MONOTROPEIN

Structure

2D structure of MONOTROPEIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 73466

Names and identifiers

Name

MONOTROPEIN

IUPAC name

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

SMILES

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

General information

Molecular formula

C16H22O11

Molecular weight

390.34 g/mol

Monoisotopic mass

390.1162 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Cruciata laevipes Opiz - -
Corrigan, D., Timoney, R.F., Donnelly, D.M.X. (1978). Iridoids and alkanes in twelve species of Galium and Asperula. Phytochemistry, 17, 1131-1133 doi:10.1016/s0031-9422(00)94304-8
Galium album Mill. - -
Chervenkova, K., Nikolovadamyanova, B. (2000). The elution pattern of iridoid glucosides from Galium species on c-18 reversed-phase high performance liquid chromatography. J Liq Chrom Rel Technol, 23(5), 741-753 doi:10.1081/jlc-100101486
Galium album Mill. aerial parts -
No reference
Galium aparine L. - -
Corrigan, D., Timoney, R.F., Donnelly, D.M.X. (1978). Iridoids and alkanes in twelve species of Galium and Asperula. Phytochemistry, 17, 1131-1133 doi:10.1016/s0031-9422(00)94304-8
Galium aparine L. aerial parts -
Ergun, F., Sener, B. (1986). Hplc determination of iridoids found in some Galium species. Gazi Univ Eczacilik Fak Derg, 3(1), 59-63
Galium mollugo L. - -
Davini, E., Esposito, P., Lavarone, C., Sen, A., Trogolo, C., Villa, S. (1981). New iridoids from reinvestigation of Galium mollugo, Arbutus unedo and Deutzia scabra. Int Conf Chem Biotechnol Biol Act Nat Prod (Proc) 1St, 3, 326-331
Galium mollugo L. aerial parts -
Iavarone, C., Sen, A., Trogolo, C., Villa, S. (1983). Mollugoside, an iridoid glucoside from Galium mollugo. Phytochemistry, 22(1), 175-178 doi:10.1016/s0031-9422(00)80082-5
Galium mollugo L. aerial parts -
Swiatek, L., Komorowski, T. (1972). Occurrence of monotropein and of asperuloside in some species of the families Ericaceae, Empetraceae, and Rubiaceae. Herba Pol, 18(2), 168-173
Galium verum L. subsp. verum - -
Corrigan, D., Timoney, R.F., Donnelly, D.M.X. (1978). Iridoids and alkanes in twelve species of Galium and Asperula. Phytochemistry, 17, 1131-1133 doi:10.1016/s0031-9422(00)94304-8
Galium verum L. subsp. verum aerial parts -
Ergun, F., Sener, B. (1986). Hplc determination of iridoids found in some Galium species. Gazi Univ Eczacilik Fak Derg, 3(1), 59-63
Vaccinium myrtillus L. fruit -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Vaccinium myrtillus L. leaf -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Vaccinium myrtillus L. stem -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.