PDB Chemical Component TGT

Ideal Model

Chemical Description

Name TAGETITOXIN
Synonyms (1R,4R,5R,6R,7S,8R)-6-ACETOXY-7-AMINO-4-CARBAMOYL-4-HYDROXY-8-(PHOSPHONOOXY)-9-OXA-3-THIABICYCLO[3.3.1]NONANE-1-CARBOXYLIC ACID
Formula C11 H17 N2 O11 P S
Formal charge 0
Molecular weight 416.298 g/mol
Component type NON-POLYMER

Chemical features

Atom count 43
Chiral atom count 6
Chiral atoms C1 C2 C3 C4 C5 C7
Bond count 44
Aromatic bond count 0

Chemical Identifiers

Systematic name (ACDLabs) (1R,4R,5R,6R,7S,8R)-6-(acetyloxy)-7-amino-4-carbamoyl-4-hydroxy-8-(phosphonooxy)-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylic acid (non-preferred name)
Systematic name (OpenEye OEToolkits) (1R,2R,5R,6R,7S,8R)-8-acetyloxy-7-amino-2-aminocarbonyl-2-hydroxy-6-phosphonooxy-9-oxa-3-thiabicyclo[3.3.1]nonane-5-carboxylic acid

Chemical Descriptors

Stereo SMILES (CACTVS) CC(=O)O[C@@H]1[C@H](N)[C@@H](O[P](O)(O)=O)[C@]2(CS[C@](O)([C@@H]1O2)C(N)=O)C(O)=O
SMILES (CACTVS) CC(=O)O[CH]1[CH](N)[CH](O[P](O)(O)=O)[C]2(CS[C](O)([CH]1O2)C(N)=O)C(O)=O
Stereo SMILES (OpenEye) CC(=O)O[C@@H]1[C@@H]([C@H]([C@]2(CS[C@]([C@@H]1O2)(C(=O)N)O)C(=O)O)OP(=O)(O)O)N
InChI descriptor InChI=1/C11H17N2O11PS/c1-3(14)22-5-4(12)6(24-25(19,20)21)10(9(16)17)2-26-11(18,8(13)15)7(5)23-10/h4-7,18H,2,12H2,1H3,(H2,13,15)(H,16,17)(H2,19,20,21)/t4-,5+,6+,7+,10+,11+/m0/s1/f/h16,19-20H,13H2
InChIKey descriptor UVAAUIDYGIWLMB-IUKXSLNJDA

Status Information

Last modified 2008-10-14
Created 2005-11-01
Release status REL
Model PDB code 2BE5
Processing site RCSB