Penicolinate A
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| Category | Antibiotics |
| Catalog number | BBF-04495 |
| CAS | 1418291-68-5 |
| Molecular Weight | 398.50 |
| Molecular Formula | C23H30N2O4 |
| Purity | ≥95% |
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Description
Penicolinate A is a metabolite produced by Penicillium species, displaying antimalarial and antituberculosis activity. It exhibits potent cytotoxic activity against the human ovarian cancer cell line A2780 with an IC50 value of 4.1μM.
Specification
| Synonyms | Penicolinate B dimethyl ester; 2,2'-dimethylester,5,5'-(1,10-decanediyl)bis-2-pyridinecarboxylic acid |
| Storage | Store at -20°C |
| IUPAC Name | methyl 5-[9-(6-methoxycarbonylpyridin-3-yl)nonyl]pyridine-2-carboxylate |
| Canonical SMILES | COC(=O)C1=NC=C(C=C1)CCCCCCCCCC2=CN=C(C=C2)C(=O)OC |
| InChI | InChI=1S/C23H30N2O4/c1-28-22(26)20-14-12-18(16-24-20)10-8-6-4-3-5-7-9-11-19-13-15-21(25-17-19)23(27)29-2/h12-17H,3-11H2,1-2H3 |
| InChI Key | QZEIGUCIWCNWEF-UHFFFAOYSA-N |
Properties
| Appearance | Solid Powder |
| Antibiotic Activity Spectrum | Mycobacteria |
| Boiling Point | 546.7±50.0°C at 760 mmHg |
| Density | 1.1±0.1 g/cm3 |
| Solubility | Soluble in DMF, DMSO, Methanol, Ethanol |
Reference Reading
1. Induction of new metabolites from the endophytic fungus Bionectria sp. through bacterial co-culture
Peter Proksch, Ferhat Can Özkaya, Zhen Liu, Parichat Sureechatchaiyan, Hao Wang, Ramsay S T Kamdem, Wenhan Lin, Gamall Makhloufi, Pascal Wafo, Matthias U Kassack, Weaam Ebrahim, Christoph Janiak Fitoterapia . 2018 Jan;124:132-136. doi: 10.1016/j.fitote.2017.10.021.
A new alkaloid, 1,2-dihydrophenopyrrozin (1), along with five known compounds (2-6) was isolated from an axenic culture of the endophytic fungus, Bionectria sp., obtained from seeds of the tropical plant Raphia taedigera. Co-cultivation of this fungus either with Bacillus subtilis or with Streptomyces lividans resulted in the production of two new o-aminobenzoic acid derivatives, bionectriamines A and B (7 and 8) as well as of two additional known compounds (9 and 10). None of the latter compounds (7-10) were detected in axenic cultures of the fungus or of the bacteria indicating activation of silent biogenetic gene clusters through co-cultivation with bacteria. The structures of the new compounds were unambiguously determined based on detailed NMR and MS spectroscopic analysis and by comparison with the literature. The crystal structure of agathic acid (6) is reported here for the first time. Penicolinate A (4) exhibited potent cytotoxic activity against the human ovarian cancer cell line A2780 with an IC50value of 4.1μM.
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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 ╳
