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Merck
CN

SML1318

Ingenol-3-angelate

From semisynthetic, ≥95% (HPLC), protein kinase C activator, powder

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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关于此项目

经验公式（希尔记法）:
C25H34O6
化学文摘社编号:
75567-37-2
分子量:
430.53
UNSPSC Code:
12352200
PubChem Substance ID:
329825782
NACRES:
NA.77

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产品名称

Ingenol-3-angelate, ≥95% (HPLC)

SMILES string

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

biological source

semisynthetic

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

−20°C

Quality Level

100

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相关类别

Biochem/physiol Actions

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 protein kinase C activator.
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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000285824
0000264284
0000241566
0000238089
0000197997

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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
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)
Oncolytic Reactivation of KSHV as a Therapeutic Approach for Primary Effusion Lymphoma
Zhou F, et al.
Molecular Cancer Therapeutics (2017)
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
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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