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User:Mr. Ibrahem/Ingenol mebutate

< User:Mr. Ibrahem
Mr. Ibrahem/Ingenol mebutate
Clinical data
Trade namesPicato
Other namesPEP005, ingenol-3-angelate
AHFS/Drugs.comMonograph
MedlinePlusa613008
License data
Pregnancy
category
  • AU: B3
Routes of
administration		Topical (gel)
Drug classMacrocyclic diterpene ester[1]
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
  • EU: Rx-only
Pharmacokinetic data
BioavailabilityBelow detection level
Identifiers
  • (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
Chemical and physical data
FormulaC25H34O6
Molar mass430.541 g·mol−1
3D model (JSmol)
  • C/C=C(/C)\C(=O)O[C@H]1C(C)=C[C@]23[C@]1(O)[C@H](O)C(CO)=C[C@H](C3=O)[C@H]4[C@H](C4(C)C)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
  • Key:VDJHFHXMUKFKET-WDUFCVPESA-N

Ingenol mebutate, sold under the brand name Picato, is a medication used to treat actinic keratosis.[1] It is applied to the skin once per day for 2 to 3 days.[1] It appears to work the same as fluorouracil or imiquimod.[1]

Common side effects include redness, skin peeling, blistering, and itchiness.[1] Other side effects may include skin cancer in an extra 4% of people, allergic reactions, and shingles.[2][1] Safety in pregnancy is unclear.[1] It is a macrocyclic diterpene ester.[1]

Ingenol mebutate was approved for medical use in the United States in 2012.[1] While it was approved in Europe in 2012, it was subsequently withdrawn due to concerns regarding side effects.[3][2] In the United States three doses costs about 1,100 USD as of 2021.[4] It from the sap of the milkweed plant.[1]

References

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  1. ^ a b c d e f g h i j k l "Ingenol Mebutate Monograph for Professionals". Drugs.com. Archived from the original on 5 March 2021. Retrieved 26 November 2021.
  2. ^ a b "Risks of Picato for actinic keratosis outweigh benefits". Archived from the original on 5 January 2021. Retrieved 26 November 2021.
  3. ^ "Picato". Archived from the original on 28 August 2021. Retrieved 26 November 2021.
  4. ^ "Picato Prices and Picato Coupons - GoodRx". GoodRx. Archived from the original on 1 October 2016. Retrieved 26 November 2021.
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