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Ingenol-3,5,20-triacetate

PubChem CID: 65377

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Compound Synonyms Ingenol triacetate, Ingenol-3,5,20-triacetate, Ingenol 3,5,20-triacetate, 30220-45-2, UNII-JJ7S550U27, BRN 2230536, JJ7S550U27, 3,5,20-TRI-O-ACETYLINGENOL, [(1S,4S,5R,6R,9S,10R,12R,14R)-4,6-diacetyloxy-5-hydroxy-3,11,11,14-tetramethyl-15-oxo-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl acetate, 1H-2,8a-Methanocyclopenta(a)cyclopropa(e)cyclodecen-11-one, 1a,2,5,5a,6,9,10,10a-octahydro-4-(hydroxymethyl)-1,1,7,9-tetramethyl-5,5a,6-trihydroxy-, 4,5,6-triacetate, (1ar,2S,5R,5ar, 6S,8as,9R,10aR)-, RD 3-2118, 1H-2,8A-METHANOCYCLOPENTA(A)CYCLOPROPA(E)CYCLODECEN-11-ONE, 5,6-BIS(ACETYLOXY)-4-((ACETYLOXY)METHYL)-1A,2,5,5A,6,9,10,10A-OCTAHYDRO-5A-HYDROXY-1,1,7,9-TETRAMETHYL-, (1AR,2S,5R,5AR,6S,8AS,9R,10AR)-, ((1S,4S,5R,6R,9S,10R,12R,14R)-4,6-diacetyloxy-5-hydroxy-3,11,11,14-tetramethyl-15-oxo-7-tetracyclo(7.5.1.01,5.010,12)pentadeca-2,7-dienyl)methyl acetate, 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-, 4,5,6-triacetate, (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-, 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one, 5,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1a,2,5,5a,6,9,10,10a-octahydro-5a-hydroxy-1,1,7,9-tetramethyl-, [1aR-(1a.alpha.,2.alpha.,5.beta.,5a.beta.,6.beta.,8a.alpha.,9.alpha.,10a.alpha.)]-, Ingenol triacetic acid, Ingenol, 3,5,20-triacetate, SCHEMBL2038691, DTXSID50952601, 1H-2,8a-Methanocyclopenta(a)cyclopropa(e)cyclodecen-11-one, 1a,2,5,5a,6,9,10,10a-octahydro-4-(hydroxymethyl)-1,1,7,9-tetramethyl-5,5a,6-trihydroxy-, 4,5,6-triacetate, (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-, 1H-2,8a-Methanocyclopenta(a)cyclopropa(e)cyclodecen-11-one, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-, 4,5,6-triacetate, (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-, RD3-2118, Q27281531, 1H-2,8a-Methanocyclopenta(a)cyclopropa(e)cyclodecen-11-one, 5,6-bis(acetyloxy)-4-((acetyloxy)methyl)-1a,2,5,5a,6,9,10,10a-octahydro-5a-hydroxy-1,1,7,9-tetramethyl-, (1aR-(1aalpha,2alpha,5beta,5abeta,6beta,8aalpha,9alpha,10aalpha))-, 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one, 5,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1a,2,5,5a,6,9,10,10a-octahydro-5a-hydroxy-1,1,7,9-tetramethyl-, (1aR,2S,5R,5aR,6S,8aS,10aR)-, 4-[(Acetyloxy)methyl]-5a-hydroxy-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulene-5,6-diyl diacetate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 116.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCCC3CCCC31CCC1CC12
Np Classifier Class Ingenane diterpenoids, Tetracyclic diterpenoids
Deep Smiles CC=O)OCC=C[C@H][C@H][C@H]C3C)C))C[C@H][C@][C@@][C@@H]%10OC=O)C))))O)[C@@H]OC=O)C)))C=C5)C))))C7=O)))C
Heavy Atom Count 34.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1C2CCCC3CCCC31CCC1CC12
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1020.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name [(1S,4S,5R,6R,9S,10R,12R,14R)-4,6-diacetyloxy-5-hydroxy-3,11,11,14-tetramethyl-15-oxo-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl acetate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.4
Gsk 4 400 Rule False
Molecular Formula C26H34O8
Scaffold Graph Node Bond Level O=C1C2C=CCC3CC=CC13CCC1CC12
Inchi Key IMTIXJBINQBHFH-JETAQZOISA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms ingenol triaceate, ingenol triacetate
Esol Class Soluble
Functional Groups CC(=O)OC, CC(C)=CC, CC(C)=O, CO, COC(C)=O
Compound Name Ingenol-3,5,20-triacetate
Exact Mass 474.225
Formal Charge 0.0
Monoisotopic Mass 474.225
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 474.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C26H34O8/c1-12-10-25-13(2)8-19-20(24(19,6)7)18(21(25)30)9-17(11-32-14(3)27)23(34-16(5)29)26(25,31)22(12)33-15(4)28/h9-10,13,18-20,22-23,31H,8,11H2,1-7H3/t13-,18+,19-,20+,22+,23-,25+,26-/m1/s1
Smiles C[C@@H]1C[C@@H]2[C@@H](C2(C)C)[C@@H]3C=C([C@H]([C@]4([C@@]1(C3=O)C=C([C@@H]4OC(=O)C)C)O)OC(=O)C)COC(=O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids

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