HARPAGOSIDE

Structure

2D structure of HARPAGOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281542

Names and identifiers

Name

HARPAGOSIDE

IUPAC name

(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl cinnamate

SMILES

C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4

General information

Molecular formula

C24H30O11

Molecular weight

494.49 g/mol

Monoisotopic mass

494.1788 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Lamium amplexicaule L. - -
Jeffery B. Harborne and H. Baxter, eds. 1983. Phytochemical Dictionary. A Handbook of Bioactive Compounds from Plants. Taylor & Frost, London. 791 pp.
Lamium maculatum L. - -
Jeffery B. Harborne and H. Baxter, eds. 1983. Phytochemical Dictionary. A Handbook of Bioactive Compounds from Plants. Taylor & Frost, London. 791 pp.
Lamium purpureum L. - -
Jeffery B. Harborne and H. Baxter, eds. 1983. Phytochemical Dictionary. A Handbook of Bioactive Compounds from Plants. Taylor & Frost, London. 791 pp.
Scrophularia nodosa L. leaf -
Becker, H., Richter, S. (1975). Simple thin-layer chromatographic investigation of harpagophytum procumbens for drug work. Pharm-Ztg, 120, 441
Scrophularia nodosa L. seed -
Grabia, B., Kurowska, A., Swiatek, L. (1995). Chemical composition of Scropularia nodosa L. seeds. Herba Pol, 41(2), 59-63
Verbascum blattaria L. - -
Grabias, B., Swiatek, L. (1987). Iridoid glucosides in Verbascum genus. Herba Pol, 33(4), 225-232
Verbascum phlomoides L. - -
Grabias, B., Swiatek, L. (1987). Iridoid glucosides in Verbascum genus. Herba Pol, 33(4), 225-232
Verbascum phlomoides L. - -
Swiatek, L., Luczak, S., Grabias, B. (1984). Occurrence of iridoids in various organs of Verbascum phlomoides L. and Verbascum thapsiforme Schrad. Farm Pol, 40(7), 415-418