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Chemistry

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Also known as: Bleomycin sulfate, 9041-93-4, Blexane, Bleomycin sulphate, Bleomycin, sulfate (salt), Bleomycin, sulfate
Molecular Formula
C55H85N17O25S4
Molecular Weight
1512.6  g/mol
InChI Key
WUIABRMSWOKTOF-OCBSMOPSSA-N

Bleomycin Sulphate
A complex of related glycopeptide antibiotics from Streptomyces verticillus consisting of bleomycin A2 and B2. It inhibits DNA metabolism and is used as an antineoplastic, especially for solid tumors.
1 2D Structure

Bleomycin Sulphate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-[[2-[2-[2-[[2-[[4-[[2-[[6-amino-2-[3-amino-1-[(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;hydrogen sulfate
2.1.2 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
2.1.3 InChI Key
WUIABRMSWOKTOF-OCBSMOPSSA-N
2.1.4 Canonical SMILES
CC1=C(N=C(N=C1N)C(CC(=O)N)NCC(C(=O)N)N)C(=O)NC(C(C2=CN=CN2)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)CO)O)OC(=O)N)O)C(=O)NC(C)C(C(C)C(=O)NC(C(C)O)C(=O)NCCC5=NC(=CS5)C6=NC(=CS6)C(=O)NCCC[S+](C)C)O.OS(=O)(=O)[O-]
2.1.5 Isomeric SMILES
CC1=C(N=C(N=C1N)C(CC(=O)N)NCC(C(=O)N)N)C(=O)NC(C(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)NC(C)C(C(C)C(=O)NC(C(C)O)C(=O)NCCC5=NC(=CS5)C6=NC(=CS6)C(=O)NCCC[S+](C)C)O.OS(=O)(=O)[O-]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Bellon, Blomycine

2. Blomycine Bellon

3. Blanoxan

4. Bleo Cell

5. Bleo-cell

6. Bleocell

7. Bleolem

8. Bleomicina

9. Bleomycin

10. Bleomycin A(2)

11. Bleomycin A2

12. Bleomycin B(2)

13. Bleomycin B2

14. Bleomycin Sulfate

15. Bleomycins

16. Bleomycinum Mack

17. Mack, Bleomycinum

18. Sulfate, Bleomycin

2.2.2 Depositor-Supplied Synonyms

1. Bleomycin Sulfate

2. 9041-93-4

3. Blexane

4. Bleomycin Sulphate

5. Bleomycin, Sulfate (salt)

6. Bleomycin, Sulfate

7. Bleomycin Sulfate [bleomycins]

8. Ccris 2470

9. Bleomycin Sulfate (salt)

10. Einecs 232-925-2

11. Unii-7dp3ntv15t

12. Bleomycin Sulfate [usan:usp:jan]

13. Bleomycin Sulfate Salt

14. 7dp3ntv15t

15. Schembl1648595

16. Mfcd00070310

17. Akos015896273

18. Akos022190415

19. Sr-01000941586

20. Sr-01000941586-2

2.3 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 1512.6 g/mol
Molecular Formula C55H85N17O25S4
Hydrogen Bond Donor Count21
Hydrogen Bond Acceptor Count35
Rotatable Bond Count36
Exact Mass1511.4785360 g/mol
Monoisotopic Mass1511.4785360 g/mol
Topological Polar Surface Area770 Ų
Heavy Atom Count101
Formal Charge0
Complexity2660
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count9
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameBleomycin sulfate
Drug LabelBleomycin for Injection, USP is a mixture of cytotoxic glycopeptide antibiotics isolated from a strain of Streptomyces verticillus. It is freely soluble in water.It is available as a lyophilized powder for intramuscular, intravenous or subcutaneous i...
Active IngredientBleomycin sulfate
Dosage FormInjectable
RouteInjection
Strengtheq 15 units base/vial; eq 30 units base/vial
Market StatusPrescription
CompanyFresenius Kabi Usa; Hospira; Teva Pharms Usa; Eurohlth Intl

2 of 2  
Drug NameBleomycin sulfate
Drug LabelBleomycin for Injection, USP is a mixture of cytotoxic glycopeptide antibiotics isolated from a strain of Streptomyces verticillus. It is freely soluble in water.It is available as a lyophilized powder for intramuscular, intravenous or subcutaneous i...
Active IngredientBleomycin sulfate
Dosage FormInjectable
RouteInjection
Strengtheq 15 units base/vial; eq 30 units base/vial
Market StatusPrescription
CompanyFresenius Kabi Usa; Hospira; Teva Pharms Usa; Eurohlth Intl

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antibiotics, Antineoplastic

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cytoprotective Agent [EPC]

API Reference Price

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13-May-2021
24-May-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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(USD/KGS)
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