Taxonomic group: fungi / Mucoromycota
(Phylum: Mucoromycota)
The structure was elucidated in this paperNCBI PubMed ID: 21742550Publication DOI: 10.1016/j.jbiosc.2011.06.006Journal NLM ID: 100888800Publisher: Osaka, Japan, Amsterdam, The Netherlands: Society for Bioscience and Bioengineering
Correspondence: Zhan J <jixun.zhan
usu.edu>
Institutions: Department of Biological Engineering, Utah State University, Logan, USA
Incubation of quercetin with Cunninghamella elegans ATCC 9245 yielded three metabolites, including quercetin 3-O-β-D-glucopyranoside, kaempferol 3-O-β-D-glucopyranoside and isorhamnetin 3-O-β-D-glucopyranoside. Glucosylation, O-methylation and dehydroxylation were involved in the process, among which dehydroxylation has never been found in Cunninghamella. Quercetin was completely metabolized in 72 h.
methylation, glucosylation, quercetin, Cunninghamella elegans, dehydroxylation
Structure type: monomer ; 463 [M-H]-
C
21H
20O
12Location inside paper: fig. 1(2), p.361, table 1
Trivial name: isoquercitrin
Compound class: glycoside, flavonol glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, HPLC, UV, extraction, LC-MS
Related record ID(s): 46694, 46695, 62231
NCBI Taxonomy refs (TaxIDs): 4853Reference(s) to other database(s): CCSD:
4754, CBank-STR:953
Show glycosyltransferases
NMR conditions: in DMSO-d6
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 C14 C15 C16
3 bDGlcp 101.3 74.7 77.2 70.5 78.2 61.4
xXQuercetin - 156.7 133.8 177.9 161.8 99.2 164.6 94.2 156.8 104.5 121.6 115.8 145.3 148.9 116.7 122.1
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 H13 H14 H15 H16
3 bDGlcp 5.43 3.19 3.23 3.34 3.29 3.37-3.54
xXQuercetin - - - - - 6.17 - 6.37 - - - 7.53 - - 6.81 7.54
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9 C10/H10 C11/H11 C12/H12 C13/H13 C14/H14 C15/H15 C16/H16
3 bDGlcp 101.3/5.43 74.7/3.19 77.2/3.23 70.5/3.34 78.2/3.29 61.4/3.37-3.54
xXQuercetin 99.2/6.17 94.2/6.37 115.8/7.53 116.7/6.81 122.1/7.54
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 | H12 | H13 | H14 | H15 | H16 |
|---|
| 3 | bDGlcp | 5.43 | 3.19 | 3.23 | 3.34 | 3.29 | 3.37
3.54 | |
| | xXQuercetin |
|
|
|
|
| 6.17 |
| 6.37 |
|
|
| 7.53 |
|
| 6.81 | 7.54 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 | C12 | C13 | C14 | C15 | C16 |
|---|
| 3 | bDGlcp | 101.3 | 74.7 | 77.2 | 70.5 | 78.2 | 61.4 | |
| | xXQuercetin |
| 156.7 | 133.8 | 177.9 | 161.8 | 99.2 | 164.6 | 94.2 | 156.8 | 104.5 | 121.6 | 115.8 | 145.3 | 148.9 | 116.7 | 122.1 |
|
The spectrum also has 1 signal at unknown position (not plotted). |
There is only one chemically distinct structure:
Found 
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