(-)-MAACKIAIN-3-O-GLUCOSIDE

Structure

2D structure of (-)-MAACKIAIN-3-O-GLUCOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 442827

Names and identifiers

Name

(-)-MAACKIAIN-3-O-GLUCOSIDE

Also reported as

TRIFOLIRHIZIN

IUPAC name

(2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-dihydro-6H-[1,3]dioxolo[4',5':5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

SMILES

C1[C@@H]4[C@H](C2=C(O1)C=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC5=CC6=C(C=C45)OCO6

General information

Molecular formula

C22H22O10

Molecular weight

446.41 g/mol

Monoisotopic mass

446.1213 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Ononis natrix L. subsp. natrix aerial parts -
Barrero, A.F., Herrador, M.M., Arteaga, P., Cabrera, E., Rodriguez-garcia, L., Garcia-moreno, M., Gravalos, D.G. (1997). Cytotoxic activity of flavonoids from Carthamus arborescens, Ononis natrix ssp.ramosissima and Gentaurea malacitana. Fitoterapia, 68(3), 281-283
Ononis natrix L. subsp. natrix aerial parts -
Barrero, A.F., Herrador, M.M., Arteaga, P., Rodriguez-garcia, I., Garcia-moreno, M. (1997). Resorcinol derivatives and flavonoids of Ononis natrix subspecies ramosissima. J Nat Prod, 60(2), 65-68 doi:10.1021/np960402d
Trifolium pratense L. subsp. pratense flower -
ANON. 1948-1976. The Wealth of India raw materials. Publications and Information Directorate, CSIR, New Delhi. 11 volumes.
Trifolium pratense L. subsp. pratense root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.