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Daptomycin - 10mM in DMSO, high purity , CAS No.103060-53-3

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D420399
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$49.90

Lipopeptide antibiotic

View related series
Compound libraries (12325)

Basic Description

Synonyms DAPTOMYCIN | 103060-53-3 | Cubicin | CHEBI:600103 | LY146032 | N-decanoyl-L-tryptophyl-L-asparaginyl-N-[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(2R)-1-carboxypropan-2-yl]-9-(hydroxymethyl)-1
Specifications & Purity Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms Daptomycin is a lipopeptide antibiotic produced by Streptomyces roseosporus with reported in vitro bactericidal activity against gram-positive organisms. As a calcium-dependent antibiotic, Daptomycin has been reported to act on the cytoplasmic membrane an
Storage Temp Store at -80°C
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This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Product Description

Daptomycin is a novel antibiotic with rapid in vitro bactericidal activity against gram-positive organisms.
Calcium-dependent lipopeptide antibiotic.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class Peptidomimetics
Subclass Depsipeptides
Intermediate Tree Nodes Not available
Direct Parent Cyclic depsipeptides
Alternative Parents Pentacarboxylic acids and derivatives  Alkyl-phenylketones  Alpha amino acid esters  Macrolides and analogues  Macrolactams  3-alkylindoles  Aniline and substituted anilines  Aryl alkyl ketones  Benzoyl derivatives  Substituted pyrroles  Vinylogous amides  Heteroaromatic compounds  Cyclic carboximidic acids  Amino acids  Lactones  Carboxylic acid esters  Propargyl-type 1,3-dipolar organic compounds  Polyols  Oxacyclic compounds  Azacyclic compounds  Carboxylic acids  Organic oxides  Primary alcohols  Monoalkylamines  Hydrocarbon derivatives  Organopnictogen compounds  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Cyclic depsipeptide - Pentacarboxylic acid or derivatives - Alpha-amino acid ester - Alkyl-phenylketone - Macrolide - Macrolactam - Alpha-amino acid or derivatives - 3-alkylindole - Phenylketone - Indole - Indole or derivatives - Aniline or substituted anilines - Aryl alkyl ketone - Aryl ketone - Benzoyl - Substituted pyrrole - Monocyclic benzene moiety - Benzenoid - Vinylogous amide - Cyclic carboximidic acid - Pyrrole - Heteroaromatic compound - Amino acid or derivatives - Carboxylic acid ester - Amino acid - Ketone - Lactone - Propargyl-type 1,3-dipolar organic compound - Polyol - Organic 1,3-dipolar compound - Organoheterocyclic compound - Azacycle - Carboximidic acid - Carboximidic acid derivative - Oxacycle - Carboxylic acid derivative - Carboxylic acid - Organooxygen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - Alcohol - Carbonyl group - Organic oxide - Organopnictogen compound - Primary aliphatic amine - Organonitrogen compound - Primary alcohol - Primary amine - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
External Descriptors lipopeptide - heterodetic cyclic peptide - macrolide - macrocycle - lipopeptide antibiotic

Product Properties

ALogP -5.1

Associated Targets(Human)

Homo sapiens (32628 Activities)
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THP-1 (11052 Activities)
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HEK293 (82097 Activities)
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ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)
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ABCB11 Tchem Bile salt export pump (2311 Activities)
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ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)
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ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
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HSPD1 Tbio HSP60/HSP10 (366 Activities)
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TST Tchem Thiosulfate sulfurtransferase (144 Activities)
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Associated Targets(non-human)

Streptococcus sanguinis (314 Activities)
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Streptococcus pneumoniae (31063 Activities)
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Enterococcus (1748 Activities)
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Collinsella aerofaciens (60 Activities)
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Streptococcus viridans (303 Activities)
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Eggerthella lenta (139 Activities)
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Pseudomonas aeruginosa (123386 Activities)
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Enterobacter cloacae (7976 Activities)
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Klebsiella pneumoniae (43867 Activities)
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Haemophilus parainfluenzae (65 Activities)
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Bacteroides fragilis (1445 Activities)
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Bacteroides thetaiotaomicron (562 Activities)
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Parabacteroides distasonis (282 Activities)
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Fusobacterium mortiferum (179 Activities)
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Fusobacterium varium (184 Activities)
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Peptoniphilus asaccharolyticus (368 Activities)
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Peptostreptococcus anaerobius (347 Activities)
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Staphylococcus aureus (210822 Activities)
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Staphylococcus epidermidis (22802 Activities)
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Staphylococcus haemolyticus (1695 Activities)
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Staphylococcus hominis (482 Activities)
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Acinetobacter baumannii (41033 Activities)
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Moraxella catarrhalis (3334 Activities)
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Escherichia coli (133304 Activities)
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Serratia marcescens (3237 Activities)
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Haemophilus influenzae (8812 Activities)
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Phocaeicola vulgatus (440 Activities)
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Hoylesella loescheii (67 Activities)
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Finegoldia magna (323 Activities)
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Staphylococcus (1598 Activities)
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Staphylococcus simulans (400 Activities)
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Staphylococcus warneri (476 Activities)
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Streptococcus sp. (212 Activities)
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Streptococcus agalactiae (1777 Activities)
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Streptococcus pyogenes (16140 Activities)
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Enterococcus faecium (13803 Activities)
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Bacillus subtilis (32866 Activities)
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Paraclostridium bifermentans (60 Activities)
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Clostridium butyricum (54 Activities)
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Clostridioides difficile (2968 Activities)
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Clostridium perfringens (1165 Activities)
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Clostridium sporogenes (139 Activities)
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Thomasclavelia ramosa (78 Activities)
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Listeria monocytogenes (2626 Activities)
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Actinomyces naeslundii (215 Activities)
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Enterococcus faecalis (29875 Activities)
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Bacillus cereus (7522 Activities)
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Paeniclostridium sordellii (66 Activities)
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Clostridium tertium (174 Activities)
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Corynebacterium sp. (83 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (3S)-3-[[(2S)-4-amino-2-[[(2S)-2-(decanoylamino)-3-(1H-indol-3-yl)propanoyl]amino]-4-oxobutanoyl]amino]-4-[[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(2R)-1-carboxypropan-2-yl]-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl]amino]-4-oxobutanoic acid
INCHI 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
InChIKey DOAKLVKFURWEDJ-RWDRXURGSA-N
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
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
PubChem CID 16134395
Molecular Weight 1620.67

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Heat sensitive
Molecular Weight 1620.700 g/mol
XLogP3 -5.100
Hydrogen Bond Donor Count 22
Hydrogen Bond Acceptor Count 28
Rotatable Bond Count 35
Exact Mass 1619.71 Da
Monoisotopic Mass 1619.71 Da
Topological Polar Surface Area 702.000 Ų
Heavy Atom Count 115
Formal Charge 0
Complexity 3480.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 13
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

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