Basic information
- CAS
3183-08-2- Standard SMILES
N[C@@H](CSC[C@H](N)C(=O)O)C(=O)O- InChIKey
DWPCPZJAHOETAG-IMJSIDKUSA-N- Molecular formula
- C6H12N2O4S
- Average molar mass
- 208.24 g/mol
- Monoisotopic mass
- 208.05177804
Overview
L-lanthionine is the L-enantiomer of lanthionine. It is a lanthionine, a non-proteinogenic L-alpha-amino acid and a L-alanine derivative. It is a tautomer of a L-lanthionine dizwitterion.
Names & identifiers
- Preferred name
- L-Lanthionine
- IUPAC
- (2R)-2-amino-3-[(2R)-2-amino-2-carboxyethyl]sulfanylpropanoic acid
- English name
- Lanthionine
- Molecular formula
- C6H12N2O4S
- Molecular weight
- 208.24
Names & synonyms
LanthionineL-Lanthionine922-55-43,3'-thiobis-L-alanineAlanine, 3,3'-thiodi-, L-beta,beta'-Thiodi-L-alanineL-Cysteine, S-[(2R)-2-amino-2-carboxyethyl]-JO78O46X3K3,3'-ThiodialanineSulfide, bis(2-amino-2-carboxyethyl), (R-(R*,R*))-CHEBI:21347DTXSID40871812
Show more names
LanolthionineDL-(RG)DL-LANTHIONINELANTHIONINE, DL-DL-3,3′-thiodi-AlanineDL-LanthionineCarisoprodol Impurity 9-d4BIS(2-AMINO-2-CARBOXYETHYL)SULFIDElanthionine, mixture of dl and meso
L-Cysteine, S-((2R)-2-amino-2-carboxyethyl)-NSC-83248S-((2R)-2-amino-2-carboxyethyl)-L-cysteineS-[(2R)-2-Amino-2-carboxyethyl]-L-cysteine3,3'-thiodi-L-alanineCHEBI:25013RefChem:798499DTXCID201505972
Database identifiers
- CAS
3183-08-2、922-55-4- PubChem CID
Properties
Computed structural properties
- XLogP
- -6.3
- Topological polar surface area
- 152 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 179
Physicochemical properties
- Boiling point
- 462.6 · 462.6±45.0 °C(Predicted)
- Density
- 1.499 · 1.499±0.06 g/cm3(Predicted)
- solubility
- Aqueous Acid (Slightly), Aqueous Base (Slightly)
- pka
- 1.75 · 1.75±0.10(Predicted)
- form
- Solid
- color
- White to Off-White
- Major Application
- detection
- InChI
- 1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)
- InChIKey
- DWPCPZJAHOETAG-UHFFFAOYSA-N
- SMILES
- S(CC(N)C(=O)O)CC(N)C(=O)O
- CAS DataBase Reference
- 3183 · 3183-08-2(CAS DataBase Reference)
- FDA UNII
- 9 N5M8Q1P1C · 9N5M8Q1P1C
- UNSPSC Code
- 12352209 · 12352209
- NACRES
- 26 · NA.26
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
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
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- WGK 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H319-H335-H315
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
UsesDL-Lanthionine is a thioether-amino acid which when present in peptides results in antimicrobial activity. Peptides with this amino acid within it become part of a group named lantibiotics.
Suppliers21 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
上海纽雀客生物科技有限公司13916276291 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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