Sibiromycin
Sibiromycin Basic information
- Product Name:
- Sibiromycin
- Synonyms:
-
- Sibiromycin
- 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)-
- Sybiromycin
- 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)-
- (7S,8R)-13-{[(2S,3R,4R,5S,6S)-3,4-dihydroxy-4,6-dimethyl-5-(methylamino)oxan-2-yl]oxy}-8,11-dihydroxy-12-methyl-5-[(1E)-prop-1-en-1-yl]-3,9-diazatricyclo[8.4.0.03,?]tetradeca-1(10),4,11,13-tetraen-2-one
- CAS:
- 12684-33-2
- MF:
- C24H33N3O7
- MW:
- 475.53
- Product Categories:
-
- ADC
- Mol File:
- 12684-33-2.mol
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Sibiromycin Chemical Properties
- 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)
- InChIKey
- NRGCXZURXQZUDC-SEGNGXTGNA-N
- SMILES
- C12C=C(C(C)=C(O)C=1NC(C1=CC(/C=C/C)=CN1C2=O)O)O[C@@H]1O[C@@H]([C@@H](NC)[C@](O)(C)[C@@H]1O)C |&1:22,24,25,28,31,r|
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Sibiromycin Usage And Synthesis
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
SibiromycinSupplier
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