CATALPOL

Structure

2D structure of CATALPOL
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 91520

Names and identifiers

Name

CATALPOL

IUPAC name

(2S,3R,4S,5S,6R)-2-(((1aS,1bS,2S,5aR,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[2',3':4,5]cyclopenta[1,2-c]pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

SMILES

C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

General information

Molecular formula

C15H22O10

Molecular weight

362.33 g/mol

Monoisotopic mass

362.1213 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Plantago lanceolata L. - -
Andrzejewska-golec, E., Swiatek, L. (1984). Chemotaxonomic investigations on the genus Plantago. I. analysis of iridoid fractions. Herba Pol, 30(1), 9-16
Plantago lanceolata L. - -
Darrow, K., Bowers, M.D. (1997). Phenological and population variation in iridoid glycosides of Plantago laceolata (Plantaginaceae). Biochem Syst Ecol, 25(1), 1-11 doi:10.1016/s0305-1978(96)00090-7
Plantago lanceolata L. aerial parts -
Adamczyk, M., Ratz, H., Hose, S., Marchesan, M., Paper, D.H., Franz, G., Wolfheuss, E., Engel, J. (1998). Quantitative determination of the iridoid glycosides aucubin and catalpol in Plantago lanceolata L. extracts by hptlc and hplc. J Planar Chromatogr Mod Tlc, 11(5), 374-378
Plantago lanceolata L. leaf -
Darrow, K., Bowers, M.D. (1997). Phenological and population variation in iridoid glycosides of Plantago laceolata (Plantaginaceae). Biochem Syst Ecol, 25(1), 1-11 doi:10.1016/s0305-1978(96)00090-7
Plantago major L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Plantago media L. subsp. media leaf -
Long, C., Moulis, C., Stanislas, E., Fouraste, I. (1995). Aucuboside and catalpol in Plantago lanceolata L., Plantago major L., and Plantago media L. leaves. J Pharm Belg, 50(6), 484-488
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. flower -
Swiatek, L., Adamczyk, U. (1985). Content of catalpol in the drug flos verbasci. Farm Pol, 41(1), 19-21
Veronica anagallis-aquatica L. subsp. anagallis-aquatica - -
Su, B.N., Yang, L., Gao, K., Jia, Z.J. (2000). Aquaticol, a bis-sesquiterpene and iridoid glucosides from Veronica anagallis-aquatica. Planta Med, 66(3), 281-283 doi:10.1055/s-2000-8564
Veronica anagallis-aquatica L. subsp. anagallis-aquatica aerial parts -
Lahloub, M.F., Zaghloul, M.G., Afifi, M.S., Sticher, O. (1993). Iridoid glucosides from Veronica anagallis-aquatica. Phytochemistry, 33(2), 401-405 doi:10.1016/0031-9422(93)85528-y
Veronica chamaedrys L. subsp. chamaedrys aerial parts -
Swiatek, L., Broda, B., Frej, E. (1971). Chemical composition of Veronica chamaedrys herb. Acta Pol Pharm, 28, 189-194
Veronica persica Poir. aerial parts -
Lahloub, M.F., Saad, H.E.A., Halim, A.F. (1991). Iridoid glucosides from aerial parts of Veronica persica Poir. in lam. growing in Egypt. Mansoura J Pharm Sci, 7(3), 390-401 doi:10.1055/s-2006-961103