Ingenol disoxate
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MedKoo CAT#: 206446

CAS#: 1383547-60-1

Description: Ingenol disoxate, also known as LEO43204, is a Novel 4-Isoxazolecarboxylate Ester of Ingenol with Improved Properties for Treatment of Actinic Keratosis and Other Non-Melanoma Skin Cancers. Ingenol is a natural product found in the sap of the plant Euphorbia peplus and an inducer of cell death.


Chemical Structure

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Ingenol disoxate
CAS# 1383547-60-1

Theoretical Analysis

MedKoo Cat#: 206446
Name: Ingenol disoxate
CAS#: 1383547-60-1
Chemical Formula: C28H37NO7
Exact Mass: 499.257
Molecular Weight: 499.6
Elemental Analysis: C, 67.31; H, 7.47; N, 2.80; O, 22.42

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Synonym: Ingenol disoxate; LEO43204; LEO 43204; LEO-43204.

IUPAC/Chemical Name: (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]cyclopropa[e][10]annulen-6-yl 3,5-diethylisoxazole-4-carboxylate

InChi Key: GLIUZQUNUNICGS-XUBYYPQFSA-N

InChi Code: InChI=1S/C28H37NO7/c1-7-18-20(19(8-2)36-29-18)25(33)35-24-13(3)11-27-14(4)9-17-21(26(17,5)6)16(23(27)32)10-15(12-30)22(31)28(24,27)34/h10-11,14,16-17,21-22,24,30-31,34H,7-9,12H2,1-6H3/t14-,16+,17-,21+,22-,24+,27+,28+/m1/s1

SMILES Code: [H][C@]1(C[C@H]2C)C(C)([C@@]([C@@](C([C@]23C=C([C@@H]([C@@]43O)OC(C5=C(CC)ON=C5CC)=O)C)=O)(C=C([C@H]4O)CO)[H])1[H])C

Appearance: Solid powder

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

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 499.6 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Bertelsen M, Stahlhut M, Grue-Sørensen G, Liang X, Christensen GB, Skak K,
Engell KM, Högberg T. Ingenol Disoxate: A Novel 4-Isoxazolecarboxylate Ester of
Ingenol with Improved Properties for Treatment of Actinic Keratosis and Other
Non-Melanoma Skin Cancers. Dermatol Ther (Heidelb). 2016 Dec;6(4):599-626. PubMed
PMID: 27503482.

2: Sinnya S, Tan JM, Prow TW, Primiero C, McEniery E, Selmer J, Østerdal ML,
Soyer HP. A randomized, phase IIa exploratory trial to assess the safety and
preliminary efficacy of LEO 43204 in patients with actinic keratosis. Br J
Dermatol. 2016 Feb;174(2):305-11. doi: 10.1111/bjd.14245. PubMed PMID: 26499175.