CHEBI:5922 - ingenol

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ChEBI Name ingenol ChEBI ID CHEBI:5922 Definition A tetracyclic diterpenoid that is 1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-11-one substituted at positions 5, 5a and 6 by hydroxy groups, positions 1, 1, 7 and 9 by methyl groups, position 4 by a hydroxymethyl group and position 1 by an oxo group (the 1aR,2S,5R,5aR,6S,8aS,9R,10aR diastereomer). 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 Formula C20H28O5 Net Charge 0 Average Mass 348.43330 Monoisotopic Mass 348.19367 InChI InChI=1S/C20H28O5/c1-9-7-19-10(2)5-13-14(18(13,3)4)12(17(19)24)6-11(8-21)16(23)20(19,25)15(9)22/h6-7,10,12-16,21-23,25H,5,8H2,1-4H3/t10-,12+,13-,14+,15+,16-,19+,20-/m1/s1 InChIKey VEBVPUXQAPLADL-POYOOMFHSA-N SMILES [H][C@@]12C[C@@H](C)[C@]34C=C(C)[C@H](O)[C@@]3(O)[C@H](O)C(CO)=C[C@H](C4=O)[C@]1([H])C2(C)C ChEBI Ontology Outgoing ingenol (CHEBI:5922) is a cyclic terpene ketone (CHEBI:36130) ingenol (CHEBI:5922) is a tetracyclic diterpenoid (CHEBI:52557) Incoming ingenol mebutate (CHEBI:66913) has functional parent ingenol (CHEBI:5922) kansuiphorin A (CHEBI:66138) has functional parent ingenol (CHEBI:5922) kansuiphorin B (CHEBI:66139) has functional parent ingenol (CHEBI:5922) IUPAC Name (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-11-one Manual Xrefs Databases C00003439 KNApSAcK C09112 KEGG COMPOUND View more database links Registry Numbers Types Sources 2017351 Reaxys Registry Number Reaxys 30220-46-3 CAS Registry Number KEGG COMPOUND 30220-46-3 CAS Registry Number ChemIDplus Last Modified 28 July 2014