ASPERULOSIDE
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Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 84298
Name
ASPERULOSIDE
IUPAC name
((2aS,2a1S,4aS,5S)-1-oxo-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2a,2a1,4a,5-tetrahydro-1H-2,6-dioxacyclopenta[cd]inden-4-yl)methyl acetate
SMILES
CC(=O)OCC1=C[C@H]2[C@H]3[C@@H]1[C@@H](OC=C3C(=O)O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Molecular formula
C18H22O11
Molecular weight
414.36 g/mol
Monoisotopic mass
414.1162 Da
Chemical classification: NPClassifier (Kim et al., 2021)
| Plant | Plant part | Amount | Reference |
|---|---|---|---|
| Ajuga reptans L. | - | - |
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
|
| Cruciata laevipes Opiz | - | - |
Corrigan, D., Timoney, R.F., Donnelly, D.M.X. (1978). Iridoids and alkanes in twelve species of Galium and Asperula. Phytochemistry, 17, 1131-1133 doi:10.1016/s0031-9422(00)94304-8
|
| Cruciata laevipes Opiz | aerial parts | - |
Mitova, M.I., Anchev, M.E., Panev, S.G., Handjieva, N.V., Popov, S.S. (1996). Coumarins and iridoids from Crucianella graeca, Gruciata glabra, Cruciata laevipes and Curciata pedemontana (Rubiaceae). Z Naturforsch Ser C, 51(1/10), 631-634 doi:10.1515/znc-1996-9-1005
|
| Galium album Mill. | - | - |
Bock, K., Jensen, S.R., Nielsen, B.J. (1976). Secogalioside, an iridoid glucoside from Galium album and c-13 nmr spectra of some seco-iridoid glucosides. Acta Chem Scand Ser B, 30, 743 doi:10.3891/acta.chem.scand.30b-0743
|
| Galium album Mill. | - | - |
Chervenkova, K., Nikolovadamyanova, B. (2000). The elution pattern of iridoid glucosides from Galium species on c-18 reversed-phase high performance liquid chromatography. J Liq Chrom Rel Technol, 23(5), 741-753 doi:10.1081/jlc-100101486
|
| Galium album Mill. | aerial parts | - |
No reference
|
| Galium aparine L. | - | - |
Herissey, H. (1926). Detection of asperuloside in plants. extraction of this glucoside from Galium aparine L. Compt Rend, 182, 865-867
|
| Galium aparine L. | aerial parts | - |
Ergun, F., Sener, B. (1986). Hplc determination of iridoids found in some Galium species. Gazi Univ Eczacilik Fak Derg, 3(1), 59-63
|
| Galium aparine L. | fruit | - |
Trim, A.R. (1952). The accumulation and utilization of asperuloside in the Rubiaceae. Biochem J, 50, 319 doi:10.1042/bj0500319
|
| Galium aparine L. | root | - |
Trim, A.R. (1952). The accumulation and utilization of asperuloside in the Rubiaceae. Biochem J, 50, 319 doi:10.1042/bj0500319
|
| Galium aparine L. | seed | - |
Komai, K., Iwamura, J., Ueki, K. (1983). Plant growth inhibitor in the seeds of catchweed. Zasso Kenkyu, 28(3), 205-209 doi:10.3719/weed.28.205
|
| Galium aparine L. | seed | - |
Trim, A.R. (1952). The accumulation and utilization of asperuloside in the Rubiaceae. Biochem J, 50, 319 doi:10.1042/bj0500319
|
| Galium aparine L. | seedling | - |
Trim, A.R. (1952). The accumulation and utilization of asperuloside in the Rubiaceae. Biochem J, 50, 319 doi:10.1042/bj0500319
|
| Galium mollugo L. | - | - |
Herissey, H. (1926). Detection of asperuloside in plants. extraction of this glucoside from Galium aparine L. Compt Rend, 182, 865-867
|
| Galium mollugo L. | aerial parts | - |
Swiatek, L., Komorowski, T. (1972). Occurrence of monotropein and of asperuloside in some species of the families Ericaceae, Empetraceae, and Rubiaceae. Herba Pol, 18(2), 168-173
|
| Galium mollugo L. | aerial parts | - |
Uesato, S., Miyauchi, M., Itoh, H., Inouye, H. (1986). Biosynthesis of iridoid glucosides in Galium mollugo, G.spurium var. echinospermon and Deutzia crenata. intermediacy of deoxyloganic acid, loganin and iridodial glucoside. Phytochemistry, 25(11), 2515-2521 doi:10.1016/s0031-9422(00)84499-4
|
| Galium mollugo L. | root | - |
Formanek, I., Racz, G. (1973). Presence of anthracenic substances from Rubia tinctorum in other members of the Rubiaceae family. Farmacia(Bucharest), 21, 201
|
| Galium verum L. subsp. verum | - | - |
Bojthe-horvath, K., Kocsis, A., Varga-balazs, M., Hetenyi, F., Tetenyi, P., Mathejr, I. (1980). Investigation on iridoids of Gallium verum.(abstract). Planta Med, 39, 267
|
| Galium verum L. subsp. verum | - | - |
Herissey, H. (1926). Detection of asperuloside in plants. extraction of this glucoside from Galium aparine L. Compt Rend, 182, 865-867
|
| Galium verum L. subsp. verum | aerial parts | - |
Bolthe-horvath, K., Hetenyi, F., Kocsis, A., Szabo, L., Varga-balazs, M., Mathejr, I., Tetenyi, P. (1982). Iridoid glycosides from Galium verum. Phytochemistry, 21, 2917-2919
|
| Galium verum L. subsp. verum | aerial parts | - |
Ergun, F., Sener, B. (1986). Hplc determination of iridoids found in some Galium species. Gazi Univ Eczacilik Fak Derg, 3(1), 59-63
|
| Galium verum L. subsp. verum | leaf | - |
Inouye, H., Takeda, Y., Nishimura, H., Kanomi, A., Okuda, T., Puff, C. (1988). Chemotaxonomic studies of rubiaceous plants containing iridoid glycosides. Phytochemistry, 27(8), 2591-2598 doi:10.1016/0031-9422(88)87030-4
|
| Galium verum L. subsp. verum | root | - |
Herissey, H. (1926). Rubichloric acid and asperuloside. Bull Soc Chim Biol, 8, 1208
|
| Plantago lanceolata L. | flower | - |
Bianco, A., Guiso, M., Passacantilli, P. (1984). Iridoid and phenylpropanoid glycosides from new sources. J Nat Prod, 47(5), 901-902 doi:10.1021/np50035a033
|
| Plantago major L. | flower | 2 ppm |
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
|
| Vaccinium myrtillus L. | fruit | - |
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
|
| Vaccinium myrtillus L. | leaf | - |
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
|