4-O,3'-O-Didemethyl mutactimycin

4-O,3'-O-Didemethyl mutactimycin

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Category Others
Catalog number BBF-00825
CAS
Molecular Weight 516.49
Molecular Formula C26H28O11

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Description

4-O,3'-O-Didemethyl mutactimycin is produced by Streptomyces sp. GW 60/1571.

Specification

IUPAC Name (7S,9R)-4,6,9,11-tetrahydroxy-3,9-dimethyl-7-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-8,10-dihydro-7H-tetracene-5,12-dione
Canonical SMILES CC1C(C(C(C(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=C(C=C5)C)O)O)(C)O)O)O)O
InChI InChI=1S/C26H28O11/c1-8-4-5-10-14(17(8)27)22(32)16-15(19(10)29)20(30)11-6-26(3,35)7-12(13(11)21(16)31)37-25-24(34)23(33)18(28)9(2)36-25/h4-5,9,12,18,23-25,27-28,30-31,33-35H,6-7H2,1-3H3/t9-,12-,18-,23+,24+,25-,26+/m0/s1
InChI Key KFOKBTLLYXTWHL-OJPOHHCHSA-N

Properties

Appearance Red Crystal

Reference Reading

1. Demethyl mutactimycins, new anthracycline antibiotics from Nocardia and Streptomyces strains
M Speitling, P Nattewan, K Yazawa, Y Mikami, I Grün-Wollny, M Ritzau, H Laatsch, U Gräfe J Antibiot (Tokyo). 1998 Aug;51(8):693-8. doi: 10.7164/antibiotics.51.693.
New anthracycline antibiotics 3'-O-demethyl mutactimycin (3) and 4-O,3'-O-didemethyl mutactimycin (4) were isolated from two actinomycetes strains, Nocardia transvalensis and Streptomyces sp. GW 60/1571. The chemical structures were elucidated by mass spectrometry and NMR spectroscopy. Antibiotic 3 displayed moderate antimicrobial activity against Gram-positive bacteria and cytotoxicity against P388, L1210 and HeLa tumor cells (IC50; 9.6, >25 and 20 microg/ml, respectively).

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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