CAS 108212-75-5: Caliquamicina γ1I

Descrição: Caliquamicina γ1I é um potente antibiótico antitumoral derivado da bactéria Micromonospora echinospora. Pertence à classe de compostos enediyne, que são conhecidos por sua capacidade de induzir quebras nas cadeias de DNA, levando a efeitos citotóxicos em células que se dividem rapidamente. Este composto exibe uma estrutura complexa caracterizada por um núcleo bicíclico único que contém uma porção enediyne altamente reativa, que é crucial para seu mecanismo de ação. Caliquamicina γ1I é particularmente notável por sua seletividade em relação às células cancerosas, tornando-se um assunto de interesse em terapias direcionadas ao câncer. Sua alta potência é acompanhada por uma toxicidade significativa, exigindo manuseio e administração cuidadosos em ambientes clínicos. O composto tem sido estudado por seu potencial uso em conjugados de anticorpos e medicamentos, onde pode ser ligado a anticorpos que visam especificamente as células tumorais, aumentando assim a eficácia terapêutica enquanto minimiza danos aos tecidos normais. No geral, Caliquamicina γ1I representa um avanço significativo no desenvolvimento de agentes quimioterápicos, particularmente no contexto de estratégias de tratamento direcionadas ao câncer.

Fórmula: C₅₅H₇₄IN₃O₂₁S₄

InChI: InChI=1S/C55H74IN3O21S4/c1-12-57-30-24-73-35(22-34(30)68-6)78-48-43(63)40(26(3)75-53(48)77-33-17-15-13-14-16-19-55(67)23-32(61)41(58-54(66)72-10)38(33)29(55)18-20-82-84-81-11)59-80-36-21-31(60)50(28(5)74-36)83-51(65)37-25(2)39(56)46(49(71-9)45(37)69-7)79-52-44(64)47(70-8)42(62)27(4)76-52/h13-14,18,26-28,30-31,33-36,40,42-44,47-48,50,52-53,57,59-60,62-64,67H,12,20-24H2,1-11H3,(H,58,66)/b14-13-,29-18+/t26-,27+,28-,30+,31+,33+,34+,35+,36+,40-,42+,43+,44-,47-,48-,50-,52+,53+,55+/m1/s1

Chave InChI: InChIKey=HXCHCVDVKSCDHU-PJKCJEBCSA-N

SMILES: O=C(OC)NC=1C(=O)CC2(O)C#CC=CC#CC(OC3OC(C)C(NOC4OC(C)C(SC(=O)C5=C(OC)C(OC)=C(OC6OC(C)C(O)C(OC)C6O)C(I)=C5C)C(O)C4)C(O)C3OC7OCC(NCC)C(OC)C7)C1C2=CCSSSC

Sinónimos:

• Benzenecarbothioic acid, 4-((6-deoxy-3-O-methyl-alpha-L-mannopyranosyl)oxy)-3-iodo-5,6-dimethoxy-2-methyl-, 4''-ester with methyl (8-((4,6-dideoxy-2-O-(2,4-dideoxy-4-(ethylamino)-3-O-methyl-alpha-L-threo-pentapyranosyl)-4-(((2,6-dideoxy-4-thio-beta-D-ribo-hexopyranosyl)oxy)amino)-beta-D-glucopyranosyl)oxy)-1-hydroxy-13-(2-(methyltrithio)ethylidene)-11-oxobicyclo(7.3.1)trideca-4,9-diene-2,6-diyn-10-yl)carbamate, (1R-(1R*,4Z,8S*,13E))-
• Benzenecarbothioic acid, 4-[(6-deoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)oxy]-3-iodo-5,6-dimethoxy-2-methyl-, 4′′-ester with methyl [8-[[4,6-dideoxy-2-O-[2,4-dideoxy-4-(ethylamino)-3-O-methyl-α-<smallcap>L</smallcap>-threo-pentopyranosyl]-4-[[(2,6-dideoxy-4-thio-β-<smallcap>D</smallcap>-ribo-hexopyranosyl)oxy]amino]-β-<smallcap>D</span>-glucopyranosyl]oxy]-1-hydroxy-13-[2-(methyltrithio)ethylidene]-11-oxobicyclo[7.3.1]trideca-4,9-diene-2,6-diyn-10-yl]carbamate, [1R-(1R*,4Z,8S*,13E)]-
• Calicheamicin
• Calicheamicin γ₁
• Calicheamicin γ₁^I
• Calicheamicin γ_1α^I
• Calichemicin gamma1
• Calichemicin γ₁
• Carbamic acid, ((1R,4Z,8S,13E)-8-((4,6-dideoxy-4-(((2,6-dideoxy-4-S-(4-((6-deoxy-3-O-methyl-alpha-L-mannopyranopyranosyl)oxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl)-4-thio-beta-D-ribo-hexopyranosyl)oxy)amino)-2-O-(2,4-dideoxy-4-(ethylamino)-3-O-methyl-alpha-L-threo-pentopyranosyl)-beta-D-glucopyranosyl)oxy)-1-hydroxy-13-(2-(methyltrithio)ethylidene)-11-oxobicyclo(7.3.1)trideca-4,9-diene-2,6-diyn-10-yl)-, methyl ester
• Carbamic acid, N-[(1R,4Z,8S,13E)-8-[[4,6-dideoxy-4-[[[2,6-dideoxy-4-S-[4-[(6-deoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)oxy]-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-4-thio-β-<smallcap>D</smallcap>-ribo-hexopyranosyl]oxy]amino]-2-O-[2,4-dideoxy-4-(ethylamino)-3-O-methyl-α-<smallcap>L</smallcap>-threo-pentopyranosyl]-β-<smallcap>D</span>-glucopyranosyl]oxy]-1-hydroxy-13-[2-(methyltrithio)ethylidene]-11-oxobicyclo[7.3.1]trideca-4,9-diene-2,6-diyn-10-yl]-, methyl ester
• Carbamic acid, [(1R,4Z,8S,13E)-8-[[4,6-dideoxy-4-[[[2,6-dideoxy-4-S-[4-[(6-deoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)oxy]-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-4-thio-β-<smallcap>D</smallcap>-ribo-hexopyranosyl]oxy]amino]-2-O-[2,4-dideoxy-4-(ethylamino)-3-O-methyl-α-<smallcap>L</smallcap>-threo-pentopyranosyl]-β-<smallcap>D</span>-glucopyranosyl]oxy]-1-hydroxy-13-[2-(methyltrithio)ethylidene]-11-oxobicyclo[7.3.1]trideca-4,9-diene-2,6-diyn-10-yl]-, methyl ester
• Carbamic acid, [8-[[4,6-dideoxy-4-[[[2,6-dideoxy-4-S-[4-[(6-deoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)oxy]-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-4-thio-β-<smallcap>D</smallcap>-ribo-hexopyranosyl]oxy]amino]-2-O-[2,4-dideoxy-4-(ethylamino)-3-O-methyl-α-<smallcap>L</smallcap>-threo-pentopyranosyl]-β-<smallcap>D</span>-glucopyranosyl]oxy]-1-hydroxy-13-[2-(methyltrithio)ethylidene]-11-oxobicyclo[7.3.1]trideca-4,9-diene-2,6-diyn-10-yl]-, methyl ester, [1R-(1R*,4Z,8S*,13E)]-
• LL-E 33288γ1-I
• S-(6-{[(5-{[5-(ethylamino)-4-methoxytetrahydro-2H-pyran-2-yl]oxy}-4-hydroxy-6-{[(2S,5Z,9R,13E)-9-hydroxy-12-[(methoxycarbonyl)amino]-13-[2-(methyltrisulfanyl)ethylidene]-11-oxobicyclo[7.3.1]trideca-1(12),5-diene-3,7-diyn-2-yl]oxy}-2-methyltetrahydro-2H-pyran-3-yl)amino]oxy}-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl) 4-[(3,5-dihydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy]-3-iodo-5,6-dimethoxy-2-methylbenzenecarbothioate (non-preferred name)
• S-[(2R,3S,4S,6S)-6-({[(2R,3S,4S,5R)-5-{[(2S,4S,5S)-5-(ethylamino)-4-methoxytetrahydro-2H-pyran-2-yl]oxy}-4-hydroxy-6-{[(2S,5Z,9S,13E)-9-hydroxy-12-[(methoxycarbonyl)amino]-13-[2-(methyltrisulfanyl)ethylidene]-11-oxobicyclo[7.3.1]trideca-1(12),5-diene-3,7-diyn-2-yl]oxy}-2-methyltetrahydro-2H-pyran-3-yl]amino}oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl] 4-{[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-3-iodo-5,6-dimethoxy-2-methylbenzenecarbothioate (non-preferred name)
• Benzenecarbothioic acid, 4-[(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy]-3-iodo-5,6-dimethoxy-2-methyl-, 4′′-ester with methyl [8-[[4,6-dideoxy-2-O-[2,4-dideoxy-4-(ethylamino)-3-O-methyl-α-L-threo-pentopyranosyl]-4-[[(2,6-dideoxy-4-thio-β-D-ribo-hexopyranosyl)oxy]amino]-β-D-glucopyranosyl]oxy]-1-hydroxy-13-[2-(methyltrithio)ethylidene]-11-oxobicyclo[7.3.1]trideca-4,9-diene-2,6-diyn-10-yl]carbamate, [1R-(1R*,4Z,8S*,13E)]-
• Calicheamicin γ1αI
• Carbamic acid, N-[(1R,4Z,8S,13E)-8-[[4,6-dideoxy-4-[[[2,6-dideoxy-4-S-[4-[(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy]-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-4-thio-β-D-ribo-hexopyranosyl]oxy]amino]-2-O-[2,4-dideoxy-4-(ethylamino)-3-O-methyl-α-L-threo-pentopyranosyl]-β-D-glucopyranosyl]oxy]-1-hydroxy-13-[2-(methyltrithio)ethylidene]-11-oxobicyclo[7.3.1]trideca-4,9-diene-2,6-diyn-10-yl]-, methyl ester
• Calichemicin γ1
• Carbamic acid, [(1R,4Z,8S,13E)-8-[[4,6-dideoxy-4-[[[2,6-dideoxy-4-S-[4-[(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy]-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-4-thio-β-D-ribo-hexopyranosyl]oxy]amino]-2-O-[2,4-dideoxy-4-(ethylamino)-3-O-methyl-α-L-threo-pentopyranosyl]-β-D-glucopyranosyl]oxy]-1-hydroxy-13-[2-(methyltrithio)ethylidene]-11-oxobicyclo[7.3.1]trideca-4,9-diene-2,6-diyn-10-yl]-, methyl ester

Calicheamicin

CAS: 108212-75-5

• Pureza: 98%
• Peso molecular: 1368.35g/mol

Calicheamicin γ1

CAS: 108212-75-5

• Fórmula: C₅₅H₇₄IN₃O₂₁S₄
• Peso molecular: 1368.37

Calicheamicin gamma1

CAS: 108212-75-5

Please enquire for more information about Calicheamicin gamma1 including the price, delivery time and more …

• Fórmula: C₅₅H₇₄IN₃O₂₁S₄
• Pureza: Min. 98 Area-%
• Cor e Forma: Powder
• Peso molecular: 1,368.35 g/mol

Calicheamicin

CAS: 108212-75-5

Calicheamicin (Calicheamicin γ1) is an antitumor antibiotic and is a DNA synthesis inhibitor. It also …

• Fórmula: C₅₅H₇₄IN₃O₂₁S₄
• Pureza: 98.22% - 98.78%
• Cor e Forma: Solid
• Peso molecular: 1368.35