1-Aminocyclopropanecarboxylic Acid

Identification

Name
1-Aminocyclopropanecarboxylic Acid
Accession Number
DB02085  (EXPT00065)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
NSC-98430
Categories
Not Available
UNII
3K9EJ633GL
CAS number
22059-21-8
Weight
Average: 101.1039
Monoisotopic: 101.047678473
Chemical Formula
C4H7NO2
InChI Key
PAJPWUMXBYXFCZ-UHFFFAOYSA-N
InChI
InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
IUPAC Name
1-aminocyclopropane-1-carboxylic acid
SMILES
NC1(CC1)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U1-aminocyclopropane-1-carboxylate deaminaseNot AvailablePseudomonas sp. (strain ACP)
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
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Wolfgang Kleemiss, Marcel Feld, "Process for the preparation of 1-aminocyclopropanecarboxylic acid hydrochloride." U.S. Patent US5569781, issued October 29, 1996.

US5569781
General References
Not Available
External Links
Human Metabolome Database
HMDB0036458
KEGG Compound
C01234
PubChem Compound
535
PubChem Substance
46505058
ChemSpider
520
ChEBI
18053
ChEMBL
CHEMBL265325
HET
1AC
PDB Entries
1j0e / 1tz2 / 1y20 / 2gv2 / 2rc9 / 3fe7 / 3fea / 3ov1 / 4tll / 4tlm
show 1 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
PropertyValueSource
logP-2.78TSAI,RS ET AL. (1991)
pKa2.73TSAI,RS ET AL. (1991)
Predicted Properties
PropertyValueSource
Water Solubility437.0 mg/mLALOGPS
logP-3ALOGPS
logP-2.7ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)2.2ChemAxon
pKa (Strongest Basic)9.35ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity23.25 m3·mol-1ChemAxon
Polarizability9.6 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8158
Blood Brain Barrier+0.8236
Caco-2 permeable-0.611
P-glycoprotein substrateNon-substrate0.6972
P-glycoprotein inhibitor INon-inhibitor0.9921
P-glycoprotein inhibitor IINon-inhibitor0.9927
Renal organic cation transporterNon-inhibitor0.944
CYP450 2C9 substrateNon-substrate0.823
CYP450 2D6 substrateNon-substrate0.8582
CYP450 3A4 substrateNon-substrate0.7249
CYP450 1A2 substrateNon-inhibitor0.9265
CYP450 2C9 inhibitorNon-inhibitor0.9399
CYP450 2D6 inhibitorNon-inhibitor0.9683
CYP450 2C19 inhibitorNon-inhibitor0.9418
CYP450 3A4 inhibitorNon-inhibitor0.9305
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9888
Ames testNon AMES toxic0.8466
CarcinogenicityNon-carcinogens0.8423
BiodegradationReady biodegradable0.7264
Rat acute toxicity2.2509 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9958
hERG inhibition (predictor II)Non-inhibitor0.9776
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
GC-MS Spectrum - GC-MS (1 TMS)GC-MSsplash10-001i-9500000000-33713ec79986844e5473
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0ufr-3950000000-776d858758510d8fe3b8
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-00di-1910000000-acee5ab7198285e8e50d
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0002-1910000000-836cd3fd9e3e118fac61
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0002-0920000000-7a5478a80a1eb32d4b7a
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-9720000000-bc94d2ac28653eae38a4
GC-MS Spectrum - GC-MSGC-MSsplash10-00di-1910000000-acee5ab7198285e8e50d
GC-MS Spectrum - GC-MSGC-MSsplash10-001i-9500000000-33713ec79986844e5473
GC-MS Spectrum - GC-MSGC-MSsplash10-0ufr-3950000000-776d858758510d8fe3b8
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0002-0920000000-af1ef43c6c84ceb25d5c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pb9-9300000000-244f710bfae169c961d0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-5f673119a666f94f5dd5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4r-9000000000-2efefbe38e98daf65e22
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-2900000000-29f725068caae526a7b0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-7900000000-02a1bc1d5a77ccf4ada2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-22d9ef8cfddff91b4c31
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-1900000000-6ca112489bfda003824d
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9000000000-bd4a1c4cd402aa288a76
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0udi-1900000000-a1d7dde23e88cd41768a
MS/MS Spectrum - , negativeLC-MS/MSsplash10-0udi-1900000000-efae844e876c90b68fef
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0udi-0900000000-77275125d96326d211b2
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0pb9-9600000000-4cea9188f7383df64f1e

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
1-aminocyclopropane-1-carboxylic acids and derivatives / Cyclopropanecarboxylic acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alpha-amino acid / 1-aminocyclopropane-1-carboxylic acid or derivatives / Cyclopropanecarboxylic acid / Cyclopropanecarboxylic acid or derivatives / Amino acid / Carboxylic acid / Monocarboxylic acid or derivatives / Organic nitrogen compound / Organooxygen compound / Organonitrogen compound
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
monocarboxylic acid, non-proteinogenic alpha-amino acid (CHEBI:18053)

Targets

Kind
Protein
Organism
Pseudomonas sp. (strain ACP)
Pharmacological action
Unknown
General Function
Pyridoxal phosphate binding
Specific Function
Catalyzes a cyclopropane ring-opening reaction, the irreversible conversion of 1-aminocyclopropane-1-carboxylate (ACC) to ammonia and alpha-ketobutyrate. Allows growth on ACC as a nitrogen source.
Gene Name
acdS
Uniprot ID
Q00740
Uniprot Name
1-aminocyclopropane-1-carboxylate deaminase
Molecular Weight
36671.515 Da
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:17139284]
  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:17016423]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:11