Compound ID | 2777

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Variamycin

Synonym(s): Variamitsin

Class: Natural product antibiotic

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: RNA synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pyogenes, Streptococcus faecalis, Corynebacterium diphtheriae, and Mycobacterium phlei
Description: Natural product from Actinomyces olivovariabilis; an aureolic acid scaffold
Year first mentioned: 1971
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1085.15
Iso. SMILES: CC1C(C(CC(O1)OC2CC(OC(C2O)C)OC3=CC4=CC5=C(C(=O)[C@H]([C@@H](C5)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)OC6CC(C(C(O6)C)O)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)OC)O)C(=C4C(=C3C)O)O)O)O
InChI Key: NKGFIFLSQXHQOK-QGZUPYPISA-N
Can. SMILES: CC1=C(C2=C(C3=C(C=C2C=C1OC4CC(C(C(C)O4)O)OC5CC(C(C(C)O5)O)O)C[C@@H]([C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)[C@@H](C3=O)OC6CC(C(C(C)O6)O)OC7CC(C(C(C)O7)O)OC8CC(C(C(C)O8)OC)O)O)O
InChI: InChI=1S/C52H76O24/c1-18-30(72-36-15-31(44(59)21(4)68-36)73-34-13-28(54)43(58)20(3)67-34)12-26-10-25-11-27(51(66-9)49(64)42(57)19(2)53)52(48(63)40(25)47(62)39(26)41(18)56)76-38-17-33(46(61)23(6)70-38)75-37-16-32(45(60)22(5)69-37)74-35-14-29(55)50(65-8)24(7)71-35/h10,12,19-24,27-29,31-38,42-46,50-62H,11,13-17H2,1-9H3/t19-,20?,21?,22?,23?,24?,27+,28?,29?,31?,32?,33?,34?,35?,36?,37?,38?,42+,43?,44?,45?,46?,50?,51+,52+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5458528
Citation: https://link.springer.com/article/10.1007/BF00568424

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