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CAS 75567-37-2

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Ingenol mebutate

Description:
Ingenol mebutate is a synthetic compound derived from the sap of the Euphorbia peplus plant, known for its use in dermatological applications, particularly in the treatment of actinic keratosis. It is classified as a diterpenoid and exhibits a unique mechanism of action that involves inducing cell death in abnormal keratinocytes while also promoting an inflammatory response that aids in the clearance of these cells. Ingenol mebutate is typically formulated as a topical gel, allowing for localized treatment. The compound has a relatively short half-life, which contributes to its safety profile, as systemic absorption is minimal. Its efficacy is attributed to its ability to activate protein kinase C, leading to apoptosis and subsequent immune-mediated responses. Ingenol mebutate is generally well-tolerated, though some patients may experience local skin reactions such as erythema, crusting, or peeling. Overall, it represents a novel approach in the management of precancerous skin lesions, providing a convenient and effective option for patients.
Formula:C25H34O6
InChI:InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17-18(23(17,5)6)16(20(24)28)9-15(11-26)19(27)25(21,24)30/h7,9-10,14,16-19,21,26-27,30H,8,11H2,1-6H3/b12-7-/t14-,16+,17-,18+,19-,21+,24+,25+/m1/s1
InChI key:InChIKey=VDJHFHXMUKFKET-WDUFCVPESA-N
SMILES:O[C@@]12[C@@]3(C(=O)[C@]([C@]4([C@@](C[C@H]3C)(C4(C)C)[H])[H])(C=C(CO)[C@H]1O)[H])C=C(C)[C@@H]2OC(/C(=C\C)/C)=O
Synonyms:
  • 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecene, 2-butenoic acid deriv.
  • 2-Butenoic acid, 2-methyl-, (1aR,2S,5R,5aS,6S,8aS,9R,10aR)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester, (2Z)-
  • 2-Butenoic acid, 2-methyl-, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester, [1aR-[1aα,2β,5β,5aβ,6β(Z),8aα,9α,10aα]]-
  • 3-Angeloylingenol
  • Aids-416619
  • Aids416619
  • Euphorbia factor An<sub>1</sub>
  • Euphorbia factor H<sub>1</sub>
  • I3A
  • Ingenol 3-angelate
  • See more synonyms
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Found 8 products.
  • Ingenol-3-angelate

    CAS:
    Formula:C25H34O6
    Purity:98%
    Color and Shape:Solid
    Molecular weight:430.5339

    Ref: IN-DA00G3OQ

    1mg
    131.00€
    5mg
    273.00€
    10mg
    363.00€
    25mg
    To inquire
    50mg
    To inquire
  • Ingenol mebutate

    CAS:
    <p>Ingenol mebutate activates PKC-α, -β, -γ, -δ, -ε (Kis 0.105-0.376 nM), has anti-inflammatory and antitumor effects.</p>
    Formula:C25H34O6
    Purity:99.76%
    Color and Shape:Solid
    Molecular weight:430.53
  • Ingenol mebutate

    CAS:
    Ingenol mebutate
    Purity:≥98%
    Molecular weight:430.53g/mol

    Ref: 54-BUP01965

    1mg
    98.00€
    2mg
    149.00€
    5mg
    288.00€
    10mg
    471.00€
    25mg
    766.00€
  • Ingenol Mebutate

    CAS:
    Ingenol-3-angelate shows anticancer activity, and P-gp-mediated absorptive transport, dermal penetration, and vascular damage contribute to the anticancer activity of ingenol-3-angelate in vivo; it activates a broad range of PKC isoforms and induces apoptosis in acute myeloid leukemia cells by activating the PKC isoform PKCdelta. Ingenol-3-angelate suppresses HIV infection of primary CD4+ T cells through down-modulation of cell surface expression of HIV co-receptors. Ingenol-3-angelate emerges as a unique local chemotherapeutic immunostimulatory debulking agent that could be used in conjunction with immunotherapies to promote regression of metastases.
    Formula:C25H34O6
    Purity:95%~99%
    Molecular weight:430.541

    Ref: BP-BP1635

    10mg
    171.00€
    20mg
    264.00€
    100mg
    738.00€
  • Ingenol mebutate

    CAS:
    Formula:C25H34O6
    Molecular weight:430.58

    Ref: 4Z-I-062002

    5mg
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    10mg
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    25mg
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  • Ingenol-3-angelate

    CAS:
    Formula:C25H34O6
    Molecular weight:430.5

    Ref: 7W-GL8088

    1mg
    223.00€
    5mg
    570.00€
  • Ingenol 3-Angelate

    Controlled Product
    CAS:
    <p>Applications Ingenol 3-Angelate is known to exhibit antitumor activities which induces plasma membrane and mitochondrial disruption and necrotic cell death.<br>References Ogbourne, S.M., et al.: Cancer. Res., 64, 2833 (2004); Zayed, S.M., et al.: J. Cancer. Res. Clin. Oncol., 127, 40 (2001);<br></p>
    Formula:C25H34O6
    Color and Shape:Neat
    Molecular weight:430.53

    Ref: TR-I655800

    1mg
    179.00€
    10mg
    793.00€
    2500µg
    369.00€
  • Ingenol 3-Angelate

    CAS:
    Formula:C25H34O6
    Molecular weight:430.54

    Ref: ST-EA-CP-I63001

    10mg
    To inquire
    25mg
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    50mg
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    100mg
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