HARPAGIDE-ACETATE

Structure

2D structure of HARPAGIDE-ACETATE
2D structure
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3D model

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

Names and identifiers

Name

HARPAGIDE-ACETATE

IUPAC name

(1S,4aS,5R,7S,7aR)-4a,7-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-5-yl acetate

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)OC(C)=O)O

General information

Molecular formula

C17H26O11

Molecular weight

406.38 g/mol

Monoisotopic mass

406.1475 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Ajuga reptans L. - -
J.S. Glasby Dict.Pls Containing 2ndary Metabolite. 1991.
Betonica officinalis L. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Scrophularia canina L. - -
Berdini, R., Bianco, A., Guiso, M., Marini, E., Nicoletti, M., Passacantilli, P., Right, G. (1991). Isolation and partial synthesis of 7,8-dehydro-6-beta,10-dihydroxy-11-noriridomyrmecin, a methylcyclopentanoid monoterpene from Scrophularia canina. J Nat Prod, 54(5), 1400-1403 doi:10.1021/np50077a027
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. - -
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