Compound ID | 3022

Update compound information

Aburamycin

Synonym(s): Chromomycin  |  Toyomycin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: Unknown
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pneumoniae, Streptococcus hemolyticus, Corynebacterium diphtheriae, and Mycobacterium phlei
Description: Natural product from Streptomyces aburaviensis strain S-66; not well-absorbed from intestinal tract in mice; toxic to mice in vivo; a glycoside
Year first mentioned: 1957
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1183.25
Iso. SMILES: C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2[C@@H](CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)O[C@H]5C[C@H]([C@H]([C@H](O5)C)OC(=O)C)O[C@@H]6C[C@H]([C@H]([C@H](O6)C)OC)O)O)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)O[C@H]8C[C@]([C@H]([C@@H](O8)C)OC(=O)C)(C)O)O
InChI Key: ZYVSOIYQKUDENJ-WKSBCEQHSA-N
Can. SMILES: CC1=C(C2=C(C3=C(C=C2C=C1O[C@H]4C[C@H]([C@H]([C@@H](C)O4)OC(=O)C)O[C@@H]5C[C@H]([C@H]([C@@H](C)O5)OC)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)OC(=O)C)O)O)O
InChI: InChI=1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23-,24-,25-,26-,27+,32+,33-,35-,36-,37-,38-,39+,40+,41+,42+,46+,47-,48-,52+,53+,54+,55+,56+,57+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/656673
Citation: https://www.jstage.jst.go.jp/article/antibioticsa/10/5/10_205/_article/-char/en

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