Compound ID | 3342

Update compound information

Monazomycin B

Synonym(s): 54-Deamino-54-guanidinomonazomycin

Class: Macrolide

Spectrum of activity: Gram-positive
Details of activity: Active against Streptococcus pyogenes
Description: Natural product from Streptoverticillium; fails to protect mice from Streptococcus pyogenes infection via subcutaneous route; toxic to mice when administered intraperitoneally
Institute where first reported: The Upjohn Company
Year first mentioned: 1990
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1406.86
Iso. SMILES: CC1CCCCC(C(C(CCCCCC(=O)OC(C(C(CC(CC(C(C(C(C(C=C(CCC(=C(C(C/C=C(\CC(C(C(C(CC(=C(C(CC(C1O)C)C)O)C)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)C)O)/O)C)O)C)O)O)C)O)C)O)O)O)C)C(C)CCCCCCN=C(N)N)O)C)O
InChI Key: REVXXNFNSJENNN-ZHNGWPLBSA-N
Can. SMILES: CC1CCCCC(C(C)C(CCCCCC(=O)OC(C(C)CCCCCCN=C(N)N)C(C)C(CC(CC(C(C)C(C(C)C(C=C(CCC(=C(C(C)C/C=C(\CC(C(C)C(C(CC(=C(C(C)CC(C)C1O)O)C)O[C@@H]2[C@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O)O)/O)O)C)O)O)O)O)O)O)O)O
InChI: InChI=1S/C73H135N3O22/c1-39-22-19-20-25-55(82)46(8)54(81)24-17-15-18-26-62(87)98-71(42(4)23-16-13-14-21-31-76-73(74)75)50(12)59(86)37-53(80)36-58(85)48(10)66(91)47(9)56(83)34-51(78)29-27-40(2)63(88)41(3)28-30-52(79)35-57(84)49(11)67(92)60(33-45(7)65(90)44(6)32-43(5)64(39)89)96-72-70(95)69(94)68(93)61(38-77)97-72/h30,34,39,41-44,46-50,53-61,64,66-72,77-86,88-95H,13-29,31-33,35-38H2,1-12H3,(H4,74,75,76)/b51-34?,52-30+,63-40?,65-45?/t39?,41?,42?,43?,44?,46?,47?,48?,49?,50?,53?,54?,55?,56?,57?,58?,59?,60?,61-,64?,66?,67?,68-,69+,70+,71?,72+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6443998
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/43/4/43_4_438/_article/-char/en

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