Compound ID | 266

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Altromycin B

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: DNA synthesis inhibitor. DNA minor groove binder; alkylator
Target Pathogen: Active against Staphylococcus sp. and streptococci
Description: Natural product from an actinomycete strain; an anthraquinone-type antibiotic
Institute where first reported: Abbott Laboratories (AbbieVie USA)
Year first mentioned: 1989
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: Probably highly cytotoxic
Chemical structure(s):
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Molecular weight: 925.97
Iso. SMILES: CC1C(C(CC(O1)OC2C(OC(CC2(C)N(C)C)C3=C(C4=C(C=C3)C(=O)C5=CC(=C6C(=O)C=C(OC6=C5C4=O)C7(C(O7)C)C)C(C8C(C(C(C(O8)C)O)OC)O)(C(=O)OC)O)O)C)OC)O
InChI Key: FAGGWQMBDCZCOI-UHFFFAOYSA-N
Can. SMILES: CC1C(C(CC(O1)OC2C(C)OC(CC2(C)N(C)C)C3=CC=C4C(=C3O)C(=O)C5=C(C=C(C6=C5OC(=CC6=O)C7(C)C(C)O7)C(C8C(C(C(C(C)O8)O)OC)O)(C(=O)OC)O)C4=O)OC)O
InChI: InChI=1S/C47H59NO18/c1-18-34(50)27(58-9)16-30(62-18)65-42-20(3)61-28(17-45(42,5)48(7)8)22-12-13-23-31(37(22)53)38(54)32-24(36(23)52)14-25(33-26(49)15-29(64-40(32)33)46(6)21(4)66-46)47(57,44(56)60-11)43-39(55)41(59-10)35(51)19(2)63-43/h12-15,18-21,27-28,30,34-35,39,41-43,50-51,53,55,57H,16-17H2,1-11H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/148125
Guide to Pharmacology: Altromycin B
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/43/3/43_3_229/_article
  • https://pubmed.ncbi.nlm.nih.gov/2324007/

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