bleomycin
Bleomycin is a family of glycopeptide antibiotics produced by the bacterium Streptomyces verticillus. Bleomycins, taken as a mixture, act by the induction of DNA and RNA strand breaks. In addition to its antibacterial activity, bleomycin is also used as an anticancer agent.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
glycopeptide antibioticARO:3000081
- glycopeptide antibiotic
ARO:3000081
Chemical structure
| Molecular formula | C55H84N17O21S3+ |
|---|---|
| Charge | 1 |
| Average mass | 1415.6 Da |
| Monoisotopic mass | 1414.51898128 Da |
| Source | PubChem · retrieved 2026-08-29 |
| InChIKey | OYVAGSVQBOHSSS-WXFSZRTFSA-O |
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)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(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
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
Also called
- Blenoxane
- Bleocin
- Bleomicin
- Bleomycin sulfate
- Isobleomycin A2
- cu-blenoxane
Cross-references
- bleomycin
ARO:0000053 - bleomycin
CHEBI:22907 - chembl:CHEMBL403664
- pubchem.compound:5360373
Activity roles
- antimicrobial agent
CHEBI:33281
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:0000053 |
bleomycin | antibioticmech:aro-1504589de3 |
2026-08-30 |
Molecular targets
deoxyribonucleic acid NUCLEIC_ACID ATTACKED_COMPONENT
ribonucleic acid NUCLEIC_ACID ATTACKED_COMPONENT
Resistance mechanisms
ANTIBIOTIC_INACTIVATION 1
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| BLMT | ARO:3005036 | — |
Curation history
-
SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO)
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories