Bleomycin sulfate

CAT: 0013-GTR19160843-06Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19160843-06Size:10 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 Number	9041-93-4
PubChem CID	71587153
IUPAC Name	3-[[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 Formula	C55H86N17O25S4+
Molecular Weight	1513.6
Topological Polar Surface Area	768
Hydrogen Bond Donor Count	22
Hydrogen Bond Acceptor Count	35
Rotatable Bond Count	36
Heavy Atom Count	101
Formal Charge	1
Complexity	2660

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

CAS: 9041-93-4

CID: 71587153

Formula: C55H86N17O25S4+

MW: 1513.6

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	1513.6
Hydrogen Bond Donor Count	22
Hydrogen Bond Acceptor Count	35
Rotatable Bond Count	36
Exact Mass	1512.4863610
Monoisotopic Mass	1512.4863610
Topological Polar Surface Area	768 Å²
Heavy Atom Count	101
Formal Charge	1
Complexity	2660
Isotope Atom Count	0
Defined Atom Stereocenter Count	19
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	2
Compound Is Canonicalized	Yes

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A8331-50	Bleomycin Sulfate
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