Compound ID | 3217

Update compound information

Decilorubicin

Class: Natural product antibiotic (anthracycline)

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, Bacillus anthracis, and Mycobacterium smegmatis; intercalates into DNA to prevent ligation/repair after cleavage by topoisomerase II; membrane-active agent
Description: Natural product from Streptomyces virginiae; anthracycline-type
Year first mentioned: 1983
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1275.31
Iso. SMILES: CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C=CC6=C5OC7C(C(C(C6(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1CC(C(C(O1)C)OC(=O)CCC(=O)O)OC)(C)[N+](=O)[O-])(C)[N+](=O)[O-])N(C)C)O)O)(C)O)N(C)C)O
InChI Key: REJZVZSFWFSPHT-UHFFFAOYSA-N
Can. SMILES: CC1C(C(CC(O1)OC2CC(C)(CC3=C(C4=C(C(=O)C5=CC=C6C(=C5C4=O)OC7C(C(C(C6(C)O7)OC8CC(C)(C(C(C)O8)OC9CC(C)(C(C(C)O9)OC%10CC(C(C(C)O%10)OC(=O)CCC(=O)O)OC)[N+](=O)[O-])[N+](=O)[O-])N(C)C)O)C(=C32)O)O)O)N(C)C)O
InChI: InChI=1S/C60H82N4O26/c1-24-45(68)31(61(9)10)18-36(80-24)84-33-21-57(5,74)20-29-40(33)48(71)42-43(47(29)70)49(72)41-28(46(42)69)14-15-30-52(41)89-56-50(73)44(62(11)12)55(60(30,8)90-56)88-39-23-59(7,64(77)78)54(27(4)83-39)87-38-22-58(6,63(75)76)53(26(3)82-38)86-37-19-32(79-13)51(25(2)81-37)85-35(67)17-16-34(65)66/h14-15,24-27,31-33,36-39,44-45,50-51,53-56,68,70-71,73-74H,16-23H2,1-13H3,(H,65,66)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/163512
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/36/4/36_4_451/_article/-char/en

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