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L-Aminocarnityl-succinyl-leucyl-argininal-diethylacetal

HCID 71587904
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기본 정보개요이름 및 식별자물성화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
1006685-44-4
표준 SMILES
CCOC(OCC)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)CCC(=O)N[C@H](CC(=O)[O-])C[N+](C)(C)C
InChIKey
JOITUBWXBFATOR-HKBOAZHASA-N
분자식
C27H53N7O7
평균 분자량
587.8 g/mol
단동위원소 질량
587.40064706

개요

C-101, also called Myodur, is developed for the treatment of Duchenne’s muscular dystrophy (DMD) which is a morbid genetic disease that can lead to death in late adolescence due to accelerated skeletal muscle breakdown. C-101 includes a carnitine carrier molecule and a leupeptin analogue, a known calpain inhibitor. Calpain is the primary protease that degrades skeletal muscle.

이름 및 식별자

우선 이름
L-Aminocarnityl-succinyl-leucyl-argininal-diethylacetal
IUPAC
(3R)-3-[[4-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1,1-diethoxypentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-oxobutanoyl]amino]-4-(trimethylazaniumyl)butanoate

이름 및 동의어

L-Aminocarnityl-succinyl-leucyl-argininal-diethylacetalUNII-BK727F83NOMyodurC-101DTXSID901434353,8,11,16-Tetraazaheptadecan-1-aminium, 17-amino-2-(carboxymethyl)-12-(diethoxymethyl)-17-imino-N,N,N-trimethyl-9-(2-methylpropyl)-4,7,10-trioxo-,inner salt, (2R,9S,12S)-3,8,11,16-TETRAAZAHEPTADECAN-1-AMINIUM, 17-AMINO-2-(CARBOXYMETHYL)-12-(DIETHOXYMETHYL)-17-IMINO-N,N,N-TRIMETHYL-9-(2-METHYLPROPYL)-4,7,10-TRIOXO-, INNER SALT, (2R,9S,12S)-(3R)-3-(3-(((1S)-1-(((2S)-5-carbamimidamido-1,1-diethoxypentan-2-yl)carbamoyl)-3-methylbutyl)carbamoyl)propanamido)-4-(trimethylazaniumyl)butanoate(3R)-3-(3-{[(1S)-1-{[(2S)-5-carbamimidamido-1,1-diethoxypentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}propanamido)-4-(trimethylazaniumyl)butanoateRefChem:151800DTXCID1065926BK727F83NO
이름 더 보기
C1011006685-44-4SCHEMBL31599196DB06124PD077618Q27274718(3R)-3-(4-{[(2S)-1-({(2S)-5-[(Diaminomethylidene)amino]-1,1-diethoxypentan-2-yl}amino)-4-methyl-1-oxopentan-2-yl]amino}-4-oxobutanamido)-4-(trimethylazaniumyl)butanoate

물성

구조 계산 물성

XLogP
-0.1
극성 표면적
210 Ų
수소 결합 공여자 수
5
수소 결합 수용자 수
8
회전 가능 결합 수
21
무거운 원자 수
41
형식 전하
0
복잡도
831

화학 및 산업

약리 정보

Mechanism of Action · 1건

C-101 targets muscle cells by using a carnitine carrier molecule and inhibits calpain by attaching a leupeptin analogue onto the carrier. Leupeptin has been studied extensively in a variety of animal models and was shown to be an effective means of slowing or delaying muscle wasting. Carnitine is a compound present in skeletal muscle involved in the transfer of fatty acids across mitochondrial membranes. In C-101, the carnitine carrier molecule directs the leupeptin analogue into targeted cells where it inhibits the up-regulation of calpain. Therefore, by targeting a calpain inhibitor to muscle cells, it is believed that C-101 will prevent the degradation and promote the preservation of functional muscle.

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데이터베이스 식별자

CAS
1006685-44-4
PubChem CID
71587904
DTXSID
DTXSID90143435
UNII
BK727F83NO