| Identification | Back Directory | [Name]
Sibiromycin | [CAS]
12684-33-2 | [Synonyms]
Sibiromycin
Sybiromycin
7-[(4,6-Dideoxy-3-methyl-4-methylamino-α-L-mannopyranosyl)oxy]-10,11-dihydro-9,11-dihydroxy-8-methyl-2-(1-propenyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
5H-Pyrrolo(2,1-C)(1,4)benzodiazepin-5-one, 7-((4,6-dideoxy-3-C-methyl-4-(methylamino)-alpha-L-mannopyranosyl)oxy)-1,10,11,11A-treahydro-9,11-dihydroxy-8-methyl-2-(1E)-1-propenyl-, (11R,11as)-
5H-Pyrrolo[2,1-c][1,4]benzodiazepin-5-one, 7-[[4,6-dideoxy-3-C-methyl-4-(methylamino)-α-L-mannopyranosyl]oxy]-1,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-2-(1E)-1-propen-1-yl-, (11R,11aS)- | [Molecular Formula]
C24H33N3O7 | [MDL Number]
MFCD34568110 | [MOL File]
12684-33-2.mol | [Molecular Weight]
475.53 |
| Chemical Properties | Back Directory | [Melting point ]
>119.85°C (rough estimate) | [Boiling point ]
573.98°C (rough estimate) | [density ]
1.2881 (rough estimate) | [refractive index ]
1.6500 (estimate) | [pka]
9.30±0.60(Predicted) |
| Hazard Information | Back Directory | [Uses]
Sibiromycin is a naturally produced glycosylated pyrrolobenzodiazepines (PBDs). Sibiromycin is also a potent antitumor antibiotic that binds covalently to DNA in the minor groove at the NH2 of guanine[1][2]. | [Definition]
ChEBI: An aminoglycoside antibiotic produced by Streptosporangium sibiricum that also exhibits antitumour properties. | [References]
[1] Gerratana B. Biosynthesis, synthesis, and biological activities of pyrrolobenzodiazepines. Med Res Rev. 2012;32(2):254-293. DOI:10.1002/med.20212
[2] Li W, et al. Biosynthesis of sibiromycin, a potent antitumor antibiotic. Appl Environ Microbiol. 2009;75(9):2869-2878. DOI:10.1128/AEM.02326-08 |
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