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Substance Name: Bleomycin sulfate [USAN:USP:JAN]
RN: 9041-93-4
UNII: 7DP3NTV15T
InChIKey: WUIABRMSWOKTOF-OCBSMOPSSA-N

Note

  • 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.

Molecular Formula

  • H2-O4-S.x-Unspecified

Molecular Weight

  • 1512.63
 

Classification Codes

Classification Codes

  • Antineoplastic
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 2B
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Names and Synonyms

Name of Substance

  • Bleomycin sulfate [USAN:USP:JAN]

Synonyms

  • Blenoxane
  • Bleomycin sulfate
  • Bleomycin sulfate (salt)
  • Blexane
  • CCRIS 2470
  • EINECS 232-925-2
  • UNII-7DP3NTV15T

Systematic Names

  • Bleomycin, sulfate
  • Bleomycin, sulfate (salt)

Superlist Name

  • Bleomycin sulfate [Bleomycins]

Registry Numbers

CAS Registry Number

  • 9041-93-4

FDA UNII

  • 7DP3NTV15T

Related Registry Number

  • 11056-06-7 (Parent)

System Generated Number

  • 0009041934

Molecular Formulas

Molecular Formula

  • H2-O4-S.x-Unspecified

Molecular Formula Fragments

  • COMPONENT
  • H2-O4-S
  • Unspecified

Structure Descriptors

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

InChIKey

WUIABRMSWOKTOF-OCBSMOPSSA-N

Smiles

S([O-])(=O)(=O)O.O1[C@H](O[C@@H]2[C@@H](O[C@H]([C@H]([C@@H]2O)O)CO)O[C@@H]([C@@H](C(N[C@@H]([C@@H]([C@@H](C(N[C@@H](C(=O)NCCc2nc(c3nc(C(=O)NCCC[S+](C)C)cs3)cs2)[C@@H](O)C)=O)C)O)C)=O)NC(c2nc([C@@H](CC(=O)N)NC[C@@H](C(=O)N)N)nc(c2C)N)=O)c2nc[nH]c2)[C@H]([C@H]([C@@H](O)[C@H]1CO)OC(N)=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo unreported 0.286units/kg (0.286units/kg) LUNGS, THORAX, OR RESPIRATION: FIBROSIS (INTERSTITIAL)

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Southern Medical Journal. Vol. 80, Pg. 646, 1987.
mouse LD50 intraperitoneal 210mg/kg (210mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 17, Pg. 455, 1975.
mouse LD50 subcutaneous 103mg/kg (103mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Japanese Journal of Antibiotics. Vol. 29, Pg. 894, 1976.
mouse LDLo intramuscular 74mg/kg (74mg/kg) BEHAVIORAL: ATAXIA Japanese Journal of Antibiotics. Vol. 29, Pg. 894, 1976.
rat LD50 intraperitoneal 240mg/kg (240mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 108, 1976.
rat LD50 subcutaneous 86mg/kg (86mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
Japanese Journal of Antibiotics. Vol. 29, Pg. 894, 1976.
rat LDLo intramuscular 59mg/kg (59mg/kg) BEHAVIORAL: ATAXIA Japanese Journal of Antibiotics. Vol. 29, Pg. 894, 1976.
women TDLo parenteral 20ug/kg (0.02mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Arthritis and Rheumatism. Vol. 28, Pg. 459, 1985.