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CAS 108212-75-5

:

Calicheamicin γ1I

Description:
Calicheamicin γ1I is a potent antitumor antibiotic derived from the bacterium Micromonospora echinospora. It belongs to the class of enediyne compounds, which are known for their ability to induce DNA strand breaks, leading to cytotoxic effects in rapidly dividing cells. This compound exhibits a complex structure characterized by a unique bicyclic core that contains a highly reactive enediyne moiety, which is crucial for its mechanism of action. Calicheamicin γ1I is particularly notable for its selectivity towards cancer cells, making it a subject of interest in targeted cancer therapies. Its high potency is accompanied by significant toxicity, necessitating careful handling and administration in clinical settings. The compound has been studied for its potential use in antibody-drug conjugates, where it can be linked to antibodies that specifically target tumor cells, thereby enhancing therapeutic efficacy while minimizing damage to normal tissues. Overall, Calicheamicin γ1I represents a significant advancement in the development of chemotherapeutic agents, particularly in the context of targeted cancer treatment strategies.
Formula: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
InChI key:InChIKey=HXCHCVDVKSCDHU-PJKCJEBCSA-N
SMILES:C(\CSSSC)=C/1\C=2[C@@H](O[C@H]3[C@H](O[C@H]4C[C@H](OC)[C@@H](NCC)CO4)[C@@H](O)[C@H](NO[C@H]5C[C@H](O)[C@H](SC(=O)C6=C(OC)C(OC)=C(O[C@H]7[C@H](O)[C@H](OC)[C@@H](O)[C@H](C)O7)C(I)=C6C)[C@@H](C)O5)[C@@H](C)O3)C#C/C=C\C#C[C@]1(O)CC(=O)C2NC(OC)=O
Synonyms:
  • 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 γ<sub>1</sub>
  • Calicheamicin γ<sub>1</sub><sup>I</sup>
  • Calicheamicin γ<sub>1α</sub><sup>I</sup>
  • Calichemicin gamma1
  • Calichemicin γ<sub>1</sub>
  • 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
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Found 4 products.
  • Calicheamicin
    Apollo Scientific
    + Info

    Calicheamicin

    CAS:
    Calicheamicin
    Purity:≥98%
    Molecular weight:1368.35g/mol

    Ref: 54-BUP01291

    1mg
    314.00€
    5mg
    760.00€
    10mg
    1,072.00€
    25mg
    1,505.00€
  • Calicheamicin γ1
    TLC
    + Info

    Calicheamicin γ1

    CAS:
    Formula:C55H74IN3O21S4
    Molecular weight:1368.37

    Ref: 4Z-C-170001

    5mg
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    10mg
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    25mg
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    50mg
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    100mg
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  • Calicheamicin gamma1
    Biosynth
    + Info

    Calicheamicin gamma1

    CAS:
    <p>Calicheamicin γ1 is a highly potent cytotoxic agent used as a payload in antibody–drug conjugates (ADCs). It binds to the minor groove of DNA and induces double-strand breaks through a radical-mediated mechanism, leading to cell death even at extremely low concentrations. Its remarkable potency makes it effective for targeted cancer therapies when precisely delivered to tumor cells via an antibody.</p>
    Formula:C55H74IN3O21S4
    Purity:Min. 98 Area-%
    Color and Shape:Powder
    Molecular weight:1,368.35 g/mol

    Ref: 3D-FC165036

    1mg
    335.00€
    2mg
    467.00€
    5mg
    796.00€
    10mg
    1,251.00€
    25mg
    2,030.00€
  • Calicheamicin
    Targetmol
    + Info

    Calicheamicin

    CAS:
    Calicheamicin (Calicheamicin γ1) is an antitumor antibiotic and is a DNA synthesis inhibitor. It also is a cytotoxic agent that causes double-strand DNA breaks.
    Formula:C55H74IN3O21S4
    Purity:98.22% - 98.78%
    Color and Shape:Solid
    Molecular weight:1368.35

    Ref: TM-T14858