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Bleomycin sulfate

CAT: 0013-GTR19160843-01Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19160843-01Size:200 mg
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Description
An anticancer agent that acts by induction of DNA strand breaks; also inhibits incorporation of thymidine into DNA strands; a hybrid peptide-polyketide natural product.Pancreatic Cancer Phase 3 Clinical.
CAS Number
9041-93-4
Product Name Alternative
Blenoxane
Purity
>98% (HPLC)
Solubility
DMSO: < 11.2 mg/mL
Smiles
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 (OC1OC (CO) C (O) C (O) C1OC1OC (CO) C (O) C (OC (N) =O) C1O) C1=CN=CN1) C (=O) NCCC1=NC (=CS1) C1=NC (=CS1) C (=O) NCCC[S+] (C) C
Molecular Formula
C55H85N17O25S4
Molecular Weight
1512.622
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
Bleomycin, sulfate (salt)

Chemical Information

Bleomycin Sulfate

Bleomycin Sulfate is a mixture of the sulfate salts of basic glycopeptide antineoplastic antibiotics isolated from Streptomyces verticillus. Bleomycin sulfate forms complexes with iron that reduce molecular oxygen to superoxide and hydroxyl radicals which cause single- and double-stranded breaks in DNA; these reactive oxygen species also induce lipid peroxidation, carbohydrate oxidation, and alterations in prostaglandin synthesis and degradation.

CAS Number9041-93-4
PubChem CID71587153
IUPAC Name3-[[2-[2-[2-[[(2S,3R)-2-[[(2S,3S,4R)-4-[[(2S,3R)-2-[[6-amino-2-[(1S)-3-amino-1-[[(2S)-2,3-diamino-3-oxopropyl]amino]-3-oxopropyl]-5-methylpyrimidine-4-carbonyl]amino]-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-5-yl)propanoyl]amino]-3-hydroxy-2-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]ethyl]-1,3-thiazol-4-yl]-1,3-thiazole-4-carbonyl]amino]propyl-dimethylsulfanium;sulfuric acid
Molecular FormulaC55H86N17O25S4+
Molecular Weight1513.6
Topological Polar Surface Area768
Hydrogen Bond Donor Count22
Hydrogen Bond Acceptor Count35
Rotatable Bond Count36
Heavy Atom Count101
Formal Charge1
Complexity2660
SMILES
CC1=C(N=C(N=C1N)[C@H](CC(=O)N)NC[C@@H](C(=O)N)N)C(=O)N[C@@H]([C@H](C2=CN=CN2)O[C@H]3[C@H]([C@H]([C@@H]([C@@H](O3)CO)O)O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)N)O)C(=O)N[C@H](C)[C@H]([C@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCCC5=NC(=CS5)C6=NC(=CS6)C(=O)NCCC[S+](C)C)O.OS(=O)(=O)O
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)/p+1/t21-,22+,23+,24-,25-,29-,30+,34-,35-,36-,37+,38+,39-,40-,41-,42-,43-,53+,54-;/m0./s1
InChIKey
WUIABRMSWOKTOF-OYALTWQYSA-O
Chemical Structure
2D Structure
2D structure of Bleomycin Sulfate
CAS: 9041-93-4
CID: 71587153
Formula: C55H86N17O25S4+
MW: 1513.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1513.6
Hydrogen Bond Donor Count22
Hydrogen Bond Acceptor Count35
Rotatable Bond Count36
Exact Mass1512.4863610
Monoisotopic Mass1512.4863610
Topological Polar Surface Area768 Ų
Heavy Atom Count101
Formal Charge1
Complexity2660
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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