Pneumocandin C0
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| Category | Antifungal |
| Catalog number | BBF-02577 |
| CAS | 144074-96-4 |
| Molecular Weight | 1065.21 |
| Molecular Formula | C50H80N8O17 |
| Purity | ≥95% |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-02577 | 10 mg | $1099 | In stock |
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Add to cartDescription
Pneumocandin C0 is a lipopeptide antibiotic produced by Zalerion arboricola. It has a strong anti-Candida effect. It has the effect of inhibiting the synthesis of 1,3 early-glucan in vitro, with an IC50 of 0.07-0.5 μg/mL. Pneumocandin C0 is an impurity of Caspofungin acetate which is an essential component of the cell wall of filamentous fungi.
Specification
| Synonyms | Pneumocandin B0, 6-(trans-4-hydroxy-L-proline)-; Pneumocandin B0, 6-((4R)-4-hydroxy-L-proline)-; 6-[(4R)-4-Hydroxy-L-proline]pneumocandin B0 |
| IUPAC Name | N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,26R)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,26-tetrahydroxy-15-[(1R)-1-hydroxyethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-10,12-dimethyltetradecanamide |
| Canonical SMILES | CCC(C)CC(C)CCCCCCCCC(=O)NC1CC(C(NC(=O)C2CC(CN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)C(C)O)O)C(C(C4=CC=C(C=C4)O)O)O)C(CC(=O)N)O)O)O)O |
| InChI | InChI=1S/C50H80N8O17/c1-5-25(2)18-26(3)12-10-8-6-7-9-11-13-38(66)52-32-21-36(64)47(72)56-46(71)34-20-31(62)24-58(34)50(75)40(35(63)22-37(51)65)54-48(73)41(43(68)42(67)28-14-16-29(60)17-15-28)55-45(70)33-19-30(61)23-57(33)49(74)39(27(4)59)53-44(32)69/h14-17,25-27,30-36,39-43,47,59-64,67-68,72H,5-13,18-24H2,1-4H3,(H2,51,65)(H,52,66)(H,53,69)(H,54,73)(H,55,70)(H,56,71)/t25?,26?,27-,30-,31-,32+,33+,34+,35-,36-,39+,40+,41+,42+,43+,47-/m1/s1 |
| InChI Key | IPMHTGKXJQHTQV-URWDLIGLSA-N |
Properties
| Antibiotic Activity Spectrum | fungi |
| Boiling Point | 1442.9°C at 760 mmHg |
| Density | 1.41 g/cm3 |
Reference Reading
1. Surface coatings with covalently attached caspofungin are effective in eliminating fungal pathogens
Bryan R. Coad,* Stephanie J. Lamont-Friedrich. J. Mater. Chem. B, 2015, 3, 8469-8476
Echinocandins were incubated with aldehyde-bearing surfaces and reductive amination was carried out using sodium cyanoborohydride. Then surfaces were washed using PBS solution alone, PBS followed by SDS solution, or PBS followed by SDS solution at 70 ℃. XPS revealed the relative amount of nitrogen remaining on the surface after washing (Fig. 3). The presence of nitrogen in the PBS-washed samples showed that all three echinocandins have the ability to adsorb to aldehyde plasma polymer surfaces. Using SDS washing, anidulafungin could be completely desorbed and small amounts of reversibly-adsorbed micafungin and caspofungin could be removed. These reductions are likely explained by the disruption of weak physical forces holding them to the surface. When washed with SDS at 70 ℃, physisorbed micafungin could be completely removed along with an additional loss of 0.4% N for caspofungin. The fact that only caspofungin (which amongst these echinocandins is capable of forming amine bonds with aldehyde-functionalized surfaces) remains after aggressive washing suggests that SDS washing at 70 ℃ is required to remove physisorbed compounds.
2. A sensitive liquid chromatography-tandem mass spectrometry method for monitoring the caspofungin trough plasma concentration and its association with caspofungin efficacy in intensive-care-unit patients
Qianting Yang, Taotao Wang, Yalin Dong. RSC Adv.,2015, 5,104806-104814
Invasive fungal infections (IFIs) have high morbidity and mortality, and are the fourth most common cause of nosocomial infections in intensive care unit (ICU) patients, accounting for about one in five of all infections in critically ill patients. ICU patients are susceptible to fungal infections because they often suffer from multiple diseases and organ dysfunction after receiving major surgery that involves postoperative catheter indwelling. Caspofungin was the first antifungal agent of the echinocandin family approved for the treatment of IFIs caused by Candida spp. and Aspergillus spp. in patients who are refractory to or intolerant of voriconazole.Caspofungin works by inhibiting the synthesis of β-(1,3)-D-glucan, which is an essential component of Candida and Aspergillus cell walls. The recommended dosage regimen of caspofungin is a loading dose of 70 mg followed by 50 mg daily that is administered intravenously over a 1 h period. Caspofungin is highly protein-bound (~96%) and metabolizes slowly in the liver. It is eliminated slowly from plasma, with a clearance rate of 10-12 mL min -1 and a half-life of 9-11 h.
3. Ocular penetration of caspofungin in a rabbit uveitis model
David Goldblum & Kathrin Fausch & Beatrice E. Frueh & Regula Theurillat & Wolfgang Thormann & Stefan Zimmerli. Graefe's Arch Clin Exp Ophthalmol (2007) 245:825-833
Single-dose kinetics of caspofungin acetate were studied over 24 h. Immediately before use, caspofungin acetate was dissolved in sterile 0.9% sodium chloride to a concentration of 0.5 mg/ml. Twenty-four hours after induction of uveitis, 16 rabbits were given 1 mg/kg caspofungin over 6 min by steady bolus injection via a central venous catheter. The drug dosage used corresponds to the standard dose recommended for the treatment of human fungal infections and is well tolerated by rabbits. Four animals per time point were sacrificed by cervical dislocation and subsequent exsanguination at 4, 8, 16, and 24 h after drug administration. Blood samples were collected during bleeding, and serum was separated by centrifugation. Aqueous humor was drawn from the freshly enucleated eyes with a tuberculin syringe using a 30-gauge needle. The cornea was excised at the limbus. After sectioning the eyes just behind the lens, vitreous humor was obtained by dissecting it carefully from the retina.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
