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Merck
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SML1318

Sigma-Aldrich

Ingenol-3-angelate

≥95% (HPLC)

别名:

(1aR,2S,5R,5aS,6S,8aS,9R,10aR)-5,5a-Dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclpropa[e][10]annulen-6-yl (2Z)-2-methylbut-2-enoate, 3-Angeloylingenol, 3-Ingenyl angelate, I3A, Ingenol mebutate, PEP005

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About This Item

经验公式（希尔记法）:
C25H34O6
CAS号:
75567-37-2
分子量:
430.53
UNSPSC代码:
12352200
PubChem化学物质编号:
329825782
NACRES:
NA.77

生物来源

semisynthetic

质量水平

100

方案

≥95% (HPLC)

表单

powder

颜色

white to beige

溶解性

DMSO: 15 mg/mL, clear

储存温度

−20°C

SMILES字符串

O=C1[C@@]2(C=C(C)[C@@H]3OC(/C(C)=C\C)=O)[C@]3(O)[C@H](O)C(CO)=C[C@@]1([H])[C@@](C4(C)C)([H])[C@@]4([H])C[C@H]2C

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

VDJHFHXMUKFKET-WDUFCVPESA-N

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生化/生理作用

Ingenol 3-Angelate is a diterpenoid ester isolated from Euphorbia peplus that induces rapid cell death with keratinocytes and some cancer cell lines. Ingenol 3-Angelate is a protein kinase C activator that displays potent antileukemic activity. Ingenol 3-Angelate (ingenol mebutate) is used for treatment of actinic keratosis.
Ingenol-3-angelate, is a phorbol ester-like compound or a diacylglycerol analog that is used in the treatment of several disorders like skin cancer. It is also known as PEP005. Ingenol-3-angelate stimulates the initiation of the enzyme by providing PKCs (protein kinase C) to cellular membranes.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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分析证书(COA)

Lot/Batch Number
0000285824
0000264284
0000241566
0000238089
0000197997

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Ingenol-3-Angelate Suppresses Growth of Melanoma Cells and Skin Tumor Development by Downregulation of NF-kappaB-Cox2 Signaling
Wang D and Liu P
Medical Science Monitor : International Medical Journal of Experimental and Clinical Research, 24, 486-486 (2018)
Parama Paul et al.
PloS one, 14(5), e0216220-e0216220 (2019-05-07)
Autosomal dominant polycystic kidney disease (ADPKD) is caused mostly by mutations in polycystin-1 or polycystin-2. Fluid flow leads to polycystin-dependent calcium influx and nuclear export of histone deacetylase 5 (HDAC5), which facilitates the maintenance of renal epithelial architecture by de-repression
Mian Yu et al.
Journal of controlled release : official journal of the Controlled Release Society, 304, 242-258 (2019-05-10)
Cancer-Immunotherapy was the most exciting topic. However, either insensitivity due to singleness of therapeutic target or immune evasion leads to the failure of the treatment. Ingenol-3-mebutate (I3A) can inhibit cancer through synergy between immunotherapy and chemotherapy, however, the speculation and
Oncolytic Reactivation of KSHV as a Therapeutic Approach for Primary Effusion Lymphoma
Zhou F, et al.
Molecular Cancer Therapeutics (2017)
M Nardelli et al.
Medical & biological engineering & computing, 58(5), 1099-1112 (2020-03-13)
The application of Poincaré plot analysis to characterize inter-beat interval dynamics has been successfully proposed in the scientific literature for the assessment of humans' physiological states and related aberrations. In this study, we proposed novel descriptors to trace the evolution
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