ingenol mebutate
CHEBI:CHEBI_66913
Definition
A tetracyclic diterpenoid ester obtained by formal condensation of the carboxy group of (2Z)-2-methylbut-2-enoic (angelic) acid with the 3-hydroxy group of ingenol. Used for the topical treatment of actinic keratosis.
Chemical Information
- Molecular Formula
- C25H34O6
- Molecular Mass
- 430.53390
- Charge
- 0
- SMILES
- [H][C@@]12C=C(CO)[C@@H](O)[C@]3(O)[C@@H](OC(=O)C(\C)=C/C)C(C)=C[C@]3([C@H](C)C[C@]3([H])[C@@]1([H])C3(C)C)C2=O
- 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
- InChIKey
- VDJHFHXMUKFKET-UXMMOKKRSA-N
Alternative Names
- (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 (2Z)-2-methylbut-2-enoate
- 3-Angeloylingenol
- 3-Ingenyl angelate
- Ingenol 3-angelate
- ingenol mebutate
- ingenoli mebutas
- mebutate d'ingenol
- mebutato de ingenol
- PEP-005
- Picato
Drug Classification
-
carboxylic esterView Class →
CHEBI:33308
-
tetracyclic diterpenoidView Class →
CHEBI:52557
-
cyclic terpene ketoneView Class →
CHEBI:36130
-
t268613
-
t269425
-
t269556
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- DRON_00010000
- 1242806
- oboInOwl#hasDbXref
- Wikipedia:Ingenol_mebutate
- core#notation
- CHEBI:66913
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- DRON_00010000
- 1242806
- oboInOwl#hasDbXref
- Wikipedia:Ingenol_mebutate
- oboInOwl#id
- CHEBI:66913
- core#notation
- CHEBI:66913
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_35610
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- chebi#has_functional_parent
- http://purl.obolibrary.org/obo/CHEBI_36431
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- rdf-schema#domain
- https://w3id.org/def/predibionto#has_side_effect31556
- owl#annotatedSource
- t269889
- owl#someValuesFrom
- t673272