Bleomycin sulfateProduct ingredient for Bleomycin
- Name
- Bleomycin sulfate
- Drug Entry
- Bleomycin
A complex of related glycopeptide antibiotics from Streptomyces verticillus consisting of bleomycin A2 and B2 (B2 CAS # 9060-10-0). It inhibits DNA metabolism and is used as an antineoplastic, especially for solid tumors. Bleomycin A2 is used as the representative structure for Bleomycin.
- Accession Number
- DBSALT000196
- Structure
- Synonyms
- Bleomycin sulfate
- UNII
- 7DP3NTV15T
- CAS Number
- 9041-93-4
- Weight
- Average: 1512.622
Monoisotopic: 1511.478534115 - Chemical Formula
- C55H85N17O25S4
- InChI Key
- WUIABRMSWOKTOF-OCBSMOPSSA-N
- InChI
- InChI=1S/C55H83N17O21S3.H2O4S/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6;1-5(2,3)4/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88);(H2,1,2,3,4)/t21?,22?,23?,24?,25?,29-,30+,34?,35?,36?,37+,38+,39-,40-,41?,42-,43-,53+,54-;/m0./s1
- IUPAC Name
- (3-{[2-(2-{2-[2-(4-{2-[(6-amino-2-{1-[(2-amino-2-carbamoylethyl)amino]-2-carbamoylethyl}-5-methylpyrimidin-4-yl)formamido]-3-{[(2R,3S,4S,5S,6S)-3-{[(2R,3S,4S,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-(1H-imidazol-4-yl)propanamido}-3-hydroxy-2-methylpentanamido)-3-hydroxybutanamido]ethyl}-1,3-thiazol-4-yl)-1,3-thiazol-4-yl]formamido}propyl)dimethylsulfanium hydrogen sulfate
- SMILES
- OS([O-])(=O)=O.CC(O)C(NC(=O)C(C)C(O)C(C)NC(=O)C(NC(=O)C1=C(C)C(N)=NC(=N1)C(CC(N)=O)NCC(N)C(N)=O)C(O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](OC(N)=O)[C@@H]1O)C1=CNC=N1)C(=O)NCCC1=NC(=CS1)C1=NC(=CS1)C(=O)NCCC[S+](C)C
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.044 mg/mL ALOGPS logP -1 ALOGPS logP -9.3 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 11.39 Chemaxon pKa (Strongest Basic) 7.65 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 28 Chemaxon Hydrogen Donor Count 20 Chemaxon Polar Surface Area 627.07 Å2 Chemaxon Rotatable Bond Count 36 Chemaxon Refractivity 343.83 m3·mol-1 Chemaxon Polarizability 141.07 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon