Record Information |
---|
Version | 1.0 |
---|
Created at | 2020-12-09 00:32:03 UTC |
---|
Updated at | 2021-07-15 16:45:50 UTC |
---|
NP-MRD ID | NP0003223 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | SCB-1 |
---|
Provided By | NPAtlas |
---|
Description | SCB-1 is found in Streptomyces coelicolor, Streptomyces coelicolor A3\(2\), Streptomyces griseus and Streptomyces viridochromogenes. It was first documented in 2000 (PMID: 10753903). Based on a literature review very few articles have been published on (3R,4R)-3-[(1R)-1-hydroxy-6-methylheptyl]-4-(hydroxymethyl)oxolan-2-one (PMID: 27180870) (PMID: 23078239) (PMID: 22761035) (PMID: 22246527). |
---|
Structure | [H]OC([H])([H])[C@]1([H])C([H])([H])OC(=O)[C@@]1([H])[C@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H] InChI=1S/C13H24O4/c1-9(2)5-3-4-6-11(15)12-10(7-14)8-17-13(12)16/h9-12,14-15H,3-8H2,1-2H3/t10-,11-,12-/m1/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C13H24O4 |
---|
Average Mass | 244.3310 Da |
---|
Monoisotopic Mass | 244.16746 Da |
---|
IUPAC Name | (3R,4R)-3-[(1R)-1-hydroxy-6-methylheptyl]-4-(hydroxymethyl)oxolan-2-one |
---|
Traditional Name | (3R,4R)-3-[(1R)-1-hydroxy-6-methylheptyl]-4-(hydroxymethyl)oxolan-2-one |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC(C)CCCC[C@@H](O)[C@H]1[C@H](CO)COC1=O |
---|
InChI Identifier | InChI=1S/C13H24O4/c1-9(2)5-3-4-6-11(15)12-10(7-14)8-17-13(12)16/h9-12,14-15H,3-8H2,1-2H3/t10-,11-,12-/m1/s1 |
---|
InChI Key | XRKZVXDFKCVICZ-IJLUTSLNSA-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 | - Takano E, Nihira T, Hara Y, Jones JJ, Gershater CJ, Yamada Y, Bibb M: Purification and structural determination of SCB1, a gamma-butyrolactone that elicits antibiotic production in Streptomyces coelicolor A3(2). J Biol Chem. 2000 Apr 14;275(15):11010-6. doi: 10.1074/jbc.275.15.11010. [PubMed:10753903 ]
- Sidda JD, Poon V, Song L, Wang W, Yang K, Corre C: Overproduction and identification of butyrolactones SCB1-8 in the antibiotic production superhost Streptomyces M1152. Org Biomol Chem. 2016 Jul 6;14(27):6390-3. doi: 10.1039/c6ob00840b. [PubMed:27180870 ]
- Gubbens J, Janus MM, Florea BI, Overkleeft HS, van Wezel GP: Identification of glucose kinase-dependent and -independent pathways for carbon control of primary metabolism, development and antibiotic production in Streptomyces coelicolor by quantitative proteomics. Mol Microbiol. 2012 Dec;86(6):1490-507. doi: 10.1111/mmi.12072. Epub 2012 Nov 5. [PubMed:23078239 ]
- Arakawa K, Tsuda N, Taniguchi A, Kinashi H: The butenolide signaling molecules SRB1 and SRB2 induce lankacidin and lankamycin production in Streptomyces rochei. Chembiochem. 2012 Jul 9;13(10):1447-57. doi: 10.1002/cbic.201200149. Epub 2012 Jun 14. [PubMed:22761035 ]
- Yang YH, Song E, Kim JN, Lee BR, Kim EJ, Park SH, Kim WS, Park HY, Jeon JM, Rajesh T, Kim YG, Kim BG: Characterization of a new ScbR-like gamma-butyrolactone binding regulator (SlbR) in Streptomyces coelicolor. Appl Microbiol Biotechnol. 2012 Oct;96(1):113-21. doi: 10.1007/s00253-011-3803-4. Epub 2012 Jan 14. [PubMed:22246527 ]
|
---|