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75567-37-2,MFCD07784504
Catalog No.:AA00G3LY

75567-37-2 | Ingenol Mebutate

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1mg
≥95%
in stock  
$218.00   $152.00
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5mg
≥95%
in stock  
$790.00   $553.00
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10mg
≥95%
in stock  
$1,129.00   $790.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00G3LY
Chemical Name:
Ingenol Mebutate
CAS Number:
75567-37-2
Molecular Formula:
C25H34O6
Molecular Weight:
430.5339
MDL Number:
MFCD07784504
SMILES:
C/C=C(\C(=O)O[C@H]1C(=C[C@]23[C@]1(O)[C@H](O)C(=C[C@H](C3=O)[C@H]1[C@@H](C[C@H]2C)C1(C)C)CO)C)/C
Properties
Computed Properties
 
Complexity:
926  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
4  
XLogP3:
2  

Literature

Title: Topical therapies for periorbital cutaneous malignancies: indications and treatment regimens.

Journal: Current opinion in ophthalmology 20120901

Title: Ingenol mebutate gel for actinic keratosis.

Journal: The New England journal of medicine 20120315

Title: Ivacaftor, vismodegib, and ingenol mebutate.

Journal: Journal of the American Pharmacists Association : JAPhA 20120101

Title: What's new in the treatment of actinic keratoses?

Journal: Cutis 20110201

Title: Topical antineoplastic agents in the treatment of mucocutaneous diseases.

Journal: Current problems in dermatology 20110101

Title: Novel antileukemic compound ingenol 3-angelate inhibits T cell apoptosis by activating protein kinase Ctheta.

Journal: The Journal of biological chemistry 20100730

Title: The skin cancer chemotherapeutic agent ingenol-3-angelate (PEP005) is a substrate for the epidermal multidrug transporter (ABCB1) and targets tumor vasculature.

Journal: Cancer research 20100601

Title: Primary human acute myelogenous leukemia cells release matrix metalloproteases and their inhibitors: release profile and pharmacological modulation.

Journal: European journal of haematology 20100301

Title: Epithelial-to-mesenchymal transition and resistance to ingenol 3-angelate, a novel protein kinase C modulator, in colon cancer cells.

Journal: Cancer research 20090515

Title: PEP005 (ingenol mebutate) gel, a novel agent for the treatment of actinic keratosis: results of a randomized, double-blind, vehicle-controlled, multicentre, phase IIa study.

Journal: The Australasian journal of dermatology 20090201

Title: Antiproliferative activity of PEP005, a novel ingenol angelate that modulates PKC functions, alone and in combination with cytotoxic agents in human colon cancer cells.

Journal: British journal of cancer 20081202

Title: Neutrophils are a key component of the antitumor efficacy of topical chemotherapy with ingenol-3-angelate.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20061201

Title: Induction of senescence in diterpene ester-treated melanoma cells via protein kinase C-dependent hyperactivation of the mitogen-activated protein kinase pathway.

Journal: Cancer research 20061015

Title: HIV type 1 inhibition by protein kinase C modulatory compounds.

Journal: AIDS research and human retroviruses 20060901

Title: PEP005, a selective small-molecule activator of protein kinase C, has potent antileukemic activity mediated via the delta isoform of PKC.

Journal: Blood 20050815

Title: Ingenol 3-angelate induces dual modes of cell death and differentially regulates tumor necrosis factor-related apoptosis-inducing ligand-induced apoptosis in melanoma cells.

Journal: Molecular cancer therapeutics 20041201

Title: Characterization of the interaction of ingenol 3-angelate with protein kinase C.

Journal: Cancer research 20040501

Title: Antitumor activity of 3-ingenyl angelate: plasma membrane and mitochondrial disruption and necrotic cell death.

Journal: Cancer research 20040415

Title: Kedei N, et al. Characterization of the interaction of ingenol 3-angelate with protein kinase C. Cancer Res. 2004 May 1;64(9):3243-55.

Title: Hampson P, et al. PEP005, a selective small-molecule activator of protein kinase C, has potent antileukemic activity mediated via the delta isoform of PKC. Blood. 2005 Aug 15;106(4):1362-8.

Title: Ghoul A, et al. Epithelial-to-mesenchymal transition and resistance to ingenol 3-angelate, a novel protein kinase C modulator, in colon cancer cells. Cancer Res. 2009 May 15;69(10):4260-9.

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