2,3-Didehydroalanine

Identification

Name
2,3-Didehydroalanine
Accession Number
DB02688  (EXPT01186)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
98RA387EKY
CAS number
1948-56-7
Weight
Average: 87.0773
Monoisotopic: 87.032028409
Chemical Formula
C3H5NO2
InChI Key
UQBOJOOOTLPNST-UHFFFAOYSA-N
InChI
InChI=1S/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6)
IUPAC Name
2-aminoprop-2-enoic acid
SMILES
NC(=C)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
ULantibiotic mersacidinNot AvailableBacillus sp. (strain HIL-Y85/54728)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Thyroid hormone synthesisMetabolic
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB03609
KEGG Compound
C02218
PubChem Compound
123991
PubChem Substance
46509183
ChemSpider
110510
ChEBI
17123
HET
DHA
PDB Entries
1e9w / 1lk9 / 1mqx / 1mqy / 1mqz / 1oln / 1qow / 1w9n / 1wco / 2g2s
show 19 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility233.0 mg/mLALOGPS
logP-0.13ALOGPS
logP-2.9ChemAxon
logS0.43ALOGPS
pKa (Strongest Acidic)2.58ChemAxon
pKa (Strongest Basic)8.64ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.92 m3·mol-1ChemAxon
Polarizability7.72 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8886
Blood Brain Barrier-0.5318
Caco-2 permeable-0.6826
P-glycoprotein substrateNon-substrate0.7919
P-glycoprotein inhibitor INon-inhibitor0.967
P-glycoprotein inhibitor IINon-inhibitor0.9938
Renal organic cation transporterNon-inhibitor0.9568
CYP450 2C9 substrateNon-substrate0.8618
CYP450 2D6 substrateNon-substrate0.8772
CYP450 3A4 substrateNon-substrate0.7836
CYP450 1A2 substrateNon-inhibitor0.8905
CYP450 2C9 inhibitorNon-inhibitor0.8817
CYP450 2D6 inhibitorNon-inhibitor0.9378
CYP450 2C19 inhibitorNon-inhibitor0.9157
CYP450 3A4 inhibitorNon-inhibitor0.8251
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9674
Ames testNon AMES toxic0.866
CarcinogenicityNon-carcinogens0.6376
BiodegradationReady biodegradable0.6981
Rat acute toxicity1.8325 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9801
hERG inhibition (predictor II)Non-inhibitor0.9825
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000f-9000000000-15dc8dc52e98be913462
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-dc312ec6c67a0557dea5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-6abf262be2b6f2447777
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-9000000000-8d7c53619f483f86f61a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-9000000000-e78e6283f6f0fd640c07
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014u-9000000000-f45341969a54a57e8b77

Taxonomy

Description
This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids
Alternative Parents
Amino acids / Monocarboxylic acids and derivatives / Enamines / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alpha-amino acid / Amino acid / Carboxylic acid / Enamine / Monocarboxylic acid or derivatives / Hydrocarbon derivative / Primary amine / Organooxygen compound / Organonitrogen compound / Amine
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
non-proteinogenic alpha-amino acid, enamine, alpha,beta-unsaturated monocarboxylic acid, dehydroamino acid (CHEBI:17123)

Targets

Kind
Protein
Organism
Bacillus sp. (strain HIL-Y85/54728)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Kills a number of Gram-positive bacteria. Acts at the level of cell wall biosynthesis by interfering with bacterial peptidoglycan biosynthesis. Specifically inhibits the conversion of the lipid II ...
Gene Name
mrsA
Uniprot ID
P43683
Uniprot Name
Lantibiotic mersacidin
Molecular Weight
7228.065 Da

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:17