Riddelliine
PubChem CID: 5281744
Connections displayed (default: 10).
Loading graph...
| Compound Synonyms | Riddelline, Riddelliine, 23246-96-0, Riddeliin, Riddeline, Riddeliine, CCRIS 4712, 18-Hydroxyseneciphylline, HSDB 7147, UNII-81YO8GX9J8, 13,19-Didehydro-12,18-dihydroxysenecionan-11,16-dione, RIDDELLINE [HSDB], Riddelliin, 81YO8GX9J8, [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-(hydroxymethyl)-5-methylene-, (3Z,6S,14aR,14bR)-, DTXSID4026006, CHEBI:63924, Senecionan-11,16-dione, 13,19-didehydro-12,18-dihydroxy-, (15Z)-12,18-dihydroxy-13,19-didehydrosenecionan-11,16-dione, (1R,4Z,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione, C18H23NO6, (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-(hydroxymethyl)-5-methylene-, (3Z,6S,14aR,14bR)-, (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-(HYDROXYMETHYL)-5-METHYLENE-, (6S-(3Z,6R*,14AS*,14BS*))-, (6S,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methylene-3,4,5,6,9,9a1,11,13,14,14a-decahydro-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, stereoisomer of 3-ethylidene-3,4,5,6,9,11,13,14,14alpha,14beta-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methylene(1,6)dioxacyclododecino[2,3,4-gh]-pyrrolizidine-2,7-dione, (1R,4Z,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methylidene-2,9-dioxa-14-azatricyclo(9.5.1.014,17)heptadec-11-ene-3,8-dione, [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-(HYDROXYMETHYL)-5-METHYLENE-, [6S-(3Z,6R*,14AS*,14BS*)]-, STEREOISOMER OF 3-ETHYLIDENE-3,4,5,6,9,11,13,14,14ALPHA,14BETA-DECAHYDRO-6-HYDROXY-6-(HYDROXYMETHYL)-5-METHYLENE(1,6)DIOXACYCLODODECINO(2,3,4-GH)-PYRROLIZIDINE-2,7-DIONE, UN1544, DTXCID006006, SCHEMBL20771236, Riddeliin\, Riddeliine\, Riddelliine, AKOS040762283, FS-6752, trans-15-ethylidene-12beta-hydroxy-12alpha-hydroxymethyl-13-methylenesenec-1-enine, DA-57441, 1ST164452, HY-122099, CS-0081774, NS00094708, 13,19Didehydro12,18dihydroxysenecionan11,16dione, Q3935171, Senecionan11,16dione, 13,19didehydro12,18dihydroxy, (Z)-ethylidene-hydroxy-(hydroxymethyl)-methylene-[?]dione, Senecionan11,16dione, 13,19didehydro12,18dihydroxy (9CI), (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- (HYDROXYMETHYL)-5-METHYLENE-, (3Z,6S,14AR,14BR)-, (1,6)Dioxacyclododecino(2,3,4gh)pyrrolizine2,7dione, 3ethylidene3,4,5,6,9,11,13,14,14a,14bdecahydro6hydroxy6(hydroxymethyl)5methylene, (3Z,6S,14aR,14bR) |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 96.3 |
| Hydrogen Bond Donor Count | 2.0 |
| 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@]O)CO))C=O)OCC=CCN[C@H]5[C@H]OC/%15=O)))CC5 |
| Heavy Atom Count | 25.0 |
| Scaffold Graph Node Level | CC1CC(O)OCC2CCN3CCC(OC(O)C(C)C1)C23 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 666.0 |
| Database Name | imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 3.0 |
| Iupac Name | (1R,4Z,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione |
| Veber Rule | True |
| Classyfire Superclass | Alkaloids and derivatives |
| Xlogp | 0.2 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C18H23NO6 |
| Scaffold Graph Node Bond Level | C=C1CC(=C)C(=O)OC2CCN3CC=C(COC(=O)C1)C23 |
| Inchi Key | SVCNNZDUGWLODJ-RAYFHMIRSA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 1.0 |
| Synonyms | riddeline, riddelliine, riddelline |
| 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 | Riddelliine |
| Exact Mass | 349.153 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 349.153 |
| Hydrogen Bond Acceptor Count | 7.0 |
| Molecular Weight | 349.4 |
| 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 |
| Inchi | InChI=1S/C18H23NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/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)(CO)O |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 1.0 |
| Egan Rule | True |
| Np Classifier Superclass | Ornithine alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Crotalaria Juncea (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 2. Outgoing r'ship
FOUND_INto/from Senecio Vulgaris (Plant) Rel Props:Reference:ISBN:9788172363093