ACETOSIDE

Structure

2D structure of ACETOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281800

Names and identifiers

Name

ACETOSIDE

Also reported as

VERBASCOSIDE

IUPAC name

(2R,3R,4R,5R,6R)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate

SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O

General information

Molecular formula

C29H36O15

Molecular weight

624.59 g/mol

Monoisotopic mass

624.2054 Da

Classification

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

Plants with the compound

Plant Plant part Amount Reference
Ballota nigra L. subsp. meridionalis (Bég.) Bég. aerial parts -
Seidel, V., Verholle, M., Malard, Y., Tillequin, F., Fruchart, J-C., Duriez, P., Bailleul, F., Teissier, E. 2000. Phenylpropanoids from Ballota nigra L. Inhibit in vitro LDL Peroxidation. Phytotherapy Research, 14(2): 93-98.
Plantago lanceolata L. - -
Paper, D. (1999). Plantago lanceolata extracts for angiogenesis inhibition. Patent Pct Int Appl 01 34,169
Plantago lanceolata L. leaf -
Fons, F., Gargadennec, A., Gueiffier, A., Roussel, J.L., Andary, C. (1998). Effects of cinnamic acid on polyphenol production in Plantago laceolata. Phytochemistry, 49(3), 697-702 doi:10.1016/s0031-9422(98)00210-6
Plantago lanceolata L. root -
Fons, F., Gargadennec, A., Gueiffier, A., Roussel, J.L., Andary, C. (1998). Effects of cinnamic acid on polyphenol production in Plantago laceolata. Phytochemistry, 49(3), 697-702 doi:10.1016/s0031-9422(98)00210-6
Plantago lanceolata L. root -
Fons, F., Rapier, S., Gueiffier, A., Roussel, J.L., Gargadenner, A., Andary, C. (1998). (e)-p-coumaroyl-1o-beta-d-glucopyranoside accumulation in roots of Plantago lanceolata cultures. Acta Bot Gallica, 145(3), 249-255 doi:10.1080/23818107.1998.12562867
Plantago lanceolata L. seedling -
Fons, F., Gargadennec, A., Gueiffier, A., Roussel, J.L., Andary, C. (1998). Modificaiton of antioxidant polyphenol compound profile in Plantago lanceolata culture. Riv Ital Essenze Profumi Piante Offic Aromi Saponi Cosmet Ae, 308-313
Plantago major L. - -
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 - -
Monika, K., Csilla, P., Miklos, L., Laszlo, O., Istvan, K., Daniel, E., Gyongyi, B., Gyorgy, K., Istvan, G. (1999). Biological activity and structure of antitumor compounds from Plantago media L. Acta Pharm Hung, 69(5), 232-239
Scrophularia nodosa L. aerial parts -
Miyase, T., Mimatsu, A. (1999). Acylated iridoid and phenylethanoid glyucosides from the aerial parts of Scrophularia nodosa. J Nat Prod, 62(8), 1079-10184 doi:10.1021/np9805746
Verbascum blattaria L. flower -
Klimek, B. (1991). Verbascoside in the flowers of some Verbascum species. Acta Pol Pharm, 48(3/4), 51-54
Verbascum phlomoides L. flower -
Klimek, B. (1991). Verbascoside in the flowers of some Verbascum species. Acta Pol Pharm, 48(3/4), 51-54
Verbascum phlomoides L. flower -
Klimek, B. (1996). Hydroxycinnamoyl ester glycosides and saponins from flowers of Verbascum phlomoides. Phytochemistry, 43(6), 1281-1284 doi:10.1016/s0031-9422(96)00446-3
Veronica persica Poir. aerial parts -
Harput, U.S., Saracoglu, I., Inouem, M., Ogihara, Y. (2002). Phenylethanoid and iridoid glycosides from Veronica persica. Chem Pharm Bull, 50(6), 869-871 doi:10.1248/cpb.50.869
Veronica polita Fr. - -
Afifi, J.S.A., Amer, M.M.A., Zaghloul, A.M., Ahmad, M.M., Kinghorn, A.D., Zaghloul, M.G. (2001). New glycosides from Veronica polita. Mansoura J Pharm Sci, 17(1), 51-64
Veronica polita Fr. aerial parts -
Tomassini, L., Brkic, D., Serafini, M., Nicoletti, M. (1995). Constituents of Veronica hederifolia and Veronica polita. Fitoterapia, 66(4), 382