Oxazinomycin

AlkaPlorer ID: AK017905

Synonym: 'Oxazinomycin', 'Minimycin'

IUPAC Name: 5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-oxazine-2,4-dione

Structure

SMILES: O=C1N=C(O)C([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)=CO1

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InChI: InChI=1S/C9H11NO7/c11-1-4-5(12)6(13)7(17-4)3-2-16-9(15)10-8(3)14/h2,4-7,11-13H,1H2,(H,10,14,15)/t4-,5-,6-,7+/m1/s1

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InChIKey: REFHNSOTFKKRAI-GBNDHIKLSA-N

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Properties Information

Molecule Weight: 245.187

TPSA: 133.25

MolLogP: -2.1056

Number of H-Donors: 4

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens HeLa IC50 500.0 nM 10.1021/jm00142a010
Mus musculus L1210 IC50 300.0 nM 10.1021/jm00142a010
Mus musculus L1210 Inhibition 5.0 % 10.1021/jm00142a010

Metabolism Information