cationomycin   

GtoPdb Ligand ID: 11002

Synonyms: BRN-6263205 | BRN6263205 | LS-52659 | LS52659
Comment: Cationomycin is a polyether, ionophore antibiotic that is produced by Actinomadura azurea sp. nov. [1-2]. It has Gram-positive activity.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 13
Hydrogen bond donors 5
Rotatable bonds 14
Topological polar surface area 209.13
Molecular weight 850.47
XLogP 5.02
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(C)c(c(c1)O)C(=O)OC(C(C(=O)O)(O)C)CC1OC2(CC(C1C)O)CC(C(O2)(C)C1C[C@@H]([C@@](O1)(C)[C@@H]1O[C@H](C[C@@H]1C)[C@H]1O[C@](C[C@@H]1C)(C)[C@H](CC)O)OC)C
Isomeric SMILES COc1cc(C)c(c(c1)O)C(=O)OC(C(C(=O)O)(O)C)CC1OC2(CC(C1C)O)CC(C(O2)(C)C1C[C@@H]([C@@](O1)(C)[C@@H]1O[C@H](C[C@@H]1C)[C@H]1O[C@](C[C@@H]1C)(C)[C@H](CC)O)OC)C
InChI InChI=1S/C45H70O15/c1-13-32(48)41(7)19-24(4)37(59-41)31-15-23(3)38(55-31)44(10)34(54-12)18-35(58-44)43(9)25(5)20-45(60-43)21-29(47)26(6)30(57-45)17-33(42(8,52)40(50)51)56-39(49)36-22(2)14-27(53-11)16-28(36)46/h14,16,23-26,29-35,37-38,46-48,52H,13,15,17-21H2,1-12H3,(H,50,51)/t23-,24-,25?,26?,29?,30?,31+,32-,33?,34-,35?,37-,38+,41-,42?,43?,44-,45?/m0/s1
InChI Key SGLQOFJJLQBZBE-MSFHLGAUSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
2-hydroxy-4-[7-hydroxy-2-[(4S,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5S)-5-[(1S)-1-hydroxypropyl]-3,5-dimethyloxolan-2-yl]-3-methyloxolan-2-yl]-4-methoxy-5-methyloxolan-2-yl]-2,3,8-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy-2-methylbutanoic acid
Synonyms
BRN-6263205 | BRN6263205 | LS-52659 | LS52659
Database Links
Specialist databases
AntibioticDB 896
Other databases
CAS Registry No. 80394-65-6 (source: ChemIDplus)
GtoPdb PubChem SID 405560443
PubChem CID 197223
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