Carnosine

HCID 439224CAS 305-84-0

기본 정보

표준 SMILES: NCCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)O
InChIKey: CQOVPNPJLQNMDC-ZETCQYMHSA-N
분자식: C9H14N4O3
평균 분자량: 226.23 g/mol
단동위원소 질량: 226.10659031

개요

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.

이름 및 식별자

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

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: -4
극성 표면적: 121 Å²
수소 결합 공여자 수: 4
수소 결합 수용자 수: 5
회전 가능 결합 수: 6
무거운 원자 수: 16
형식 전하: 0
복잡도: 259

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Amino Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

Solubility384 mg/mL

Melting Point253 - 256 °C

Physical Description · 2건

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

Solid

Collision Cross Section · 5건

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]+

안전 및 규제

GHS 분류

GHS Classification · 3건

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.

유해성 정보

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

Hazards Summary · 1건

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

화학 및 산업

약리 정보

Tissue LocationsBrain

Cellular LocationsCytoplasm

Metabolite Pathwaysbeta-Alanine metabolism

용도 및 제조

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