Molecule ID: 9543442

IUPAC Name: 2-[(1R,4S,8R,10S,13S,16S,27R,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetamide

Description: The molecule is a heterodetic cyclic peptide consisting of eight amino acid residues and containing a thioether bridge between a cysteine and a tryptophan residue. It is found in a number of poisonous mushrooms, including Amanita phalloides (the death cap), Galerina marginata, and and Conocybe filaris. It has a role as a mycotoxin and an EC 2.7.7.6 (RNA polymerase) inhibitor.

SMILES: CC[C@H](C)[C@@H]1N=C(O)CN=C(O)[C@@H]2Cc3c([nH]c4cc(O)ccc34)[S@](=O)C[C@H](N=C(O)CN=C1O)C(O)=N[C@@H](CC(=N)O)C(=O)N1C[C@H](O)C[C@H]1C(O)=N[C@@H]([C@@H](C)[C@@H](O)CO)C(O)=N2

SELFIES: [C][C][C@H1][Branch1][C][C][C@@H1][N][=C][Branch1][C][O][C][N][=C][Branch1][C][O][C@@H1][C][C][=C][Branch1][#C][NH1][C][=C][C][Branch1][C][O][=C][C][=C][Ring1][#Branch2][Ring1][#Branch1][S@][=Branch1][C][=O][C][C@H1][Branch1][=N][N][=C][Branch1][C][O][C][N][=C][Ring2][Ring1][=C][O][C][Branch1][C][O][=N][C@@H1][Branch1][#Branch1][C][C][=Branch1][C][=N][O][C][=Branch1][C][=O][N][C][C@H1][Branch1][C][O][C][C@H1][Ring1][=Branch1][C][Branch1][C][O][=N][C@@H1][Branch1][O][C@@H1][Branch1][C][C][C@@H1][Branch1][C][O][C][O][C][Branch1][C][O][=N][Ring2][Branch1][Ring2]

InChI: InChI=1S/C39H54N10O14S/c1-4-16(2)31-36(60)42-11-29(55)43-25-15-64(63)38-21(20-6-5-18(51)7-22(20)46-38)9-23(33(57)41-12-30(56)47-31)44-37(61)32(17(3)27(53)14-50)48-35(59)26-8-19(52)13-49(26)39(62)24(10-28(40)54)45-34(25)58/h5-7,16-17,19,23-27,31-32,46,50-53H,4,8-15H2,1-3H3,(H2,40,54)(H,41,57)(H,42,60)(H,43,55)(H,44,61)(H,45,58)(H,47,56)(H,48,59)/t16-,17-,19+,23-,24-,25-,26-,27-,31-,32-,64+/m0/s1

Molecular Properties:
- Polar Surface Area: 400.0 Ų
- LogP: -4.4