CHEBI:66913 - ingenol mebutate

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ChEBI Name ingenol mebutate ChEBI ID 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. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C25H34O6 Net Charge 0 Average Mass 430.53390 Monoisotopic Mass 430.23554 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 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 Roles Classification Application(s): antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. View more via ChEBI Ontology ChEBI Ontology Outgoing ingenol mebutate (CHEBI:66913) has functional parent angelic acid (CHEBI:36431) ingenol mebutate (CHEBI:66913) has functional parent ingenol (CHEBI:5922) ingenol mebutate (CHEBI:66913) has role antineoplastic agent (CHEBI:35610) ingenol mebutate (CHEBI:66913) is a carboxylic ester (CHEBI:33308) ingenol mebutate (CHEBI:66913) is a cyclic terpene ketone (CHEBI:36130) ingenol mebutate (CHEBI:66913) is a tetracyclic diterpenoid (CHEBI:52557) IUPAC 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 (2Z)-2-methylbut-2-enoate INNs Sources ingenol mebutate WHO MedNet ingenoli mebutas WHO MedNet mébutate d'ingénol WHO MedNet mebutato de ingenol WHO MedNet Synonyms Sources 3-Angeloylingenol ChemIDplus 3-Ingenyl angelate ChemIDplus Ingenol 3-angelate ChemIDplus PEP-005 ChemIDplus Brand Name Source Picato ChemIDplus Manual Xrefs Databases D09393 KEGG DRUG Ingenol_mebutate Wikipedia View more database links Registry Numbers Types Sources 6452385 Reaxys Registry Number Reaxys 75567-37-2 CAS Registry Number ChemIDplus 75567-37-2 CAS Registry Number KEGG DRUG Citations Types Sources 19178487 PubMed citation Europe PMC 19467365 PubMed citation Europe PMC 20546215 PubMed citation Europe PMC 20725548 PubMed citation Europe PMC 21325841 PubMed citation Europe PMC 21375515 PubMed citation Europe PMC 21386954 PubMed citation Europe PMC 22055282 PubMed citation Europe PMC 22189786 PubMed citation Europe PMC 22202647 PubMed citation Europe PMC 22358305 PubMed citation Europe PMC 22417254 PubMed citation Europe PMC 22538622 PubMed citation Europe PMC 22618984 PubMed citation Europe PMC 22828167 PubMed citation Europe PMC 22956883 PubMed citation Europe PMC Last Modified 22 February 2017