymers. | ACS Sens | 2018 Oct 22 | 30346151 |
Method for preclinical pathology evaluation and analysis of cardiovascularimplantable electronic device implant sites. | Cardiovasc Pathol | 2018 May 18 | 30014985 |
The interaction between bacterial abundance and selected pollutants concentrationlevels in an arctic catchment (southwest Spitsbergen, Svalbard). | Sci Total Environ | 2018 May 1 | 29227942 |
Comparison of fresh watermelon juice aroma characteristics of five varietiesbased on gas chromatography-olfactometry-mass spectrometry. | Food Res Int | 2018 May | 29580469 |
Volatile Compounds Related to 'Stone Fruit' Aroma Attributes in Viognier andChardonnay Wines. | J Agric Food Chem | 2018 Mar 21 | 29485286 |
Investigation on Key Molecules of Huanglongbing (HLB)-Induced Orange JuiceOff-flavor. | J Agric Food Chem | 2018 Mar 14 | 28285516 |
Particulate matter emissions and gaseous air toxic pollutants from commercial meat cooking operations. | J Environ Sci (China) | 2018 Mar | 29548387 |
Effect of Fermentation Processing on the Flavor of Baijiu. | J Agric Food Chem | 2018 Jun 6 | 29751730 |
Dynamic microbial succession of Shanxi aged vinegar and its correlation withflavor metabolites during different stages of acetic acid fermentation. | Sci Rep | 2018 Jun 5 | 29872163 |
Superchilled storage (-2.5 ± 1°C) extends the retention of taste-active andvolatile compounds of yellow-feather chicken soup. | Anim Sci J | 2018 Jun | 29665200 |
STP Position Paper: Recommended Best Practices for Sampling, Processing, andAnalysis of the Peripheral Nervous System (Nerves and Somatic and AutonomicGanglia) during Nonclinical Toxicity Studies. | Toxicol Pathol | 2018 Jun | 29787347 |
Changes in the Key Odorants and Aroma Profiles of Hamlin and Valencia OrangeJuices Not from Concentrate (NFC) during Chilled Storage. | J Agric Food Chem | 2018 Jul 18 | 29889522 |
ddPCR applied on archived Continuous Plankton Recorder samples reveals long-term occurrence of class 1 integrons and a sulphonamide resistance gene in marineplankton communities. | Environ Microbiol Rep | 2018 Jul 18 | 30022610 |
Effect of Temperature on Flavor Compounds and Sensory Characteristics of MaillardReaction Products Derived from Mushroom Hydrolysate. | Molecules | 2018 Jan 26 | 29373560 |
Mechanisms and kinetics of heme iron nitrosylation in an in vitrogastro-intestinal model. | Food Chem | 2018 Jan 15 | 28873645 |
Magnetic mesoporous thiourea-formaldehyde resin as selective adsorbent: A simple and highly-sensitive electroanalysis strategy for lead ions in drinking water andmilk by solid state-based anodic stripping. | Food Chem | 2018 Jan 15 | 28873584 |
Identifying principles for effective messages about chemicals in cigarette smoke. | Prev Med | 2018 Jan | 28890353 |
Abundance of DNA adducts of 4-oxo-2-alkenals, lipid peroxidation-derived highlyreactive genotoxins. | J Clin Biochem Nutr | 2018 Jan | 29362517 |
Targets
- General Function:
- Temperature-gated cation channel activity
- Specific Function:
- Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function (PubMed:25389312, PubMed:25855297). Has a central role in the pain response to endogenous inflammatory mediators and to a diverse array of volatile irritants, such as mustard oil, cinnamaldehyde, garlic and acrolein, an irritant from tears gas and vehicule exhaust fumes (PubMed:25389312, PubMed:20547126). Is also activated by menthol (in vitro)(PubMed:25389312). Acts also as a ionotropic cannabinoid receptor by being activated by delta(9)-tetrahydrocannabinol (THC), the psychoactive component of marijuana (PubMed:25389312). May be a component for the mechanosensitive transduction channel of hair cells in inner ear, thereby participating in the perception of sounds. Probably operated by a phosphatidylinositol second messenger system (By similarity).
- Gene Name:
- TRPA1
- Uniprot ID:
- O75762
- Molecular Weight:
- 127499.88 Da
References
- Nilius B, Prenen J, Owsianik G: Irritating channels: the case of TRPA1. J Physiol. 2011 Apr 1;589(Pt 7):1543-9. doi: 10.1113/jphysiol.2010.200717. Epub 2010 Nov 15. [21078588 ]