368874-34-4

368874-34-4 structure

Name: TC14012
Chemical Name: tc 14012
CAS Number: 368874-34-4
Molecular Formula: C₉₀H₁₄₀N₃₄O₁₉S₂
Molecular Weight: 2066.421
Catalog: Signaling Pathways Anti-infection HIV
Create Date: 2016-07-30 13:11:47
Modify Date: 2024-01-14 09:36:02
TC14012, a serum-stable derivative of T140, is a selective and peptidomimetic inverse CXCR4 agonist with an IC50 of 19.3 nM. TC14012 is a potent CXCR7 agonist an EC50 of 350 nM for recruiting β-arrestin 2 to CXCR7. TC14012 has anti-HIV activity and anti-cancer activity[1][2].

Name	tc 14012
Synonyms	L-Arginyl-L-arginyl-N-[(3S,6S,9R,12R,17R,20S,23S,26S,29S,34aS)-26-(4-aminobutyl)-12-{[(2S)-1-amino-5-carbamimidamido-1-oxo-2-pentanyl]carbamoyl}-6-(3-carbamimidamidopropyl)-9,23,29-tris[3-(carbamoylamino)propyl]-3,20-bis(4-hydroxybenzyl)-1,4,7,10,18,21,24,27,30-nonaoxotriacontahydro-1H,16H-pyrrolo[2,1-p][1,2,5,8,11,14,17,20,23,26,29]dithianonaazacyclodotriacontin-17-yl]-3-(2-naphthyl)-L-alaninamide L-Alaninamide, L-arginyl-L-arginyl-N-[(3S,6S,9R,12R,17R,20S,23S,26S,29S,34aS)-26-(4-aminobutyl)-12-[[[(1S)-1-(aminocarbonyl)-4-[(aminoiminomethyl)amino]butyl]amino]carbonyl]-9,23,29-tris[3-[(aminocarbonyl)amino]propyl]-6-[3-[(aminoiminomethyl)amino]propyl]triacontahydro-3,20-bis[(4-hydroxyphenyl)methyl]-1,4,7,10,18,21,24,27,30-nonaoxo-1H,16H-pyrrolo[2,1-p][1,2,5,8,11,14,17,20,23,26,29]dithianonaazacyclodotriacontin-17-yl]-3-(2-naphthalenyl)

Description	TC14012, a serum-stable derivative of T140, is a selective and peptidomimetic inverse CXCR4 agonist with an IC50 of 19.3 nM. TC14012 is a potent CXCR7 agonist an EC50 of 350 nM for recruiting β-arrestin 2 to CXCR7. TC14012 has anti-HIV activity and anti-cancer activity[1][2].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Signaling Pathways >> GPCR/G Protein >> CXCR Signaling Pathways >> Immunology/Inflammation >> CXCR
Target	CXCR4:19.3 nM (IC50) CXCR7:350 nM (EC50) HIV
In Vitro	TC14012 (1 mM) inhibits by more than 95% the infection of the CXCR4-expressing cells by the HXB2 (X4) or 89.6 (dual-tropic) strain whereas TC14012 (1 mM) does not inhibit at all the infection of the CCR5-expressing cells by the SF162 (R5) or 89.6 (dualtropic) strain[1]. TC14012 leads to erk 1/2 phosphorylation in U373 cells, which express endogenous CXCR7 but not CXCR4 in U373 cells. Upon stimulation with TC14012, CXCR7 and the CXCR7-Cter4 chimera are able to recruit arrestin, whereas CXCR4 and CXCR4-Cter7 remain silent[2].
References	[1]. H Tamamura, et al. Development of specific CXCR4 inhibitors possessing high selectivity indexes as well as complete stability in serum based on an anti-HIV peptide T140. Bioorg Med Chem Lett. 2001 Jul 23;11(14):1897-902. [2]. Stéphanie Gravel, et al. The peptidomimetic CXCR4 antagonist TC14012 recruits beta-arrestin to CXCR7: roles of receptor domains. J Biol Chem. 2010 Dec 3;285(49):37939-43.

Density	1.6±0.1 g/cm3
Molecular Formula	C₉₀H₁₄₀N₃₄O₁₉S₂
Molecular Weight	2066.421
Exact Mass	2065.047607
PSA	968.66000
LogP	-9.27
Index of Refraction	1.715

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