Record Information |
---|
Version | 1.0 |
---|
Created at | 2021-01-06 06:30:40 UTC |
---|
Updated at | 2021-07-15 17:35:48 UTC |
---|
NP-MRD ID | NP0021235 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Antifungal macrolide |
---|
Provided By | NPAtlas |
---|
Description | Antifungal macrolide is found in Streptomyces sp. It was first documented in 1986 (PMID: 3777909). Based on a literature review a significant number of articles have been published on Antifungal macrolide (PMID: 25871291) (PMID: 30206268) (PMID: 25558397) (PMID: 23007575). |
---|
Structure | [H]C([H])([H])C([H])([H])[C@]1([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]2([H])O[C@]([H])(C([H])([H])C2([H])[H])C([H])([H])[C@]([H])(OC(=O)[C@]([H])(C([H])([H])[H])[C@]2([H])O[C@@]([H])(C([H])([H])C2([H])[H])C1([H])[H])C([H])([H])C([H])([H])[H] InChI=1S/C22H36O6/c1-5-15-11-17-7-9-20(25-17)14(4)22(24)28-16(6-2)12-18-8-10-19(26-18)13(3)21(23)27-15/h13-20H,5-12H2,1-4H3/t13-,14-,15-,16+,17-,18+,19-,20+/m1/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C22H36O6 |
---|
Average Mass | 396.5240 Da |
---|
Monoisotopic Mass | 396.25119 Da |
---|
IUPAC Name | (1R,2R,5R,7R,10S,11R,14S,16S)-5,14-diethyl-2,11-dimethyl-4,13,19,20-tetraoxatricyclo[14.2.1.1^{7,10}]icosane-3,12-dione |
---|
Traditional Name | (1R,2R,5R,7R,10S,11R,14S,16S)-5,14-diethyl-2,11-dimethyl-4,13,19,20-tetraoxatricyclo[14.2.1.1^{7,10}]icosane-3,12-dione |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC[C@H]1C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O[C@H](CC)C[C@H]2CC[C@H](O2)C(C)C(=O)O1 |
---|
InChI Identifier | InChI=1S/C22H36O6/c1-5-15-11-17-7-9-20(25-17)14(4)22(24)28-16(6-2)12-18-8-10-19(26-18)13(3)21(23)27-15/h13-20H,5-12H2,1-4H3/t13-,14?,15-,16+,17-,18+,19-,20+/m1/s1 |
---|
InChI Key | VYGSEJPMQXVTNW-UPOFUFPUSA-N |
---|
Experimental Spectra |
---|
|
| Not Available | Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
Chemical Taxonomy |
---|
Classification | Not classified |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
General References | - Shishido TK, Humisto A, Jokela J, Liu L, Wahlsten M, Tamrakar A, Fewer DP, Permi P, Andreote AP, Fiore MF, Sivonen K: Antifungal compounds from cyanobacteria. Mar Drugs. 2015 Apr 13;13(4):2124-40. doi: 10.3390/md13042124. [PubMed:25871291 ]
- Jois HR, Sarkar A, Gurusiddaiah S: Antifungal macrodiolide from Streptomyces sp. Antimicrob Agents Chemother. 1986 Sep;30(3):458-64. doi: 10.1128/aac.30.3.458. [PubMed:3777909 ]
- Kim HJ, Han CY, Park JS, Oh SH, Kang SH, Choi SS, Kim JM, Kwak JH, Kim ES: Nystatin-like Pseudonocardia polyene B1, a novel disaccharide-containing antifungal heptaene antibiotic. Sci Rep. 2018 Sep 11;8(1):13584. doi: 10.1038/s41598-018-31801-y. [PubMed:30206268 ]
- Efimova SS, Schagina LV, Ostroumova OS: Investigation of channel-forming activity of polyene macrolide antibiotics in planar lipid bilayers in the presence of dipole modifiers. Acta Naturae. 2014 Oct;6(4):67-79. [PubMed:25558397 ]
- Dodurga Y, Avci CB, Susluer SY, Satiroglu Tufan NL, Gunduz C: The expression of URGCP gene in prostate cancer cell lines: correlation with rapamycin. Mol Biol Rep. 2012 Dec;39(12):10173-7. doi: 10.1007/s11033-012-1891-6. Epub 2012 Sep 25. [PubMed:23007575 ]
|
---|