Acetone
(right click,save link as to download,it is a temp file,please download as soon as possible, you can also use CTRL+S to save the whole html page)
Basic Info
Common Name | Acetone(F03415) |
2D Structure | |
Description | Acetone is one of the ketone bodies produced during ketoacidosis. Acetone is not regarded as a waste product of metabolism. However, its physiological role in biochemical machinery is not clear. A model for the role of acetone metabolism is presented that orders the events occurring in acetonemia in sequence: in diabetic ketosis or starvation, ketone body production (b-hydroxy-butyrate, acetoacetate) provides fuel for vital organs (heart, brain .) raising the chance of survival of the metabolic catastrophe. However, when ketone body production exceeds the degrading capacity, the accumulating acetoacetic acid presents a new challenge to the pH regulatory system. Acetone production and its further degradation to C3 fragments fulfill two purposes: the maintenance of pH buffering capacity and provision of fuel for peripheral tissues. Since ketosis develops under serious metabolic circumstances, all the mechanisms that balance or moderate the effects of ketosis enhance the chance for survival. From this point of view, the theory that transportable C3 fragments can serve as additional nutrients is a novel view of acetone metabolism which introduces a new approach to the study of acetone degradation, especially in understanding its physiological function and the interrelationship between liver and peripheral tissues. (A7724). Acetone is typically derived from acetoacetate through the action of microbial acetoacetate decarboxylases found in gut microflora. In chemistry, acetone is the simplest representative of the ketones. Acetone is a colorless, mobile, flammable liquid readily soluble in water, ethanol, ether, etc., and itself serves as an important solvent. Acetone is an irritant and inhalation may lead to hepatotoxic effects (causing liver damage). |
FRCD ID | F03415 |
CAS Number | 67-64-1 |
PubChem CID | 180 |
Formula | C3H6O |
IUPAC Name | propan-2-one |
InChI Key | CSCPPACGZOOCGX-UHFFFAOYSA-N |
InChI | InChI=1S/C3H6O/c1-3(2)4/h1-2H3 |
Canonical SMILES | CC(=O)C |
Isomeric SMILES | CC(=O)C |
Wikipedia | Acetone |
Synonyms | propanone Dimethylformaldehyde acetone 2-propanone 67-64-1 Dimethyl ketone Methyl ketone Pyroacetic ether propan-2-one beta-Ketopropane |
Classifies | Predicted: Plant Toxin |
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 | Ketones |
Alternative Parents | |
Molecular Framework | Aliphatic acyclic compounds |
Substituents | Ketone - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound |
Description | This compound belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 58.08 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 1 |
Rotatable Bond Count | 0 |
Complexity | 26.3 |
Monoisotopic Mass | 58.042 |
Exact Mass | 58.042 |
XLogP | -0.1 |
Formal Charge | 0 |
Heavy Atom Count | 4 |
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+ | 0.9818 |
Human Intestinal Absorption | HIA+ | 0.9959 |
Caco-2 Permeability | Caco2+ | 0.7526 |
P-glycoprotein Substrate | Non-substrate | 0.8012 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.9272 |
Non-inhibitor | 0.9680 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.9194 |
Distribution | ||
Subcellular localization | Mitochondria | 0.6207 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8279 |
CYP450 2D6 Substrate | Non-substrate | 0.9116 |
CYP450 3A4 Substrate | Non-substrate | 0.7043 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.8238 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9596 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9614 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.9477 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9847 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9238 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9655 |
Non-inhibitor | 0.9569 | |
AMES Toxicity | Non AMES toxic | 0.9133 |
Carcinogens | Carcinogens | 0.7115 |
Fish Toxicity | Low FHMT | 0.6453 |
Tetrahymena Pyriformis Toxicity | Low TPT | 0.7916 |
Honey Bee Toxicity | High HBT | 0.8176 |
Biodegradation | Ready biodegradable | 0.8501 |
Acute Oral Toxicity | III | 0.6238 |
Carcinogenicity (Three-class) | Non-required | 0.7274 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | 0.1920 | LogS |
Caco-2 Permeability | 1.5329 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 1.5293 | LD50, mol/kg |
Fish Toxicity | 3.2181 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | -1.2451 | pIGC50, ug/L |
References
Title | Journal | Date | Pubmed ID |
---|---|---|---|
Determination of total avilamycin residues as dichloroisoeverninic acid inporcine muscle, fat, and liver by LC-MS/MS. | Food Chem | 2018 May 30 | 29407936 |
Behavior of 11 Foodborne Bacteria on Whole and Cut Mangoes var. Ataulfo and Kent and Antibacterial Activities of Hibiscus sabdariffa Extracts and Chemical Sanitizers Directly onto Mangoes Contaminated with Foodborne Bacteria. | J Food Prot | 2018 May | 29620488 |
Oolong tea and LR-White resin: a new method of plant sample preparation for transmission electron microscopy. | J Microsc | 2018 May | 29334400 |
Identification and characterization of a novel alkalistable and salt-tolerantesterase from the deep-sea hydrothermal vent of the East Pacific Rise. | Microbiologyopen | 2018 Mar 5 | 29504251 |
South African medicinal plant extracts active against influenza A virus. | BMC Complement Altern Med | 2018 Mar 27 | 29587734 |
Simultaneous Extraction and Determination of Preservatives and Antioxidants inJuice Samples by an Optimized Microextraction Method Using Central CompositeDesign and Validated with Accuracy Profile. | J AOAC Int | 2018 Jun 28 | 29954481 |
Solvent effect on endosulfan adsorption onto polymeric arginine-methacrylatecryogels. | Environ Sci Pollut Res Int | 2018 Jun 27 | 29951763 |
Toxicological effect of underutilized plant, Cleistanthus collinus leaf extracts against two major stored grain pests, the rice weevil, Sitophilus oryzae and red flour beetle, Tribolium castaneum. | Ecotoxicol Environ Saf | 2018 Jun 15 | 29454991 |
Antibacterial activity and in situ efficacy of Bidens pilosa Linn and Dichrostachys cinerea Wight et Arn extracts against common diarrhoea-causing waterborne bacteria. | BMC Complement Altern Med | 2018 Jun 1 | 29859076 |
Evaluation of Antioxidant Properties, Phenolic Compounds, Anthelmintic, andCytotoxic Activities of Various Extracts Isolated from Nepeta cadmea: An Endemic Plant for Turkey. | J Food Sci | 2018 Jun | 29746001 |
Phytochemical, Free Radical Scavenging and Antifungal Profile of Cuscutacampestris Yunck. Seeds. | Chem Biodivers | 2018 Jul 19:e1800174 | 29874415 |
Analysis of the Active Constituents and Evaluation of the Biological Effects ofQuercus acuta Thunb. (Fagaceae) Extracts. | Molecules | 2018 Jul 19 | 30029475 |
Catalytic characteristics and application of l-asparaginase immobilized onaluminum oxide pellets. | Int J Biol Macromol | 2018 Jul 15 | 29572146 |
Development of magnetic dispersive solid phase extraction using toner powder asan efficient and economic sorbent in combination with dispersive liquid-liquidmicroextraction for extraction of some widely used pesticides in fruit juices. | J Chromatogr A | 2018 Jan 12 | 29174132 |
Effects of Highland Barley Bran Extract Rich in Phenolic Acids on the Formationof Nε-Carboxymethyllysine in a Biscuit Model. | J Agric Food Chem | 2018 Feb 28 | 29414239 |
Antibacterial Activities of Hibiscus sabdariffa Extracts and Chemical Sanitizers Directly on Green Leaves Contaminated with Foodborne Pathogens. | J Food Prot | 2018 Feb | 29320233 |
Metalloproteomics Approach to Analyze Mercury in Breast Milk and Hair Samples of Lactating Women in Communities of the Amazon Basin, Brazil. | Biol Trace Elem Res | 2018 Feb | 28547667 |
Anti-quorum sensing activity, toxicity in zebrafish (Danio rerio) embryos and phytochemical characterization of Trapa natans leaf extracts. | J Ethnopharmacol | 2018 Aug 10 | 29733941 |
A simple, rapid and novel method based on salting-out assisted liquid-liquid extraction for ochratoxin A determination in beer samples prior to ultra-high-performance liquid chromatography coupled to tandem mass spectrometry. | Food Addit Contam Part A Chem Anal Control Expo Risk Assess | 2018 Aug | 29877757 |
Organic Solvent as Internal Standards for Quantitative and High-Throughput LiquidInterfacial SERS Analysis in Complex Media. | Anal Chem | 2018 Apr 17 | 29584402 |
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 ]