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: oligomer
C
27H
30O
16Location inside paper: compound 2, fig. 1(2), table 1(2)
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_225177,IEDB_885823,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): 64121, 64123, 64124, 64125, 64126
NCBI Taxonomy refs (TaxIDs): 3467Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
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
3,6 aLRhap 102.4 72.0 72.2 73.9 69.7 17.9
3 bDGlcp 104.7 75.7 78.2 71.3 77.1 68.5
xXQuercetin - 158.5 135.6 179.4 162.9 99.9 166.0 94.9 159.3 105.6 123.1 116.0 145.8 149.8 117.7 123.5
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 |
|---|
| 3,6 | aLRhap | 102.4 | 72.0 | 72.2 | 73.9 | 69.7 | 17.9 | |
| 3 | bDGlcp | 104.7 | 75.7 | 78.2 | 71.3 | 77.1 | 68.5 | |
| | xXQuercetin |
| 158.5 | 135.6 | 179.4 | 162.9 | 99.9 | 166.0 | 94.9 | 159.3 | 105.6 | 123.1 | 116.0 | 145.8 | 149.8 | 117.7 | 123.5 |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":102.4,"l":"1","c":[0,0,225]},{"s":72,"l":"2","c":[0,0,225]},{"s":72.2,"l":"3","c":[0,0,225]},{"s":73.9,"l":"4","c":[0,0,225]},{"s":69.7,"l":"5","c":[0,0,225]},{"s":17.9,"l":"6","c":[0,0,225]},{"s":104.7,"l":"1","c":[230,0,30]},{"s":75.7,"l":"2","c":[230,0,30]},{"s":78.2,"l":"3","c":[230,0,30]},{"s":71.3,"l":"4","c":[230,0,30]},{"s":77.1,"l":"5","c":[230,0,30]},{"s":68.5,"l":"6","c":[230,0,30]},{"s":158.5,"l":"2","c":[0,165,0]},{"s":135.6,"l":"3","c":[0,165,0]},{"s":179.4,"l":"4","c":[0,165,0]},{"s":162.9,"l":"5","c":[0,165,0]},{"s":99.9,"l":"6","c":[0,165,0]},{"s":166,"l":"7","c":[0,165,0]},{"s":94.9,"l":"8","c":[0,165,0]},{"s":159.3,"l":"9","c":[0,165,0]},{"s":105.6,"l":"10","c":[0,165,0]},{"s":123.1,"l":"11","c":[0,165,0]},{"s":116,"l":"12","c":[0,165,0]},{"s":145.8,"l":"13","c":[0,165,0]},{"s":149.8,"l":"14","c":[0,165,0]},{"s":117.7,"l":"15","c":[0,165,0]},{"s":123.5,"l":"16","c":[0,165,0]}])
The spectrum also has 1 signal at unknown position (not plotted). |
There is only one chemically distinct structure:
Found 
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