GENIPOSIDIC-ACID

Structure

2D structure of GENIPOSIDIC-ACID
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 443354

Names and identifiers

Name

GENIPOSIDIC-ACID

IUPAC name

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

SMILES

C1C=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

General information

Molecular formula

C16H22O10

Molecular weight

374.34 g/mol

Monoisotopic mass

374.1213 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 aerial parts -
Mitova, M.I., Anchev, M.E., Panev, S.G., Handjieva, N.V., Popov, S.S. (1996). Coumarins and iridoids from Crucianella graeca, Gruciata glabra, Cruciata laevipes and Curciata pedemontana (Rubiaceae). Z Naturforsch Ser C, 51(1/10), 631-634 doi:10.1515/znc-1996-9-1005
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 mollugo L. aerial parts -
Uesato, S., Miyauchi, M., Itoh, H., Inouye, H. (1986). Biosynthesis of iridoid glucosides in Galium mollugo, G.spurium var. echinospermon and Deutzia crenata. intermediacy of deoxyloganic acid, loganin and iridodial glucoside. Phytochemistry, 25(11), 2515-2521 doi:10.1016/s0031-9422(00)84499-4
Plantago major L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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