ACETYL-HARPAGIDE

Structure

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

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 93045

Names and identifiers

Name

ACETYL-HARPAGIDE

Also reported as

HARPAGIDE

IUPAC name

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

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)O

General information

Molecular formula

C15H24O10

Molecular weight

364.35 g/mol

Monoisotopic mass

364.1369 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Ajuga chamaepitys (L.) Schreb. aerial parts -
Jim Duke's personal files.
Ajuga chamaepitys (L.) Schreb. fruit -
Jim Duke's personal files.
Ajuga reptans L. - -
J.S. Glasby Dict.Pls Containing 2ndary Metabolite. 1991.
Betonica officinalis L. - -
CRC Handbook of Medicinal Herbs and/or CRC Handbook of Proximate Analyses
Betonica officinalis L. aerial parts 560 ppm
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. - -
Weinges, K., Vondereltz, H. (1978). Natural products from medicinal plants. xxiii. iridoid glycosides from Scrophularia nodosa. Justus Liebigs Ann Chem, 1968
Scrophularia nodosa L. seed -
Grabia, B., Kurowska, A., Swiatek, L. (1995). Chemical composition of Scropularia nodosa L. seeds. Herba Pol, 41(2), 59-63
Teucrium chamaedrys L. subsp. chamaedrys - -
Williamson, E. M. and Evans, F. J., Potter's New Cyclopaedia of Botanical Drugs and Preparations, Revised Ed., Saffron Walden, the C. W. Daniel Co., Ltd., Essex UK, 362 pp, 1988, reprint 1989.
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