10-Epi-tazoside

AlkaPlorer ID: AK005908

Synonym: None

IUPAC Name: (1S,8S,9R,12S,13S)-4,11-dimethoxy-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10-tetraene-3,12,13-triol

Structure

SMILES: COC1=C(C2=C(C=C1)[C@@H]([C@H]3C4=C([C@H]([C@H](C[C@]42CCN3)O)O)OC)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O

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InChI: InChI=1S/C24H33NO11/c1-33-11-4-3-9-13(17(11)29)24-5-6-25-15(14(24)22(34-2)16(28)10(27)7-24)21(9)36-23-20(32)19(31)18(30)12(8-26)35-23/h3-4,10,12,15-16,18-21,23,25-32H,5-8H2,1-2H3/t10-,12+,15+,16-,18+,19-,20+,21-,23-,24-/m0/s1

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InChIKey: BXXIJZLVEWRIHW-BMOMMFLTSA-N

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Properties Information

Molecule Weight: 511.5240000000001

TPSA: 190.55999999999997

MolLogP: -2.1022999999999974

Number of H-Donors: 8

Number of H-Acceptors: 12

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Plasmodium yoelii yoelii Plasmodium yoelii yoelii IC50 390000.0 nM 10.1016/j.bmc.2008.04.033
None ADMET TC50 390.0 uM 10.1016/j.bmc.2008.04.033

Metabolism Information