JBIR-15
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| Category | Antibiotics |
| Catalog number | BBF-04488 |
| CAS | 1198588-57-6 |
| Molecular Weight | 418.53 |
| Molecular Formula | C22H34N4O4 |
| Purity | ≥95% |
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Description
JBIR-15 is an aspochracin derivative metabolized from Aspergillus sclerotiorum. It exhibits antifungal activity against C. albicans.
Specification
| Synonyms | Antibiotic JBIR-15; (2E,4E,6E)-N-[(3S,6S,9S)-3,7-dimethyl-6-(1-methylethyl)-2,5,8-trioxo-1,4,7-triazacyclododec-9-yl]-2,4,6-octatrienamide |
| Storage | Store at -20°C |
| IUPAC Name | (2E,4E,6E)-N-[(3S,6S,9S)-3,7-dimethyl-2,5,8-trioxo-6-propan-2-yl-1,4,7-triazacyclododec-9-yl]octa-2,4,6-trienamide |
| Canonical SMILES | CC=CC=CC=CC(=O)NC1CCCNC(=O)C(NC(=O)C(N(C1=O)C)C(C)C)C |
| InChI | InChI=1S/C22H34N4O4/c1-6-7-8-9-10-13-18(27)25-17-12-11-14-23-20(28)16(4)24-21(29)19(15(2)3)26(5)22(17)30/h6-10,13,15-17,19H,11-12,14H2,1-5H3,(H,23,28)(H,24,29)(H,25,27)/b7-6+,9-8+,13-10+/t16-,17-,19-/m0/s1 |
| InChI Key | IBQPLRWXHSRNAW-VUOPYGPLSA-N |
Properties
| Appearance | Solid |
| Antibiotic Activity Spectrum | Fungi |
| Boiling Point | 761.6±60.0°C at 760 mmHg |
| Density | 1.1±0.1 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1. Cyclic tripeptides from the halotolerant fungus Aspergillus sclerotiorum PT06-1
Jinkai Zheng, Zhihong Xu, Yi Wang, Peipei Liu, Weiming Zhu, Kui Hong J Nat Prod . 2010 Jun 25;73(6):1133-7. doi: 10.1021/np100198h.
Eleven new aspochracin-type cyclic tripeptides, sclerotiotides A-K (1-11), together with three known compounds, JBIR-15 (12), aspochracin (13), and penicillic acid, were isolated from the ethyl acetate extract of the fermentation broth of the halotolerant Aspergillus sclerotiorum PT06-1 in a hypersaline nutrient-rich medium. Their structures were elucidated by spectroscopic analysis and chemical methods. Chemical transformations of 12 and 13 proved that sclerotiotides D-K (4-11) were artifacts probably formed during the fermentation or subsequent isolation steps. All 13 cyclic tripeptides have been evaluated for their antimicrobial and cytotoxic effects. Only sclerotiotides A (1), B (2), F (6), and I (9) and JBIR-15 (12) showed selective antifungal activity against Candida albicans with MIC values of 7.5, 3.8, 30, 6.7, and 30 microM, respectively.
2. JBIR-15, a new aspochracin derivative, isolated from a sponge-derived fungus, Aspergillus sclerotiorum Huber Sp080903f04
Kazuo Shin-ya, Keiichiro Motohashi, Shigeki Inaba, Motoki Takagi Biosci Biotechnol Biochem . 2009 Aug;73(8):1898-900. doi: 10.1271/bbb.90228.
In the course of our chemical screening program for novel metabolites by LC-MS monitoring, we isolated a new aspochracin derivative, JBIR-15 (1), together with aspochracin, from the culture broth of a sponge-derived fungus, Aspergillus sclerotiorum Huber Sp080903f04. The structure of 1 was determined to be N-demethyl aspochracin at the alanyl residue on the basis of extensive NMR and MS analyses.
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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 ╳
