L,L-homocystine
Basic information
- CAS
626-72-2- Standard SMILES
[NH3+][C@@H](CCSSCC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]- InChIKey
ZTVZLYBCZNMWCF-WDSKDSINSA-N- Molecular formula
- C8H16N2O4S2
- Average molar mass
- 268.4 g/mol
- Monoisotopic mass
- 268.05514934
Overview
L,L-homocystine zwitterion is a homocystine zwitterion in which both stereocentres have L configuration. It is a tautomer of a L,L-homocystine.
Names & identifiers
- Preferred name
- L,L-homocystine
- IUPAC
- (2S)-2-azaniumyl-4-[[(3S)-3-azaniumyl-3-carboxylatopropyl]disulfanyl]butanoate
- English name
- L-Homocystine
- Molecular formula
- C8H16N2O4S2
- Molecular weight
- 268.35
Names & synonyms
L,L-homocystineL-homocystine zwitterionL,L-homocystine zwitterionCHEBI:140613H-HoCys-OH(2S,2'S)-4,4'-Disulfanediylbis(2-aMinobutanoic acid)(H-HCY-OH)2(H-Hcy-OH)?H-L-HCystine(H-HOCYS-OH)2H-L-HOCYSTINE(H-Hcys-OH) 2
Show more names
L-Homocystine(H-HOMOCYS-OH)2
Database identifiers
- CAS
626-72-2、870-93-9- PubChem CID
- 6991970
- ChEBI
CHEBI:140613
Properties
Computed structural properties
- XLogP
- -4.3
- Topological polar surface area
- 186 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 7
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 205
Physicochemical properties
- Melting point
- 281 · 281-284 °C (dec.)(lit.)
- alpha
- 77 · 77 º (c=1% in 1N HCl)
- Boiling point
- 507.6 · 507.6±50.0 °C(Predicted)
- Density
- 1.443 · 1.443±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- 2 O · H2O : 5 mg/mL (18.63 mM; ultrasonic and adjust pH to 3 with H2O)DMSO : 1 mg/mL (3.73 mM; ultrasonic and adjust pH to 5 with HCl)
- form
- Powder
- pka
- 1.9 · 1.90±0.10(Predicted)
- color
- Off-white to light yellow
- optical activity
- 73.7 ° · 73.7°(C=0.97g/100ml 1N HCL)
- BRN
- 1728583 · 1728583
- Major Application
- cell analysispeptide synthesis
- InChI
- InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m0/s1
- InChIKey
- ZTVZLYBCZNMWCF-WDSKDSINSA-N
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
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29309090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501
Chemistry & industry
Applications
UsesIncreased levels lead to hyperhomocysteinemia; a cardiovascular risk factor in prediction of coronary heart disease as well as being associated with congenital birth defects, pregnancy complications and cancer.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: L,L-homocystine is a homocystine in which both chiral centres have L configuration. It is functionally related to a L-homocysteine. It is a tautomer of a L,L-homocystine zwitterion.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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