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Substance Name: Bleomycin [INN:BAN]
RN: 11056-06-7
UNII: 40S1VHN69B
InChIKey: OYVAGSVQBOHSSS-WXFSZRTFSA-O

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

  • C55-H84-N20-O21-S2.C55-H84-N17-O21-S3

Molecular Weight

  • 1415.5646
 

Classification Codes

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Skin / Eye Irritant
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 2B

Names and Synonyms

Results Name

  • Bleomycin [INN:BAN]

Name of Substance

  • Bleomycin
  • Bleomycin [INN:BAN]
  • Bleomycin [INN]

MeSH Heading

  • Bleomycin

Synonyms

  • Bleocin
  • Bleomicin
  • Bleomicina
  • Bleomicina [INN-Spanish]
  • Bleomycin
  • Bleomycine
  • Bleomycine [INN-French]
  • Bleomycinum
  • Bleomycinum [INN-Latin]
  • CCRIS 2754
  • HSDB 3208
  • NDC 0015-3010
  • NSC 125066
  • UNII-40S1VHN69B

Systematic Name

  • Bleomycin

Superlist Name

  • Bleomycins

Registry Numbers

CAS Registry Number

  • 11056-06-7

FDA UNII

  • 40S1VHN69B

Other Registry Numbers

  • 1400-95-9
  • 37208-04-1
  • 37293-16-6
  • 37353-43-8

Related Registry Number

  • 9041-93-4 (sulfate (salt))

System Generated Number

  • 0011056067

Molecular Formulas

Molecular Formula

  • C55-H84-N20-O21-S2.C55-H84-N17-O21-S3

Molecular Formula Fragments

  • C55-H84-N17-O21-S3
  • C55-H84-N20-O21-S2
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C55H83N17O21S3/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/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)/p+1/t21-,22+,23+,24-,25-,29?,30?,34-,35-,36-,37?,38?,39?,40?,41-,42?,43?,53?,54?/m0/s1

InChIKey

OYVAGSVQBOHSSS-WXFSZRTFSA-O

Smiles

C[C@@H](O)[C@H](NC(=O)[C@@H](C)[C@H](O)[C@@H](C)NC(=O)[C@@H](NC(=O)c1nc(nc(N)c1C)[C@H](CC(=O)N)NC[C@H](N)C(=O)N)[C@@H](OC2OC(CO)C(O)C(O)C2OC3OC(CO)C(O)C(OC(=O)N)C3O)c4c[nH]cn4)C(=O)NCCc5nc(cs5)c6nc(cs6)C(=O)NCCC[S+](C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 100mg/kg (100mg/kg)   Japanese Journal of Antibiotics. Vol. 28, Pg. 1, 1975.
human LDLo intramuscular 418mg/kg (418mg/kg) LUNGS, THORAX, OR RESPIRATION: FIBROSING ALVEOLITIS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 American Journal of Clinical Pathology. Vol. 58, Pg. 501, 1972.
human LDLo intravenous 351mg/kg (351mg/kg) LUNGS, THORAX, OR RESPIRATION: FIBROSING ALVEOLITIS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 American Journal of Clinical Pathology. Vol. 58, Pg. 501, 1972.
mouse LD50 intramuscular 270mg/kg (270mg/kg)   Pharmaceutical Chemistry Journal Vol. 17, Pg. 785, 1983.
mouse LD50 intraperitoneal 35mg/kg (35mg/kg)   Journal of Antibiotics. Vol. 37, Pg. 239, 1984.
mouse LD50 intraperitoneal 35mg/kg (35mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA		 Antibiotics Annual. Vol. 2, Pg. 806, 1954/1955.
mouse LD50 intravenous 53mg/kg (53mg/kg)   Journal of Antibiotics. Vol. 31, Pg. 667, 1978.
mouse LD50 oral > 2gm/kg (2000mg/kg)   Japanese Journal of Antibiotics. Vol. 28, Pg. 1, 1975.
mouse LD50 subcutaneous 188mg/kg (188mg/kg)   Yakkyoku. Pharmacy. Vol. 25, Pg. 573, 1974.
mouse LDLo intratracheal 14mg/kg (14mg/kg)   Toxicology Letters. Vol. 30, Pg. 63, 1986.
rat LD oral > 200mg/kg (200mg/kg)   Japanese Journal of Antibiotics. Vol. 28, Pg. 1, 1975.
rat LD50 intraperitoneal 168mg/kg (168mg/kg)   "Bleomycin: Current Status and New Development, Papers Presented in a Symposium, Oakland, CA, 1977," Carter, S.K., et al., eds., New York, Academic Press, Inc., 1978Vol. -, Pg. 311, 1978.
rat LD50 subcutaneous 168mg/kg (168mg/kg)   Yakkyoku. Pharmacy. Vol. 25, Pg. 573, 1974.
rat LDLo intratracheal 4units/kg (4units/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: FIBROSIS (INTERSTITIAL)

LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI		 Lung. Vol. 161, Pg. 287, 1983.