2-Ammonio-4-sulfanylbutanoate
Basic information
- CAS
454-29-5- Standard SMILES
[NH3+]C(CCS)C(=O)[O-]- InChIKey
FFFHZYDWPBMWHY-UHFFFAOYSA-N- Molecular formula
- C4H9NO2S
- Average molar mass
- 135.19 g/mol
- Monoisotopic mass
- 135.0353997
Overview
Homocysteine zwitterion is an amino acid zwitterion of homocysteine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. It has a role as a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a tautomer of a homocysteine.
Names & identifiers
- Preferred name
- 2-Ammonio-4-sulfanylbutanoate
- IUPAC
- 2-azaniumyl-4-sulfanylbutanoate
- English name
- DL-Homocysteine
- Molecular formula
- C4H9NO2S
- Molecular weight
- 135.19
Names & synonyms
homocysteine zwitterion2-ammonio-4-sulfanylbutanoateCHEBI:58065DL-Homocysteine,95%NS 2212usafb-12NSC 2212NSC-2212H-DL-Hcys-OHDL-HoMocysteinDL-HOMOCYSTEINE(+-)-homocysteine
Show more names
TOTALHOMOCYSTEINE
Database identifiers
- CAS
454-29-5- PubChem CID
- 49791978
- ChEBI
CHEBI:58065
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 68.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 80.6
Physicochemical properties
- Melting point
- 232 · 232-233 °C(lit.)
- Boiling point
- 299.7 · 299.7±35.0 °C(Predicted)
- Density
- 1.149 · 1.149 (estimate)
- refractive index
- 1.548 · 1.5480 (estimate)
- Flash point
- 230 °F · >230 °F
- storage temp.
- -20 °C · -20°C
- solubility
- 2 O: · H2O: soluble
- pka
- 2.22 · 2.22, 8.87, 10.86(at 25℃)
- form
- solid
- color
- White to Off-White
- optical activity
- 0 · [α]/D 0±1°, c = 1 in H2O
- Water Solubility
- 2 O: · H2O: soluble
- Merck
- 14 · 14,4734
- BRN
- 1721683 · 1721683
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents.
- Major Application
- cell analysispeptide synthesis
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10-23
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- MT0175000
- hs_code
- 29309090
- Toxicity
- LD50 intraperitoneal in mouse: 500mg/kg
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS09
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H413-H372
- Precautionary statements
- P501-P273-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Applications
UsesDL-Homocysteine has been used to induce hyperhomocysteinemia in Sprague–Dawley rats. It has also been used to study the effects of hyperhomocysteinemia on atherosclerosis in apolipoprotein E-deficient mice.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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