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Seneciphylline

PubChem CID: 5281750

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Compound Synonyms SENECIPHYLLINE, 480-81-9, Seneciphyllin, Jacodine, Seniciphylline, Seneciophylline, ALPHA-LONGILOBINE, 13,19-Didehydro-12-hydroxysenecionan-11,16-dione, NSC30622, NSC 30622, UNII-0ZYZ9L5454, CCRIS 4336, CHEBI:9108, HSDB 5188, 0ZYZ9L5454, NCI-C61165, NSC-30622, [1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione,3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-methyl-5-methylene-, (3Z,6R,14aR,14bR)-, .ALPHA.-LONGILOBINE, SENECIPHYLLINE [MI], SENECIPHYLLINE [HSDB], SENECIPHYLLINE [IARC], MLS000737616, (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione, DTXSID8026016, C18H23NO5, Senecionan-11,16-dione, 13,19-didehydro-12-hydroxy-, trans-15-Ethylidene-12beta-hydroxy-12alpha-methyl-13-methylenesenec-1-enine, SENECIPHYLLINE (IARC), Seneciphylline, analytical standard, (3Z,6R,14AR,14BR)-3-ETHYLIDENE-3,4,5,6,9,11,13,14,14A,14B-DECAHYDRO-6-HYDROXY-6-METHYL-5-METHYLENE(1,6)DIOXACYCLODODECINO(2,3,4-GH)PYRROLIZINE-2,7-DIONE, SMR000393787, Seneciphynine, ((5S,7R)-5-acetoxy-7-((E)-2-methylbut-2-enoyl)oxy-6,7-dihydro-5H-pyrrolizin-1-yl)methyl (E)-2-(3-methylbut-2-enoyloxymethyl)but-2-enoate, (1,6)DIOXACYCLODODECINO(2,3,4-GH)PYRROLIZINE-2,7-DIONE, 3-ETHYLIDENE-3,4,5,6,9,11,13,14,14A,14B-DECAHYDRO-6-HYDROXY-6-METHYL-5-METHYLENE-, (6R-(3Z,6R*,14AR*,14BR*))-, (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo(9.5.1.014,17)heptadec-11-ene-3,8-dione, [(5S,7R)-5-acetoxy-7-[(E)-2-methylbut-2-enoyl]oxy-6,7-dihydro-5H-pyrrolizin-1-yl]methyl (E)-2-(3-methylbut-2-enoyloxymethyl)but-2-enoate, [1,6]DIOXACYCLODODECINO[2,3,4-GH]PYRROLIZINE-2,7-DIONE, 3-ETHYLIDENE-3,4,5,6,9,11,13,14,14A,14B-DECAHYDRO-6-HYDROXY-6-METHYL-5-METHYLENE-, [6R-(3Z,6R*,14AR*,14BR*)]-, Prestwick_446, Prestwick2_000599, Prestwick3_000599, Seneciphylline (Standard), BSPBio_000478, MLS002222214, SCHEMBL177867, BPBio1_000526, CHEMBL523911, DTXCID306016, CHEBI:92677, HY-N1282R, FCEVNJIUIMLVML-QPSVUOIXSA-N, HMS1569H20, HMS2096H20, HMS2763J21, (1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-methyl-5-methylene-, (3Z,6R,14aR,14bR)-, HY-N1282, Pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-methyl-5-methylene(1,6)dioxacyclododecino(2,3,4-gh)-, BDBM50480273, EX-A11101, MFCD00221722, AKOS024282719, Seneciphylline 100 microg/mL in Water, NCGC00017384-04, NCGC00142562-03, (1R,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylene-2,9-dioxa-14-azatricyc lo[9.5.1.0<14,17>]heptadec-11-ene-3,8-dione, 1ST14177, AC-34599, DA-57794, FS161595, MS-25026, CS-0016686, Senecionan-11, 13,19-didehydro-12-hydroxy-, (Z)-ethylidene-hydroxy-methyl-methylene-[?]dione, BRD-K38449220-001-03-8, Q27108272, 13,19-DIDEHYDRO-12-HYDROXYSENECIONIN-11,16-DIONE, Senecionan-11,16-dione, 13,19-didehydro-12-hydroxy-(9CI), SENECIONIN-11,16-DIONE, 13,19-DIDEHYDRO-12-HYDROXY-, 2H-Pyran-2-carboxylicacid,5-ethyltetrahydro-2,3-dimethyl-6-oxo-(9ci), TRANS-15-ETHYLIDINE-12 BETA-HYDROXY-12 ALPHA-METHYL-13-METHYLENESENEC-1-ENINE, (3Z,6R,14aR,14bR)-3-ethylidene-6-hydroxy-6-methyl-5-methylene-3,4,5,6,9,11,13,14,14a,14b-decahydro[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, (6R,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-6-methyl-5-methylene-3,4,5,6,9,9a1,11,13,14,14a-decahydro-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, Pyrrolizine-2, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-methyl-5-methylene(1,6)dioxacyclododecino[2,3,4-gh]-, PYRROLIZINE-2,7-DIONE, 3-ETHYLIDENE-3,4,5,6,9,11,13,14,14A,14B-DECAHYDRO-6-HYDROXY-6-METHYL-5-METHYLENE(1,6)DIOXACYCLODODE///
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 76.1
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2CCC3CCC(CC(C)C(C)CC(C)C1)C23
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles C/C=C/CC=C)[C@@]C)O)C=O)OCC=CCN[C@H]5[C@H]OC/%15=O)))CC5
Heavy Atom Count 24.0
Scaffold Graph Node Level CC1CC(O)OCC2CCN3CCC(OC(O)C(C)C1)C23
Isotope Atom Count 0.0
Molecular Complexity 650.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Uniprot Id Q72547, B2RXH2, P11473, P63092, Q9NUW8, n.a.
Iupac Name (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT48
Xlogp 0.7
Gsk 4 400 Rule True
Molecular Formula C18H23NO5
Scaffold Graph Node Bond Level C=C1CC(=C)C(=O)OC2CCN3CC=C(COC(=O)C1)C23
Prediction Swissadme 0.0
Inchi Key FCEVNJIUIMLVML-QPSVUOIXSA-N
Silicos It Class Soluble
Fcsp3 0.5555555555555556
Logs -2.484
Rotatable Bond Count 0.0
Logd 1.949
Synonyms jacodine, seneciophylline, seneciphylline
Esol Class Soluble
Functional Groups C/C=C(/C)C(=O)OC, C=C(C)C, CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name Seneciphylline
Prediction Hob Swissadme 0.0
Exact Mass 333.158
Formal Charge 0.0
Monoisotopic Mass 333.158
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 333.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -2.3416808000000007
Inchi InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1
Smiles C/C=C\1/CC(=C)[C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O
Nring 3.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Crotalaria Juncea (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 2. Outgoing r'ship FOUND_IN to/from Hamelia Patens (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 3. Outgoing r'ship FOUND_IN to/from Rhodomyrtus Macrocarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Senecio Chrysanthemoides (Plant) Rel Props:Reference:ISBN:9788185042053
  • 5. Outgoing r'ship FOUND_IN to/from Senecio Jacobaea (Plant) Rel Props:Reference:ISBN:9788172361266
  • 6. Outgoing r'ship FOUND_IN to/from Senecio Scandens (Plant) Rel Props:Reference:ISBN:9788185042084; ISBN:9788185042114
  • 7. Outgoing r'ship FOUND_IN to/from Senecio Vulgaris (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/6623523
  • 8. Outgoing r'ship FOUND_IN to/from Tussilago Farfara (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/7720737
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