General Information

MaintermACETAMIDE
Doc TypeEAF
CAS Reg.No.(or other ID)60-35-5
Regnum

From www.fda.gov

Computed Descriptors

Download SDF
2D Structure
CID178
IUPAC Nameacetamide
InChIInChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4)
InChI KeyDLFVBJFMPXGRIB-UHFFFAOYSA-N
Canonical SMILESCC(=O)N
Molecular FormulaC2H5NO
Wikipediaacetamide

From Pubchem


Computed Properties

Property Name Property Value
Molecular Weight59.068
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Complexity33.0
CACTVS Substructure Key Fingerprint A A A D c Y B C I 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 A A A A A A A A A A A A A H g A Q A A A A A A C B g A A C A A B A A A A I A A E Q E 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 A E 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 A A A A A A A A A A A = =
Topological Polar Surface Area43.1
Monoisotopic Mass59.037
Exact Mass59.037
XLogP3None
XLogP3-AA-0.9
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count4
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem


Food Additives Biosynthesis/Degradation


ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9963
Human Intestinal AbsorptionHIA+0.9927
Caco-2 PermeabilityCaco2+0.7518
P-glycoprotein SubstrateNon-substrate0.8939
P-glycoprotein InhibitorNon-inhibitor0.9777
Non-inhibitor0.9941
Renal Organic Cation TransporterNon-inhibitor0.9393
Distribution
Subcellular localizationLysosome0.6943
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8236
CYP450 2D6 SubstrateNon-substrate0.8788
CYP450 3A4 SubstrateNon-substrate0.7426
CYP450 1A2 InhibitorNon-inhibitor0.9458
CYP450 2C9 InhibitorNon-inhibitor0.9521
CYP450 2D6 InhibitorNon-inhibitor0.9761
CYP450 2C19 InhibitorNon-inhibitor0.9726
CYP450 3A4 InhibitorNon-inhibitor0.9828
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9760
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9936
Non-inhibitor0.9823
AMES ToxicityNon AMES toxic0.9368
CarcinogensNon-carcinogens0.5625
Fish ToxicityLow FHMT0.9622
Tetrahymena Pyriformis ToxicityLow TPT0.9770
Honey Bee ToxicityLow HBT0.5356
BiodegradationReady biodegradable0.8094
Acute Oral ToxicityIV0.5126
Carcinogenicity (Three-class)Non-required0.4125

From admetSAR


ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility1.5176LogS
Caco-2 Permeability1.2751LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.0771LD50, mol/kg
Fish Toxicity3.2563pLC50, mg/L
Tetrahymena Pyriformis Toxicity-1.1131pIGC50, ug/L

From admetSAR


Toxicity Profile

Route of Exposure
Mechanism of Toxicity
Metabolism
Toxicity Values
Lethal Dose
Carcinogenicity (IARC Classification)2B, possibly carcinogenic to humans.
Minimum Risk Level
Health Effects
Treatment
Reference
  1. Yalcin I, Kaymakcioglu BK, Oren I, Sener E, Temiz O, Akin A, Altanlar N: Synthesis and microbiological activity of some novel N-(2-hydroxyl-5-substitutedphenyl)benzacetamides, phenoxyacetamides and thiophenoxyacetamides as the possible metabolites of antimicrobial active benzoxazoles. Farmaco. 1997 Nov;52(11):685-9.[9550095 ]
  2. Jawed H, Shah SU, Jamall S, Simjee SU: N-(2-hydroxy phenyl) acetamide inhibits inflammation-related cytokines and ROS in adjuvant-induced arthritic (AIA) rats. Int Immunopharmacol. 2010 Aug;10(8):900-5. doi: 10.1016/j.intimp.2010.04.028. Epub 2010 May 7.[20452462 ]
  3. Muri EM, Williamson JS: Anti-Helicobacter pylori agents. An update. Mini Rev Med Chem. 2004 Feb;4(2):201-6.[14965292 ]

From T3DB


Taxonomic Classification

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboximidic acids and derivatives
SubclassCarboximidic acids
Intermediate Tree NodesNot available
Direct ParentCarboximidic acids
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsCarboximidic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

From ClassyFire


Targets

General Function:
Zinc ion binding
Specific Function:
Responsible for the deacetylation of lysine residues on the N-terminal part of the core histones (H2A, H2B, H3 and H4). Histone deacetylation gives a tag for epigenetic repression and plays an important role in transcriptional regulation, cell cycle progression and developmental events. Histone deacetylases act via the formation of large multiprotein complexes (By similarity). Plays a central role in microtubule-dependent cell motility via deacetylation of tubulin. Involved in the MTA1-mediated epigenetic regulation of ESR1 expression in breast cancer.In addition to its protein deacetylase activity, plays a key role in the degradation of misfolded proteins: when misfolded proteins are too abundant to be degraded by the chaperone refolding system and the ubiquitin-proteasome, mediates the transport of misfolded proteins to a cytoplasmic juxtanuclear structure called aggresome. Probably acts as an adapter that recognizes polyubiquitinated misfolded proteins and target them to the aggresome, facilitating their clearance by autophagy.
Gene Name:
HDAC6
Uniprot ID:
Q9UBN7
Molecular Weight:
131418.19 Da
References
  1. 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:
Kinase activity
Specific Function:
Negatively regulates the expression of the aliphatic amidase operon. AmiC functions by inhibiting the action of AmiR at the protein level. It exhibits protein kinase activity.
Gene Name:
amiC
Uniprot ID:
P27017
Molecular Weight:
42806.69 Da

From T3DB