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lucimycin
Sign in to saveLucimycin (INN, also known as lucensomycin and etruscomycin) is a macrolide antibiotic synthesized by the bacterium Streptomyces lucensis. It belongs to the group of polyene antimycotics and was first isolated in the 1960s. It has seen only limited clinical use.
In the Vinony graph
Within Vinony's link graph, lucimycin is referenced by 5 other articles, and connects out to medication, International Standard Book Number and digital object identifier.
It sits within the topics ECHA InfoCard ID from Wikidata, Epoxides and Heterocyclic compounds with 3 rings.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C36H53NO13
- Molecular weight
- 707.8 g/mol
- IUPAC name
- (8E,14E,16E,18E,20E)-22-[(2R,5S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-12-butyl-1,3,26-trihydroxy-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
- SMILES
- CCCCC1C/C=C/C=C/C=C/C=C/C(CC2C(C(CC(O2)(CC(CC3C(O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4C(C([C@@H](C(O4)C)O)N)O
- InChIKey
- MUAOHYJGHYFDSA-LXLPNFJMSA-N
- XLogP
- 0.1
- Polar surface area
- 231 Ų
- H-bond donors
- 7
- H-bond acceptors
- 14
- Formal charge
- 0
via PubChem
Research
49 papers- [Molecular Characterization of Lucimycin Gene of Lucilia sericata].Mikrobiyoloji bulteni · 2020
- Lucimycin, an antifungal peptide from the therapeutic maggot of the common green bottle fly Lucilia sericata.Biological chemistry · 2014
- [Lucifensin, Chymotrypsin Proteins and Molecular Characterization of Lucilia sericata].Mikrobiyoloji bulteni · 2021
- Selection and Evaluation of Tissue Specific Reference Genes in Lucilia sericata during an Immune Challenge.PloS one · 2015
- Antimicrobial peptides expressed in medicinal maggots of the blow fly Lucilia sericata show combinatorial activity against bacteria.Antimicrobial agents and chemotherapy · 2015
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 707.3516907559998
Show 4 more facts
- chemical formula
- C₃₆H₅₃NO₁₃
- subject has role
- antifungal
- isomeric SMILES
- CCCCC1C/C=C/C=C/C=C/C=C/C(CC2C(C(CC(O2)(CC(CC3C(O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O
- canonical SMILES
- CCCCC1CC=CC=CC=CC=CC(OC2OC(C)C(O)C(N)C2O)CC2OC(O)(CC(O)CC3OC3C=CC(=O)O1)CC(O)C2C(=O)O
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- Further reading
Lucimycin (INN, also known as lucensomycin and etruscomycin) is a macrolide antibiotic synthesized by the bacterium Streptomyces lucensis. It belongs to the group of polyene antimycotics and was first isolated in the 1960s. It has seen only limited clinical use.
Lucimycin is also produced by the Streptomyces cyanogenus S136, where the full biosynthetic gene cluster for the production of this compound was described.
Excerpted from Wikipedia’s “lucimycin” article, available under the CC BY-SA 4.0 licence.