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Identification
NameO-Acetylserine
Accession NumberDB01837  (EXPT02411)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number4985-36-8
WeightAverage: 147.1293
Monoisotopic: 147.053157781
Chemical FormulaC5H9NO4
InChI KeyVZXPDPZARILFQX-SCSAIBSYSA-N
InChI
InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m1/s1
IUPAC Name
(2R)-3-(acetyloxy)-2-aminopropanoic acid
SMILES
CC(=O)OC[C@@H](N)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentAlpha Amino Acids and Derivatives
Alternative parentsDicarboxylic Acids and Derivatives; Carboxylic Acid Esters; Enolates; Ethers; Carboxylic Acids; Polyamines; Monoalkylamines
Substituentsdicarboxylic acid derivative; carboxylic acid ester; carboxylic acid; enolate; ether; polyamine; amine; primary amine; primary aliphatic amine; organonitrogen compound
Classification descriptionThis compound belongs to the alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.8137
Blood Brain Barrier - 0.5401
Caco-2 permeable - 0.833
P-glycoprotein substrate Non-substrate 0.5694
P-glycoprotein inhibitor I Non-inhibitor 0.9679
P-glycoprotein inhibitor II Non-inhibitor 0.9795
Renal organic cation transporter Non-inhibitor 0.9342
CYP450 2C9 substrate Non-substrate 0.8498
CYP450 2D6 substrate Non-substrate 0.8515
CYP450 3A4 substrate Non-substrate 0.7801
CYP450 1A2 substrate Non-inhibitor 0.8483
CYP450 2C9 substrate Non-inhibitor 0.9369
CYP450 2D6 substrate Non-inhibitor 0.9132
CYP450 2C19 substrate Non-inhibitor 0.9515
CYP450 3A4 substrate Non-inhibitor 0.8822
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9947
Ames test Non AMES toxic 0.7432
Carcinogenicity Non-carcinogens 0.8485
Biodegradation Ready biodegradable 0.8016
Rat acute toxicity 1.5968 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.993
hERG inhibition (predictor II) Non-inhibitor 0.9838
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility174.0ALOGPS
logP-2.9ALOGPS
logP-3.4ChemAxon
logS0.07ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)8.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area89.62 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.19 m3·mol-1ChemAxon
Polarizability13.54 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Walfred Leinfelder, Peter Heinrich, “Process for preparing O-acetylserine, L-cysteine and L-cysteine-related products.” U.S. Patent US6218168, issued October, 1990.

US6218168
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound6995274
PubChem Substance46507422
ChemSpider184
ChEBI17981
ChEMBL
HETOAS
WikipediaO-Acetylserine
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Prostaglandin G/H synthase 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Prostaglandin G/H synthase 1 P23219 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. Pubmed
  3. 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. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:16