(Q63413234)

English

(2S)-daptomycin

chemical compound

daptomycin

In more languages

Statements

type of chemical entity

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1 reference

based on heuristic

inferred from SMILES

1,619.7103663519993 dalton

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based on heuristic

inferred from isomeric SMILES

stereoisomer of

(2R)-daptomycin

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based on heuristic

inferred from InChI

decanoyl-Trp-Asn-Asp-Thr(1)-Gly-Orn-Asp-D-Ala-Asp-Gly-D-Ser-Glu(3S-Me)-Asp(Ph(2-NH2))-(1)

1 reference

based on heuristic

inferred from InChI

chemical formula

C₇₂H₁₀₁N₁₇O₂₆

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canonical SMILES

CCCCCCCCCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CC(=O)N)C(=O)NC(CC(=O)O)C(=O)NC3C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC3=O)CCCN)CC(=O)O)C)CC(=O)O)CO)C(C)CC(=O)O)CC(=O)C4=CC=CC=C4N)C

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isomeric SMILES

CCCCCCCCCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H]3[C@H](OC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC3=O)CCCN)CC(=O)O)C)CC(=O)O)CO)[C@H](C)CC(=O)O)CC(=O)C4=CC=CC=C4N)C

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Streptomyces filamentosus

27 references

Daptomycin biosynthesis in Streptomyces roseosporus: cloning and analysis of the gene cluster and revision of peptide stereochemistry

Combinatorial biosynthesis of lipopeptide antibiotics in Streptomyces roseosporus

A glutamic acid 3-methyltransferase encoded by an accessory gene locus important for daptomycin biosynthesis in Streptomyces roseosporus

Non-ribosomal peptide synthetase module fusions to produce derivatives of daptomycin in Streptomyces roseosporus

Chapter 20. Biosynthesis and genetic engineering of lipopeptides in Streptomyces roseosporus

Strain improvement of Streptomyces roseosporus for daptomycin production by rational screening of He-Ne laser and NTG induced mutants and kinetic modeling.

Metabolic flux analysis and principal nodes identification for daptomycin production improvement by Streptomyces roseosporus

Imaging mass spectrometry and genome mining via short sequence tagging identified the anti-infective agent arylomycin in Streptomyces roseosporus

In silico aided metabolic engineering of Streptomyces roseosporus for daptomycin yield improvement

Transcriptional analysis of the effect of exogenous decanoic acid stress on Streptomyces roseosporus.

Manipulation of kynurenine pathway for enhanced daptomycin production in Streptomyces roseosporus.

Daptomycin antibiotic production processes in fed-batch fermentation by Streptomyces roseosporus NRRL11379 with precursor effect and medium optimization.

Improvement of daptomycin production in Streptomyces roseosporus through the acquisition of pleuromutilin resistance

MS/MS-based networking and peptidogenomics guided genome mining revealed the stenothricin gene cluster in Streptomyces roseosporus

Direct proteomic mapping of Streptomyces roseosporus NRRL 11379 with precursor and insights into daptomycin biosynthesis.

Genome shuffling of Streptomyces roseosporus for improving daptomycin production.

Improvement of daptomycin production via increased resistance to decanoic acid in Streptomyces roseosporus

Transposon-based identification of a negative regulator for the antibiotic hyper-production in Streptomyces

Dual regulation between the two-component system PhoRP and AdpA regulates antibiotic production in Streptomyces

Kinetic analysis and modeling of daptomycin batch fermentation by Streptomyces roseosporus

Improved production of Daptomycin in an airlift bioreactor by morphologically modified and immobilized cells of Streptomyces roseosporus

Genetic engineering in Streptomyces roseosporus to produce hybrid lipopeptide antibiotics

The lipopeptide antibiotic A54145 biosynthetic gene cluster from Streptomyces fradiae

BldD, a master developmental repressor, activates antibiotic production in two Streptomyces species

DepR1, a TetR Family Transcriptional Regulator, Positively Regulates Daptomycin Production in an Industrial Producer, Streptomyces roseosporus SW0702.

Structural Characterization of Daptomycin Analogues A21978C1-3(d-Asn11) Produced by a Recombinant Streptomyces roseosporus Strain

Structural Characterization of Daptomycin Analogues A21978C1-3(d-Asn11) Produced by a RecombinantStreptomyces roseosporusStrain

Identifiers

InChI=1S/C72H101N17O26/c1-5-6-7-8-9-10-11-22-53(93)81-44(25-38-31-76-42-20-15-13-17-39(38)42)66(108)84-45(27-52(75)92)67(109)86-48(30-59(102)103)68(110)89-61-37(4)115-72(114)49(26-51(91)40-18-12-14-19-41(40)74)87-71(113)60(35(2)24-56(96)97)88-69(111)50(34-90)82-55(95)32-77-63(105)46(28-57(98)99)83-62(104)36(3)79-65(107)47(29-58(100)101)85-64(106)43(21-16-23-73)80-54(94)33-78-70(61)112/h12-15,17-20,31,35-37,43-50,60-61,76,90H,5-11,16,21-30,32-34,73-74H2,1-4H3,(H2,75,92)(H,77,105)(H,78,112)(H,79,107)(H,80,94)(H,81,93)(H,82,95)(H,83,104)(H,84,108)(H,85,106)(H,86,109)(H,87,113)(H,88,111)(H,89,110)(H,96,97)(H,98,99)(H,100,101)(H,102,103)/t35-,36-,37-,43+,44+,45+,46+,47+,48+,49+,50-,60+,61+/m1/s1

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DOAKLVKFURWEDJ-RWDRXURGSA-N

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ChEBI release 2020-09-01

CAS Registry Number

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mapping relation type

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1 reference

based on heuristic

inferred from InChIKey

UniChem compound ID

1 reference

DSSTox substance ID

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DSSTOX compound identifier

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600-389-2

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ECHA Substance Infocard ID

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Guide to Pharmacology Ligand ID

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

5 February 2021

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Probes And Drugs ID

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1 reference

6 April 2020

NCI Dictionary of Cancer Terms entry

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