Molecule ID: 23252084

IUPAC Name: (1R,3S,6R,8S,10R,12S,16R,18R,19R,20S,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45R,47S,48S,49S,50R,52S,54R,56R,58S,59R)-16-[(1E)-buta-1,3-dienyl]-43,44,49,54,58-pentamethylspiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,2'-oxolane]-19,48,59-triol

Description: The molecule is a ciguatoxin comprising a sequence of twelve trans-fused six-, seven-, eight- and nine-membered oxacycles and a spiro-fused tetrahydrofuran substituted by a (1E)-buta-1,3-dien-1-yl side chain. It is isolated from Gambierdiscus toxicus. It has a role as a metabolite.

SMILES: C=C/C=C/[C@H]1C=CC[C@@H]2O[C@@H]3C[C@@H]4O[C@@H]5C=C[C@@H]6O[C@@H]7C[C@@H](O)[C@]8(C)O[C@@H]9C[C@H](C)C[C@@H]%10O[C@@H]%11[C@@H](C)[C@H](O)[C@@H]%12O[C@]%13(CCCO%13)[C@@H](C)[C@H](C)[C@H]%12O[C@H]%11C[C@H]%10O[C@H]9C[C@H]8O[C@H]7C/C=C\C[C@H]6O[C@H]5C=C[C@H]4O[C@H]3[C@H](O)[C@H]2O1

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

InChI: InChI=1S/C60H84O16/c1-7-8-13-34-14-11-17-41-56(65-34)53(63)57-49(69-41)26-43-40(72-57)21-20-38-39(67-43)19-18-37-35(66-38)15-9-10-16-36-45(68-37)28-50(61)59(6)51(71-36)29-46-47(75-59)25-30(2)24-42-44(70-46)27-48-54(73-42)32(4)52(62)58-55(74-48)31(3)33(5)60(76-58)22-12-23-64-60/h7-11,13-14,18-21,30-58,61-63H,1,12,15-17,22-29H2,2-6H3/b10-9-,13-8+/t30-,31+,32+,33+,34+,35-,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47-,48+,49-,50-,51-,52+,53-,54-,55-,56+,57-,58+,59+,60-/m1/s1

Molecular Properties:
- Polar Surface Area: 181.0 Ų
- LogP: 5.7