Name: Heliquinomycin
Rating: 5 (10 reviews)

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HIT ID:HIT214321299
Cas No:178182-49-5
常用名:Heliquinomycin
IUPAC:methyl (2R,3R,3'R)-3',4,9,10'-tetrahydroxy-3-{[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-7-methoxy-5,8,9'-trioxo-4',5,8,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate
IUPAC:methyl (2R,3R,3'R)-3',4,9,10'-tetrahydroxy-3-{[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-7-methoxy-5,8,9'-trioxo-4',5,8,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylate
InChI key:MLFZQFHGXSVTGX-MCTZXALVSA-N

分子式:C33H30O17
分子量:698.586
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:CO[C@@H]1C[C@H](O[C@@H]2c3c(O[C@@]22Oc4c(C[C@H]2O)cc2cc(oc(=O)c2c4O)C(=O)OC)c(O)c2C(=O)C(OC)=CC(=O)c2c3O)O[C@@H](C)[C@@H]1O |c:42|
SMILES:CO[C@@H]1C[C@H](O[C@@H]2c3c(O[C@@]22Oc4c(C[C@H]2O)cc2cc(oc(=O)c2c4O)C(=O)OC)c(O)c2C(=O)C(OC)=CC(=O)c2c3O)O[C@@H](C)[C@@H]1O |c:42|

Heliquinomycin is a bacterial metabolite originally isolated fromStreptomycesthat has diverse biological activities.1It is active against a variety of Gram-positive bacteria, including strains ofB. anthracis, B. subtilis, and methicillin-sensitive or -resistantS. aureus(MICs = <0.05-0.39 μg/ml). Heliquinomycin inhibits the activity of DNA helicase with a Kivalue of 6.8 μM. It reduces the growth of L1210 leukemia, B16 melanoma, and FS-3 fibrosarcoma cells (IC50s = 0.97, 0.89, and 0.83 μg/ml, respectively).

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