DAPHYLLOSIDE

Structure

2D structure of DAPHYLLOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 21602024

Names and identifiers

Name

DAPHYLLOSIDE

IUPAC name

methyl (1S,4aS,5S,7aS)-7-(acetoxymethyl)-5-hydroxy-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

SMILES

CC(=O)OCC1=C[C@@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

General information

Molecular formula

C19H26O12

Molecular weight

446.41 g/mol

Monoisotopic mass

446.1424 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
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. - -
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 mollugo L. aerial parts -
Uesato, S., Ueda, M., Inouye, H., Kuwajima, H., Yatsuzuka, M., Takaishi, K. (1984). Iridoids from Galium mollugo. Phytochemistry, 23(11), 2535-2537 doi:10.1016/s0031-9422(00)84093-5
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