Compound ID | 2237

Update compound information

Mithramycin A

Synonym(s): Plicamycin  |  mithracin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Active against Clostridium difficile
Description: Natural product from Streptomyces argillaceus; approved anti-cancer drug; anthracycline-type
Year first mentioned: 2004
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1085.15
Iso. SMILES: C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2C[C@@H](O[C@@H]([C@H]2O)C)OC3=CC4=CC5=C(C(=O)[C@H]([C@@H](C5)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O)O[C@H]7C[C@H]([C@H]([C@H](O7)C)O)O[C@H]8C[C@]([C@@H]([C@H](O8)C)O)(C)O)C(=C4C(=C3C)O)O)O)O
InChI Key: CFCUWKMKBJTWLW-BKHRDMLASA-N
Can. SMILES: CC1=C(C2=C(C3=C(C=C2C=C1O[C@H]4C[C@H]([C@@H]([C@@H](C)O4)O)O[C@H]5C[C@H]([C@@H]([C@@H](C)O5)O)O)C[C@@H]([C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)[C@@H](C3=O)O[C@H]6C[C@H]([C@@H]([C@@H](C)O6)O)O[C@H]7C[C@H]([C@H]([C@@H](C)O7)O)O[C@H]8C[C@@](C)([C@@H]([C@@H](C)O8)O)O)O)O
InChI: InChI=1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43-,44-,45+,49+,50+,51-,52+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/163659
Citations:
  • https://www.nature.com/articles/1208141
  • https://www.nature.com/articles/s41598-020-63029-0#Sec2

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