Basic information
- CAS
626-72-2- Standard SMILES
N[C@@H](CCSSCC[C@H](N)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 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.
Names & identifiers
- Preferred name
- L-Homocystine
- IUPAC
- (2S)-2-amino-4-[[(3S)-3-amino-3-carboxypropyl]disulfanyl]butanoic acid
- English name
- L-Homocystine
- Molecular formula
- C8H16N2O4S2
- Molecular weight
- 268.35
Names & synonyms
L-Homocystine626-72-2Homocystine, L-804AS222UEEINECS 210-962-5L-HOMOCYSTINE [MI]HOMOCYSTINE, (+)-Butanoic acid, 4,4'-dithiobis(2-amino-, (2S,2'S)-2-amino-4-{[(3S)-3-amino-3-carboxypropyl]disulfanyl}butanoic acidDTXSID001019905[S-(R*,R*)]-4,4'-dithiobis[2-aminobutyric] acid(S-(R*,R*))-4,4'-Dithiobis(2-aminobutyric) acid
Show more names
H-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(H-HOMOCYS-OH)2
BUTYRIC ACID, 4,4'-DITHIOBIS(2-AMINO-, L-Butanoic acid, 4,4'-dithiobis[2-amino-, (2S,2'S)-Butanoic acid, 4,4'-dithiobis[2-amino-, [S-(R*,R*)]-BUTANOIC ACID, 4,4'-DITHIOBIS(2-AMINO-, (S-(R*,R*))-2-amino-4-(((3S)-3-amino-3-carboxypropyl)disulfanyl)butanoic acidRefChem:796776DTXCID801477767210-962-5
Database identifiers
Properties
Computed structural properties
- XLogP
- -5.6
- Topological polar surface area
- 177 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 216
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.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.
Not Classified
Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesNot Classified
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
Uses & manufacturing
General Manufacturing InformationButanoic acid, 4,4'-dithiobis[2-amino-, (2S,2'S)-: ACTIVE
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
Suppliers101 total
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
Related reactions
7 records
Compound notes
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