3'-O-Demethyl mutactimycin

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Category Others
Catalog number BBF-00824
CAS
Molecular Weight 530.52
Molecular Formula C27H30O11

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Description

3'-O-Demethyl mutactimycin is produced by Nocardia transvalensis. It has moderate anti-Gram-positive bacteria activity and anti-tumor cell activity such as P388, L1210 and HeLa.

Specification

IUPAC Name (7S,9R)-6,9,11-trihydroxy-4-methoxy-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)OC)O)(C)O)O)O)O
InChI InChI=1S/C27H30O11/c1-9-5-6-11-15(25(9)36-4)22(32)17-16(19(11)29)20(30)12-7-27(3,35)8-13(14(12)21(17)31)38-26-24(34)23(33)18(28)10(2)37-26/h5-6,10,13,18,23-24,26,28,30-31,33-35H,7-8H2,1-4H3/t10-,13-,18-,23+,24+,26-,27+/m0/s1
InChI Key MXNZEKQKARODKS-RHSAFIOESA-N

Properties

Appearance Red Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)

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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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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