Product Name :
Ingenol

Description:
Ingenol is a diterpenoid related to phorbol, derived from the milkweed plant E. peplus. Most ingenol esters are tumor-promoting. However, ingenol mebutate possesses anti-tumor activity when used topically for actinic keratosis.

CAS:
30220-46-3

Molecular Weight:
348.43

Formula:
C20H28O5

Chemical Name:
(1aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-11-one

Smiles :
CC1(C)[C@@H]2C[C@@H](C)[C@]34C=C(C)[C@H](O)[C@@]3(O)[C@H](O)C(CO)=C[C@@H]([C@H]12)C4=O

InChiKey:
VEBVPUXQAPLADL-POYOOMFHSA-N

InChi :
InChI=1S/C20H28O5/c1-9-7-19-10(2)5-13-14(18(13,3)4)12(17(19)24)6-11(8-21)16(23)20(19,25)15(9)22/h6-7,10,12-16,21-23,25H,5,8H2,1-4H3/t10-,12+,13-,14+,15+,16-,19+,20-/m1/s1

Purity:
≥98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition :
Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.

Shelf Life:
≥12 months if stored properly.

Stock Solution Storage:
0 – 4 oC for 1 month or refer to the Certificate of Analysis.

Additional information:
Ingenol is a diterpenoid related to phorbol, derived from the milkweed plant E. peplus. Most ingenol esters are tumor-promoting. However, ingenol mebutate possesses anti-tumor activity when used topically for actinic keratosis.{{Oseltamivir} web|{Oseltamivir} Anti-infection|{Oseltamivir} Purity & Documentation|{Oseltamivir} In Vivo|{Oseltamivir} custom synthesis|{Oseltamivir} Autophagy} |Product information|CAS Number: 30220-46-3|Molecular Weight: 348.{{Hydroxychloroquine} medchemexpress|{Hydroxychloroquine} SARS-CoV|{Hydroxychloroquine} Technical Information|{Hydroxychloroquine} Purity|{Hydroxychloroquine} manufacturer|{Hydroxychloroquine} Epigenetic Reader Domain} 43|Formula: C20H28O5|Synonym:|Ingenol|Chemical Name: (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-11-one|Smiles: CC1(C)[C@@H]2C[C@@H](C)[C@]34C=C(C)[C@H](O)[C@@]3(O)[C@H](O)C(CO)=C[C@@H]([C@H]12)C4=O|InChiKey: VEBVPUXQAPLADL-POYOOMFHSA-N|InChi: InChI=1S/C20H28O5/c1-9-7-19-10(2)5-13-14(18(13,3)4)12(17(19)24)6-11(8-21)16(23)20(19,25)15(9)22/h6-7,10,12-16,21-23,25H,5,8H2,1-4H3/t10-,12+,13-,14+,15+,16-,19+,20-/m1/s1|Technical Data|Appearance: Solid Power.|Purity: ≥98% (or refer to the Certificate of Analysis)|Solubility: Soluble in DMSO|Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis|Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.|Shelf Life: ≥12 months if stored properly.|Stock Solution Storage: 0 – 4 oC for 1 month or refer to the Certificate of Analysis.|Drug Formulation: To be determined.|HS Tariff Code: 382200|How to use|In Vitro:|Ingenol is a PKC activator, with a Ki of 30 μM.PMID:24487575 Ingenol induces ornithine decarboxylase activity (1, 3 mM), and causes morphological changes (1 mM) in primary mouse epidermal keratinocytes. Ingenol (125 μM, 250 μM, 500 μM, 1 mM) also inhibits cell-cell communication.|References:|Wang D, Liu P. Ingenol-3-Angelate Suppresses Growth of Melanoma Cells and Skin Tumor Development by Downregulation of NF-κB-Cox2 Signaling. Med Sci Monit. 2018 Jan 25;24:486-502. PubMed PMID: 29368698.Markowitz O, Wang K, Levine A, Schwartz M, Minhas S, Feldman E, Siegel DM. Noninvasive Long-term Monitoring of Actinic Keratosis and Field Cancerization Following Treatment with Ingenol Mebutate Gel 0.015. J Clin Aesthet Dermatol. 2017 Oct;10(10):28-33. Epub 2017 Oct 1. PubMed PMID: 29344318; PubMed Central PMCID: PMC5749696.Kim YC, Yang JY, Yoon JS, Jo SJ, Ahn HH, Song KH, Lee DY, Chung KY, Won YH, Kim IH. A multi-centre, open, investigator initiated phase IV clinical trial to evaluate the efficacy and safety of ingenol mebutate gel, 0.015% on the face and scalp, and 0.05% on the trunk and extremities, in Korean patients with actinic keratosis (PERFECT). Br J Dermatol. 2018 Jan 20. doi: 10.1111/bjd.16368. [Epub ahead of print] PubMed PMID: 29355904.Products are for research use only. Not for human use.|

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