Aurodox

Aurodox (X-5108, goldinomycin) is a naturally occurring polyketide antibiotic drug, first isolated in 1972 from Streptomyces goldiniensis. It is active against various species of Gram-positive bacteria through inhibition of the type III secretion system (T3SS), and while its chemical properties make it unsuitable for use in human medicine directly, it is used in antibiotic research and related compounds may be developed for medical use.^[1][2][3]

Aurodox

Legal status
Legal status	Investigational
Identifiers
IUPAC name (2S)-N-[(2E,4E,6S,7R)-7-[(2S,3S,4R,5R)-3,4-dihydroxy-5-[(1E,3E,5E)-7-(4-hydroxy-1-methyl-2-oxopyridin-3-yl)-6-methyl-7-oxohepta-1,3,5-trienyl]oxolan-2-yl]-6-methoxy-5-methylocta-2,4-dienyl]-2-[(2R,3R,4R,6S)-2,3,4-trihydroxy-5,5-dimethyl-6-[(1E,3Z)-penta-1,3-dienyl]oxan-2-yl]butanamide
CAS Number	12704-90-4
PubChem CID	135509117
DrugBank	DB04124
ChemSpider	16735686
UNII	PGP5RZH64G
ChEMBL	ChEMBL3221419
CompTox Dashboard (EPA)	DTXSID801043992
Chemical and physical data
Formula	C44H62N2O12
Molar mass	810.982 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC[C@H](C(=O)NC/C=C/C=C(\C)/[C@H]([C@@H](C)[C@H]1[C@H]([C@H]([C@H](O1)/C=C/C=C/C=C(\C)/C(=O)C2=C(C=CN(C2=O)C)O)O)O)OC)[C@@]3([C@@H]([C@@H](C([C@@H](O3)/C=C/C=C\C)(C)C)O)O)O
InChI InChI=1S/C44H62N2O12/c1-10-12-14-22-32-43(6,7)39(51)40(52)44(55,58-32)29(11-2)41(53)45-24-18-17-20-27(4)37(56-9)28(5)38-36(50)35(49)31(57-38)21-16-13-15-19-26(3)34(48)33-30(47)23-25-46(8)42(33)54/h10,12-23,25,28-29,31-32,35-40,47,49-52,55H,11,24H2,1-9H3,(H,45,53)/b12-10-,15-13+,18-17+,21-16+,22-14+,26-19+,27-20+/t28-,29-,31-,32+,35+,36+,37-,38+,39+,40-,44-/m1/s1 Key:NTAHMPNXQOYXSX-WKSONYIQSA-N

See also

• Fluorothiazinone