CAS 75567-37-2: Ingenol mebutate
Description:Ingenol mebutate is a synthetic compound derived from the sap of the Euphorbia peplus plant, known for its use in dermatological applications, particularly in the treatment of actinic keratosis. It is classified as a diterpenoid and exhibits a unique mechanism of action that involves inducing cell death in abnormal keratinocytes while also promoting an inflammatory response that aids in the clearance of these cells. Ingenol mebutate is typically formulated as a topical gel, allowing for localized treatment. The compound has a relatively short half-life, which contributes to its safety profile, as systemic absorption is minimal. Its efficacy is attributed to its ability to activate protein kinase C, leading to apoptosis and subsequent immune-mediated responses. Ingenol mebutate is generally well-tolerated, though some patients may experience local skin reactions such as erythema, crusting, or peeling. Overall, it represents a novel approach in the management of precancerous skin lesions, providing a convenient and effective option for patients.
Formula:C25H34O6
InChI: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:InChIKey=VDJHFHXMUKFKET-WDUFCVPESA-N
SMILES:O=C(OC1C(=CC23C(=O)C(C=C(CO)C(O)C12O)C4C(CC3C)C4(C)C)C)C(=CC)C
- Synonyms:
- 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecene, 2-butenoic acid deriv.
- 2-Butenoic acid, 2-methyl-, (1aR,2S,5R,5aS,6S,8aS,9R,10aR)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester, (2Z)-
- 2-Butenoic acid, 2-methyl-, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester, [1aR-[1aα,2β,5β,5aβ,6β(Z),8aα,9α,10aα]]-
- 3-Angeloylingenol
- Aids-416619
- Aids416619
- Euphorbia factor An<sub>1</sub>
- Euphorbia factor H<sub>1</sub>
- I3A
- Ingenol 3-angelate
- See more synonyms
- Ingenol 3-mebutate
- Ingenol mebutate
- Pep 005
- Picato
- Euphorbia factor An1