N-[Hydroxy(1-lysylpyrrolidin-2-yl)methylidene]valine
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Grundinformationen
- CAS
67727-97-3- Standard-SMILES
CC(C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)CCCCN)C(=O)O- InChIKey
YSPZCHGIWAQVKQ-AVGNSLFASA-N- Summenformel
- C16H30N4O4
- Durchschnittliche Molmasse
- 342,44 g/mol
- Monoisotopische Masse
- 342,22670544
Namen und Bezeichner
- Bevorzugter Name
- N-[Hydroxy(1-lysylpyrrolidin-2-yl)methylidene]valine
- IUPAC
- N-{Hydroxy[(2S)-1-L-lysylpyrrolidin-2-yl]methylidene}-L-valine
- Englischer Name
- α-MSH (11-13) (free acid)
- Summenformel
- C16H30N4O4
- Molmasse
- 342.43
Namen und Synonyme
KPVLys-pro-valLys-Pro-Val-OHH-Lys-Pro-Val-OHα-Melanotropin(11-13)KPV (Lysine-Proline-Valine)HCG，G2KHCG，G5KHCG，G10KKPV -678
Datenbank-Bezeichner
- CAS
67727-97-3- PubChem CID
- 125672
- DTXSID
DTXSID80987067- ChEBI
CHEBI:160254- Nikkaji
- J488.954A
Eigenschaften
Physikochemische Eigenschaften
- storage temp.
- -15 °C · -15°C
- InChI
- InChI=1S/C16H30N4O4/c1-10(2)13(16(23)24)19-14(21)12-7-5-9-20(12)15(22)11(18)6-3-4-8-17/h10-13H,3-9,17-18H2,1-2H3,(H,19,21)(H,23,24)/t11-,12-,13-/m0/s1
- InChIKey
- YSPZCHGIWAQVKQ-AVGNSLFASA-N
- SMILES
- C(O)(=O)[C@H](C(C)C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)N
Chemie und Industrie
Anwendungen
Beschreibungα-MSH (11-13) (free acid) is a synthetic, nonsteroidal compound that binds to and activates α-melanocyte-stimulating hormone receptors. It has been used as an antiinflammatory agent in the treatment of inflammatory bowel disease and bowel disease. It is also being studied as a contraceptive and an elastase inhibitor. This drug has shown some promise in the treatment of autoimmune diseases, such as rheumatoid arthritis, Crohn's disease, ulcerative colitis, multiple sclerosis, and type 1 diabetes mellitus. It is thought that α-MSH (11-13) (free acid) acetate salt may inhibit the production of inflammatory cells by inhibiting leukocyte elastase activity.
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