2-ammonio-2,3,5-trideoxy-3-methyl-L-ribonate
Grundinformationen
- CAS
55399-93-4- Standard-SMILES
C[C@@H]([C@H](C)O)[C@H]([NH3+])C(=O)[O-]- InChIKey
OSCCDBFHNMXNME-YUPRTTJUSA-N- Summenformel
- C6H13NO3
- Durchschnittliche Molmasse
- 147,17 g/mol
- Monoisotopische Masse
- 147,08954328
Überblick
(4S)-4-hydroxy-L-isoleucine zwitterion is an amino acid zwitterion resulting from a transfer of a proton from the carboxy to the amino group of (4S)-4-hydroxy-L-isoleucine; major species at pH 7.3. It has a role as a plant metabolite. It is a tautomer of a (4S)-4-hydroxy-L-isoleucine.
Namen und Bezeichner
- Bevorzugter Name
- 2-ammonio-2,3,5-trideoxy-3-methyl-L-ribonate
- IUPAC
- (2S,3R,4S)-2-azaniumyl-4-hydroxy-3-methylpentanoate
- Englischer Name
- 4-Hydroxyisoleucine
- Summenformel
- C6H13NO3
- Molmasse
- 147.17
Namen und Synonyme
CHEBI:78247(4S)-4-hydroxy-L-isoleucine zwitterion2-ammonio-2,3,5-trideoxy-3-methyl-L-ribonate2-azaniumyl-2,3,5-trideoxy-3-methyl-L-ribonateHIL4-HydroxyisoleucineHYDROXYISOLEUCINE, 4-4 -Hydroxyisoleucic acidHYDROXYISOLEUCINE, 4-(FG)(4S)-4-Hydroxy-L-isoleucineHydroxyisoleucine 55399-93-4TIANFU-CHEM 4-HYDROXYISOLEUCINE
Weitere Namen anzeigen
4-HYDROXYISOLEUCINECAS:55399-93-4[DISCONTINUED] Replaced by KIT-00008502-0HK
Datenbank-Bezeichner
- CAS
55399-93-4- PubChem CID
- 40561613
- ChEBI
CHEBI:78247
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,2
- Polarare Oberfläche (TPSA)
- 88 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 121
Physikochemische Eigenschaften
- Schmelzpunkt
- 223 · 223-224℃
- Siedepunkt
- 331.6 · 331.6±32.0 °C(Predicted)
- Dichte
- 1.181 · 1.181±0.06 g/cm3 (20 ºC 760 Torr)
- Flammpunkt
- 147 ℃ · 147℃
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- Löslichkeit
- Methanol (Slightly), Water (Slightly)
- pka
- 2.41 · 2.41±0.25(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- Biologische Quelle
- fenugreek seeds
- BRN
- 4128096 · 4128096
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONINGHUMECTANT
- InChI
- InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5-/m0/s1
- InChIKey
- OSCCDBFHNMXNME-YUPRTTJUSA-N
- SMILES
- C(O)(=O)[C@@H](N)[C@@H](C)[C@H](C)O
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Anwendungen
Beschreibung4-Hydroxyisoleucine is an amino acid that has been found in fenugreek (T. foenum graecum) seeds and has antidiabetic activity. It increases glucose-stimulated insulin release from isolated rat islets and isolated perfused rat pancreas when used at a concentration of 200 μM. In vivo, 4-hydroxyisoleucine increases PI3K activity in muscle and liver in rats when administered at a dose of 18 mg/kg and in muscle in a rat model of type 2 diabetes induced by nicotinamide and streptozotocin (STZ; ) when administered at 25 mg/kg. 4-Hydroxyisoleucine (50 mg/kg per day for four weeks) decreases plasma glucose, triglyceride, LDL, HDL, and cholesterol levels in an STZ-induced rat model of type 1 diabetes.
Occurrence4-hydroxyisoleucine has been extracted and purified from fenugreek seeds, which are known in traditional medicine for their antidiabetic properties.
Verwenden(4S)-4-Hydroxy-L-isoleucine is 4S isomer of 4-Hydroxyisoleucine, which is used as a treatment for type II diabetes.
Ergänzende Hinweise
DefinitionChEBI: An L-isoleucine derivative that is L-isoleucine bearing a (4S)-hydroxy substituent.
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