Daptomycin
Also known as Cidecin, Cubicin, Daptomycinum
Key facts
What buyers check first
- CAS number
- 103060-53-3
- Formula
- C72H101N17O26
- Molar mass
- 1,620.69 g/mol
- EC number
- 600-389-2
- HS code
- 294190
- Category
- Antibiotics and anti-infectives
What is Daptomycin?
Plain description, key identifiers and synonyms
Daptomycin is a semi-synthetic cyclic lipopeptide antibiotic isolated form the bacterium Streptomyces roseosporus with broad-spectrum antibiotic activity against Gram-positive bacteria. Daptomycin has a distinct mechanism of action, in which it binds to bacterial membrane and causes rapid depolarization of the cell membrane due to calcium-dependant potassium efflux, the loss of membrane potential leads to inhibition of DNA, RNA and protein synthesis, resulting in bacterial cell death. This agent does not penetrate the outer membrane of gram-negative bacteria.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (3S)-3-[[(2R)-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
- CAS number
- 103060-53-3 CAS number cross-checked
- EC number
- 600-389-2
- Molecular formula
- C72H101N17O26
- UNII
- NWQ5N31VKK
- MDL number
- MFCD08282794
- InChIKey
- DOAKLVKFURWEDJ-QCMAZARJSA-N
- 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
- Canonical SMILES
- CCCCCCCCCC(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(CC(N)=O)C(=O)NC(CC(=O)O)C(=O)NC1C(=O)NCC(=O)NC(CCCN)C(=O)NC(CC(=O)O)C(=O)NC(C)C(=O)NC(CC(=O)O)C(=O)NCC(=O)NC(CO)C(=O)NC(C(C)CC(=O)O)C(=O)NC(CC(=O)c2ccccc2N)C(=O)OC1C
- 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
Synonyms
- Cidecin
- Cubicin
- Daptomycinum
- Dapcin
- Daptomycine
- Cubicin Rf
- Dapzura rt
- LY 146032
- Daptomycin in Sodium Chloride
- Daptomycin, 9 L beta Aspartic Acid
- Daptomycin in 0.9% sodium chloride
- Daptomicina
- Daptomycin for injection
- (2R)-daptomycin
- Cubicin (TN)
- Daptomycin (Standard)
- Daptomycin (JAN/USAN/INN)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 1,620.69 g/molcalc.Computed value |
|---|---|
| Exact mass | 1,619.7104 Dacalc.Computed value |
| LogP (octanol/water) | -5.62calc.Computed value |
| Topological polar surface area | 702 Ųcalc.Computed value |
| Hydrogen bond donors | 22calc.Computed value |
| Hydrogen bond acceptors | 24calc.Computed value |
| Rotatable bonds | 35calc.Computed value |
| Heavy atoms | 115calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.53calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 13calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C(CCc1c[nH]c2ccccc12)NCC(=O)NCC(=O)NC1COC(=O)C(CC(=O)c2ccccc2)NC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)CNC1=O
4 rings, 72 atoms.
12 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H373May cause damage to organs through prolonged or repeated exposure.
Precautionary statements (3)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P319Get medical help if you feel unwell.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidDaptomycin suppliers
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- Price on request
- Price on request
- China, ChangzhouUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
- Italy ManufacturerUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
- China, Shanghai ManufacturerUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
- China, Suzhou ManufacturerUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileDaptomycinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
84 suppliers in 18 countries
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Daptomycin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- bacterial metabolite
- calcium-dependent antibiotics
- metabolite
- pharmaceutical
- prokaryotic metabolite
Pharmacology
Daptomycin is a Lipopeptide Antibacterial.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Daptomycin is traded under.
Antibiotics, other
- China39.7%
- United States11.3%
- Switzerland * partner reported10.9%
* Partner reported figures, a lower bound.
The HS code shown for Daptomycin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Daptomycin, based on the data on this page
What is Daptomycin?
What is the CAS number of Daptomycin?
What is the molecular formula and weight of Daptomycin?
What is Daptomycin used for?
Is Daptomycin hazardous?
What is the HS code of Daptomycin?
Where can I buy Daptomycin?
Where can I buy Daptomycin in India?
What is the price of Daptomycin?
Guides for buyers
Practical guides that help when you source, ship or handle Daptomycin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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