Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
The structure was elucidated in this paperNCBI PubMed ID: 9933948Publication DOI: 10.1016/S0031-9422(98)00503-2Journal NLM ID: 0151434Publisher: Elsevier
Correspondence: Häberlein H <haeberlh
pharmazie.uni-marburg.de>
Institutions: Department of Pharmaceutical Biology, Philipps University, Marburg, Germany
The aqueous EtOH extract of aerial parts of Eschscholtzia californica Cham. yielded six flavonol 3-O-glycosides including two new compounds: quercetin 3-O-[α-rhamnopyranosyl-(1-4)-α-rhamnopyranosyl-(1-6)-β-glucopyranoside] and isorhamnetin 3-O-[α-rhamnopyranosyl-(1-4)-α-rhamnopyranosyl-(1-6)-β-glucopyranoside]. Their structures were established on the basis of spectroscopic studies.
Eschscholtzia californica, Papaveraceae, flavonol 3-O-glycosides
Structure type: monomer
Location inside paper: compound 1, fig. 1(1), table 1(1)
Trivial name: isoquercitrin
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, TLC, ESI-MS, acid hydrolysis, HPLC, UV
Comments, role: NMR temperature was not specified
Related record ID(s): 64122, 64123, 64124, 64125, 64126
NCBI Taxonomy refs (TaxIDs): 3467Reference(s) to other database(s): CCSD:
49965, CBank-STR:953
Show glycosyltransferases
NMR conditions: in CD3OD
[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 102.6 75.7 78.2 71.9 77.1 62.6
xXQuercetin - 158.5 135.6 179.5 163.1 99.9 166.0 94.8 158.9 105.9 123.5 117.4 145.9 149.5 117.4 123.5
1H NMR data:
missing...
13C NMR data:
Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 | C12 | C13 | C14 | C15 | C16 |
3 | bDGlcp | 102.6 | 75.7 | 78.2 | 71.9 | 77.1 | 62.6 | |
| xXQuercetin |
| 158.5 | 135.6 | 179.5 | 163.1 | 99.9 | 166.0 | 94.8 | 158.9 | 105.9 | 123.5 | 117.4 | 145.9 | 149.5 | 117.4 | 123.5 |
|
The spectrum also has 1 signal at unknown position (not plotted). |
There is only one chemically distinct structure: