Tesamorelin

HCID 16137828CAS 218949-48-5
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Grundinformationen

Standard-SMILES
CC/C=C/CC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(N)=O)[C@@H](C)CC)C(C)C)[C@@H](C)O)[C@@H](C)CC
InChIKey
QBEPNUQJQWDYKU-BMGKTWPMSA-N
Summenformel
C221H366N72O67S
Durchschnittliche Molmasse
5.136 g/mol
Monoisotopische Masse
5.132,71664025

Überblick

Tesamorelin is a stabilized synthetic peptide analogue of the hypothalamic peptide, Growth Hormone Releasing Hormone (GHRH) indicated for the reduction of excess abdominal fat in HIV-infected patients with lipodystrophy. Lipodystrophy is a metabolic condition characterized by insulin resistance, fat redistribution, and hyperlipidemia associated with antiretroviral therapy for HIV infection.

Namen und Bezeichner

Bevorzugter Name
Tesamorelin
IUPAC
(4S)-4-[[2-[[(2S)-5-amino-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-4-amino-2-[[(2S,3R)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-3-carboxy-2-[[(2S)-2-[[(2S)-2-[[(E)-hex-3-enoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]propanoyl]amino]propanoyl]amino]-3-methylpentanoyl]amino]-3-phenylpropanoyl]amino]-3-hydroxybutanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]acetyl]amino]-5-oxopentanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]propanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-5-oxopentanoyl]amino]-3-carboxypropanoyl]amino]-3-methylpentanoyl]amino]-4-methylsulfanylbutanoyl]amino]-3-hydroxypropanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-oxopentanoyl]amino]-5-oxopentanoyl]amino]acetyl]amino]-5-[[(2S)-1-[[(2S)-4-amino-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
Englischer Name
Tesamorelin
Summenformel
C221H366N72O67S
Molmasse
5135.86

Namen und Synonyme

Tesamorelin218949-48-5TH9507MQG94M5EEODTXSID00583207TH 9507tesamorelinatesamorelinetesamorelinumTH-9507CHEBI:63626GHRH(1-44)
Weitere Namen anzeigen
Adipotide/FTTPtesamorelTesamorelin 5mg/10mg/20mgTSM2D06655TirelinTimorelinTesamoreli APITesamorelin 8866
RefChem:57140N-((3E)-1-oxo-3-hexenyl)Somatoliberin (human pancreatic islet)DTXCID30533972H01AC06Egrifta804475-66-9UNII-MQG94M5EEOTesamorelin [USAN:INN]

Datenbank-Bezeichner

CAS
218949-48-5
PubChem CID
16137828
DTXSID
DTXSID00583207
ChEMBL
CHEMBL1237026

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-23,3
Polarare Oberfläche (TPSA)
2.360 Ų
H-Brücken-Donoren
83
H-Brücken-Akzeptoren
76
Frei drehbare Bindungen
187
Schwere Atome
361

Experimentelle und physikochemische Eigenschaften

Biologics · 3 Einträge

Biologic product (Egrifta) -> FDA Purple Book

Biologic product (Egrifta SV) -> FDA Purple Book

Biologic product (Egrifta WR) -> FDA Purple Book

Physikochemische Eigenschaften

storage temp.
2 · 2-8°C Refrigerator

Sicherheit und Regulatorisches

Toxikologische Informationen

Hepatotoxicity · 1 Eintrag

In clinical trials in patients with HIV-associated lipodystrophy, tesamorelin therapy was not associated with de novo elevations in serum enzymes and, in some studies, was associated with decreases in preexisting ALT elevations, possibly mediated by improvements in nonalcoholic fatty liver. Instances of clinically apparent liver injury attributable to tesamorelin use have not been reported.

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

H - Systemic hormonal preparations, excl. sex hormones and insulins

QH - Systemic hormonal preparations, excl. sex hormones and insulin

PharmacodynamicsTesamorelin stimulates growth hormone secretion, and subsequently increases IGF-1 and IGFBP-3 levels.
Mechanism of Action · 1 Eintrag

By acting on the pituitary cells in the brain, tesamorelin stimulates production and release of the endogenous hormone (hGRF). Tesamorelin therapy predisposes the patient to glucose intolerance and can also increase the risk of type 2 diabetes, so the drug is contraindicated in pregnancy.

Biological Half-Life26 and 38 minutes in healthy subjects and HIV-infected patients, respectively.
Metabolism/MetabolitesNo formal metabolism studies have been performed in humans.
FDA Pharmacological Classification · 5 Einträge

MQG94M5EEO

TESAMORELIN

Physiologic Effects [PE] - Increased GHRH Activity

Established Pharmacologic Class [EPC] - Growth Hormone Releasing Factor Analog

Tesamorelin is a Growth Hormone Releasing Factor Analog. The physiologic effect of tesamorelin is by means of Increased GHRH Activity.

Anbieter50 Anbieter

上海沛灵生物科技有限公司13127581762 13127581762 · [email protected]
Ningbo Qingteng Plastic Cost.,Ltd.+86-15028138352 +86-19322619905 · [email protected]
LIDE PHARMACEUTICALS LIMITED+852-55945652 · [email protected]
深圳市铭康生物技术有限公司18682083212 · [email protected]
曼顿生物科技（深圳）有限公司+86-75589664337 +86-15112661142 · [email protected]

Ergänzende Hinweise

DefinitionFDA Pharm Classes: Tesamorelin is a Growth Hormone Releasing Factor Analog. The physiologic effect of tesamorelin is by means of Increased GHRH Activity.

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