Record Information |
---|
Version | 2.0 |
---|
Created at | 2022-09-03 21:30:23 UTC |
---|
Updated at | 2022-09-03 21:30:23 UTC |
---|
NP-MRD ID | NP0182726 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | (3z,6z)-3-(2-methylpropylidene)-6-(phenylmethylidene)pyrazine-2,5-diol |
---|
Description | Albonoursin belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Albonoursin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (3z,6z)-3-(2-methylpropylidene)-6-(phenylmethylidene)pyrazine-2,5-diol was first documented in 2009 (PMID: 19430487). Based on a literature review a small amount of articles have been published on albonoursin (PMID: 30901830) (PMID: 35722152) (PMID: 31175189) (PMID: 25048158). |
---|
Structure | CC(C)\C=C1/N=C(O)\C(=C\C2=CC=CC=C2)\N=C1O InChI=1S/C15H16N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-10H,1-2H3,(H,16,19)(H,17,18)/b12-8-,13-9- |
---|
Synonyms | Value | Source |
---|
3-Benzylidene-6-isobutylidene-2,5-dioxopiperazine | ChEBI | Cyclo(dehydroleucyl-dehydrophenylalanyl) | ChEBI | Cyclo(dehydrophenylalanyl-dehydroleucyl) | ChEBI | Cyclo(deltaleu-deltaphe) | ChEBI | Cyclo(deltaphe-deltaleu) | ChEBI | (3Z,6Z)-3-Benzylidene-6-(2-methylpropylidene)piperazine-2,5-dione | Kegg |
|
---|
Chemical Formula | C15H16N2O2 |
---|
Average Mass | 256.3050 Da |
---|
Monoisotopic Mass | 256.12118 Da |
---|
IUPAC Name | (3Z,6Z)-3-(2-methylpropylidene)-6-(phenylmethylidene)-3,6-dihydropyrazine-2,5-diol |
---|
Traditional Name | (3Z,6Z)-3-(2-methylpropylidene)-6-(phenylmethylidene)pyrazine-2,5-diol |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC(C)\C=C1/N=C(O)\C(=C\C2=CC=CC=C2)\N=C1O |
---|
InChI Identifier | InChI=1S/C15H16N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-10H,1-2H3,(H,16,19)(H,17,18)/b12-8-,13-9- |
---|
InChI Key | LCIIOYPBHIZBOD-JMVBYTIWSA-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, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | Not Available |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organoheterocyclic compounds |
---|
Class | Diazines |
---|
Sub Class | Pyrazines |
---|
Direct Parent | Pyrazines |
---|
Alternative Parents | |
---|
Substituents | - Benzenoid
- Pyrazine
- Monocyclic benzene moiety
- Heteroaromatic compound
- Lactam
- Azacycle
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Aromatic heteromonocyclic compound
|
---|
Molecular Framework | Aromatic heteromonocyclic compounds |
---|
External Descriptors | |
---|
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 | - Xu X, Han J, Lin R, Polyak SW, Song F: Two New Piperazine-Triones from a Marine-Derived Streptomycetes sp. Strain SMS636. Mar Drugs. 2019 Mar 21;17(3). pii: md17030186. doi: 10.3390/md17030186. [PubMed:30901830 ]
- Gondry M, Sauguet L, Belin P, Thai R, Amouroux R, Tellier C, Tuphile K, Jacquet M, Braud S, Courcon M, Masson C, Dubois S, Lautru S, Lecoq A, Hashimoto S, Genet R, Pernodet JL: Cyclodipeptide synthases are a family of tRNA-dependent peptide bond-forming enzymes. Nat Chem Biol. 2009 Jun;5(6):414-20. doi: 10.1038/nchembio.175. [PubMed:19430487 ]
- Saleem S, Bibi S, Yousafi Q, Hassan T, Khan MS, Hasan MM, Chopra H, Moustafa M, Al-Shehri M, Khalid M, Kabra A: Identification of Effective and Nonpromiscuous Antidiabetic Drug Molecules from Penicillium Species. Evid Based Complement Alternat Med. 2022 Jun 8;2022:7040547. doi: 10.1155/2022/7040547. eCollection 2022. [PubMed:35722152 ]
- Aubry C, Pernodet JL, Lautru S: Modular and Integrative Vectors for Synthetic Biology Applications in Streptomyces spp. Appl Environ Microbiol. 2019 Aug 1;85(16):e00485-19. doi: 10.1128/AEM.00485-19. Print 2019 Aug 15. [PubMed:31175189 ]
- Li Y, Lai YM, Lu Y, Yang YL, Chen S: Analysis of the biosynthesis of antibacterial cyclic dipeptides in Nocardiopsis alba. Arch Microbiol. 2014 Nov;196(11):765-74. doi: 10.1007/s00203-014-1015-x. Epub 2014 Jul 22. [PubMed:25048158 ]
- LOTUS database [Link]
|
---|