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Chemical structure of Tautomycin

GC31772

Tautomycin

Also known as [(3R,4R,5R,8S,9S,12R)-12-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-methyl-4-oxopentyl]-1,7-dioxaspiro[5.5]undecan-2-yl]-5,9-dihydroxy-4-methoxy-2,8-dimethyl-7-oxotridecan-3-yl] (3R)-3-hydroxy-3-(4-methyl-2,5-dioxofuran-3-yl)propanoate

Tautomycin, an antifungal antibiotic isolated from the bacterium Streptomyces verticillatus, is a potent and specific inhibitor of protein phosphatases 1 and 2A and induces contraction of smooth muscle under Ca2+-free conditions, with Kiapp values of 0·16 nM and 0·4 nM for PP1 and PP2A, respectively

ChemicalCAS109946-35-2MW766.96FormulaC41H66O13
CAS number
109946-35-2
Molecular weight
766.96
Formula
C41H66O13
Solubility
Soluble in DMSO
InChIKey
RFCWHQNNCOJYTR-IRCAEPKSSA-N
Catalogue number
GC31772
Brand
GLPBIO
Computed properties PubChem CID 440646 · XLogP 4.9 · TPSA 192 Ų · H-bond donors 3
XLogP
4.9
TPSA
192 Ų
H-bond donors
3
H-bond acceptors
13
Rotatable bonds
21
Heavy atoms
54

SMILES C[C@@H]1CC[C@@]2(CC[C@@H]([C@@H](O2)[C@H](C)CC[C@@H]([C@H](C)C(=O)C[C@H]([C@H]([C@@H](C(C)C)OC(=O)C[C@H](C3=C(C(=O)OC3=O)C)O)OC)O)O)C)O[C@H]1CC[C@H](C)C(=O)C

Computed descriptors from PubChem (CID 440646), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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