Carnosine

HCID 439224

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Grundinformationen

CAS: 305-84-0
Standard-SMILES: NCCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)O
InChIKey: CQOVPNPJLQNMDC-ZETCQYMHSA-N
Summenformel: C9H14N4O3
Durchschnittliche Molmasse: 226,23 g/mol
Monoisotopische Masse: 226,10659031

Überblick

Carnosine is a dipeptide that is the N-(beta-alanyl) derivative of L-histidine. It has a role as a geroprotector, an antioxidant, an antineoplastic agent, an anticonvulsant, a neuroprotective agent, a mouse metabolite, a human metabolite and a Daphnia magna metabolite. It is a conjugate acid of a carnosinate. It is a tautomer of a carnosine zwitterion.

Namen und Bezeichner

Bevorzugter Name: Carnosine
IUPAC: (2S)-2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid

Namen und Synonyme

L-CarnosineCarnosine305-84-0beta-Alanyl-L-histidineIgnotineKarnozinKarnozznL-Histidine, beta-alanyl-(2S)-2-(3-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acidNalpha-(beta-alanyl)-L-histidineL-HISTIDINE, N-beta-ALANYL-8HO6PVN24W

Weitere Namen anzeigen

CHEBI:15727N-beta-alanyl-L-histidineNSC-524045(2S)-2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acidDTXSID80879594(2S)-2-(3-aminopropanamido)-3-(1H-imidazol-5-yl)propanoic acidL Carnosinebeta Alanylhistidine

Datenbank-Bezeichner

CAS: 305-84-0
PubChem CID: 439224
DTXSID: DTXSID80879594
ChEMBL: CHEMBL242948
ChEBI: CHEBI:15727
UNII: 8HO6PVN24W
EC Number: 206-169-9
Nikkaji: J3.790.435J、J5.496H

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP: -4
Polarare Oberfläche (TPSA): 121 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 6
Schwere Atome: 16
Formalladung: 0
Komplexität: 259

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Amino Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

Solubility384 mg/mL

Melting Point253 - 256 °C

Physical Description · 2 Einträge

Solid; [Merck Index] White crystalline solid; [Sigma-Aldrich MSDS]

Solid

Collision Cross Section · 5 Einträge

149.72 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

154.93 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

145.38 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

152.1 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

154.5 Å² [M+Na]+

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 3 Einträge

This chemical does not meet GHS hazard criteria for 99% (104 of 105) of all reports.

Not Classified

Aggregated GHS information provided per 105 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 14-06-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/24638

Hazards Summary · 1 Eintrag

Causes somnolence, muscle contraction, and respiratory depression in oral and intraperitoneal lethal-dose studies of mice; [RTECS] Not considered hazardous by GHS classification; Reproductive toxicity observed in rats by intraperitoneal exposure; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesNot Classified

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsBrain

Cellular LocationsCytoplasm

Metabolite Pathwaysbeta-Alanine metabolism

Verwendung und Herstellung

UsesDipeptide present in skeletal muscle, brain, heart, and kidney; A water soluble antioxidant that functions as a free-radicle scavenger; [Merck Index]

Household ProductsInformation on 15 consumer products that contain Carnosine in the following categories is provided:

General Manufacturing InformationL-Histidine, .beta.-alanyl-: ACTIVE