Molecule ID: 22524560

IUPAC Name: (1R,4E,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Description: The molecule is a pyrrolizine alkaloid that is senecionane bearing two additional hydroxy substituents at positions 12 and 18, two additional oxo groups at positions 11 and 16 and an N-oxido substituent. It has a role as a Jacobaea metabolite. It is a diol, a macrocyclic lactone, an olefinic compound, an organic heterotricyclic compound, a primary alcohol, a pyrrolizine alkaloid, a tertiary alcohol and a tertiary amine oxide. It derives from an usaramine.

SMILES: C/C=C1\C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CC[N+]3([O-])CC[C@@H](OC1=O)[C@@H]23

SELFIES: [C][/C][=C][\C][C@@H1][Branch1][C][C][C@][Branch1][C][O][Branch1][Ring1][C][O][C][=Branch1][C][=O][O][C][C][=C][C][N+1][Branch1][C][O-1][C][C][C@@H1][Branch1][#Branch1][O][C][Ring2][Ring1][=Branch1][=O][C@@H1][Ring1][N][Ring1][=Branch2]

InChI: InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3+/t11-,14-,15-,18-,19?/m1/s1

Molecular Properties:
- Polar Surface Area: 111.0 Ų
- LogP: 0.0