Home > Compound List > Compound details
73537-09-4 molecular structure
click picture or here to close

(2S)-2-aminobut-3-ynoic acid

ChemBase ID: 3830
Molecular Formular: C4H5NO2
Molecular Mass: 99.088
Monoisotopic Mass: 99.03202841
SMILES and InChIs

SMILES:
N[C@@H](C#C)C(=O)O
Canonical SMILES:
N[C@H](C(=O)O)C#C
InChI:
InChI=1S/C4H5NO2/c1-2-3(5)4(6)7/h1,3H,5H2,(H,6,7)/t3-/m0/s1
InChIKey:
DSUAJFIEKRKPEE-VKHMYHEASA-N

Cite this record

CBID:3830 http://www.chembase.cn/molecule-3830.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-aminobut-3-ynoic acid
IUPAC Traditional name
L-propargylglycine
L-2-amino-3-butynoic acid
Synonyms
L-C-Propargylglycine
L-2-amino-3-butynoic acid
2-amino-but-3-ynoic acid
Antibiotic FR 900130
(S)-2-Amino-3-butynoic acid
(S)-2-Amino-4-pentynoic acid
L-C-Propargylglycine
L-Propargylglycine
CAS Number
73537-09-4
23235-01-0
MDL Number
MFCD00077855
Beilstein Number
2347861
PubChem SID
24887908
160967267
46505992
PubChem CID
175496

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
81838 external link Add to cart Please log in.

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 1.6608694  H Acceptors
H Donor LogD (pH = 5.5) -2.968969 
LogD (pH = 7.4) -3.0170567  Log P -2.968635 
Molar Refractivity 23.3289 cm3 Polarizability 9.10405 Å3
Polar Surface Area 63.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -2.22  LOG S -1.82 
Solubility (Water) 1.50e+00 g/l 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥99.0% (TLC) expand Show data source
Empirical Formula (Hill Notation)
C5H7NO2 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Sigma Aldrich Sigma Aldrich
DrugBank - DB04217 external link
Drug information: experimental
Sigma Aldrich - 81838 external link
Application
Reagent for the irreversible inactivation of γ-cystathionase1,2; affinity labeling reagent for γ-cystathionase and other enzymes3; peptides containing this amino acid can be tritiated to high specific radioactivity4
Biochem/physiol Actions
L-C-Propargylglycine, a specific inhibitor of H(2)S synthase of cystathionine-γ-lyase (CSE), may be used to study the role of H2S in regulation of biological processes.
L-propargylglycine (PAG), an inhibitor of cystathionine γ-lyase (CSE), is useful in studies of hydrogen sulphide synthesis and bioactivity.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle