ASPERULOSIDIC ACID

Structure

2D structure of ASPERULOSIDIC ACID
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 11968867

Names and identifiers

Name

ASPERULOSIDIC ACID

IUPAC name

(1S,4aS,5S,7aS)-7-(acetoxymethyl)-5-hydroxy-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

CC(=O)OCC1=C[C@@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

General information

Molecular formula

C18H24O12

Molecular weight

432.38 g/mol

Monoisotopic mass

432.1268 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 aparine L. aerial parts -
Deliorman, D., Calis, I., Ergun, F. (2001). Iridoids from Galium aparine. Pharmaceutical Biol, 39(3), 234-235 doi:10.1076/phbi.39.3.234.5928
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 -
Uesato, S., Ueda, M., Inouye, H., Kuwajima, H., Yatsuzuka, M., Takaishi, K. (1984). Iridoids from Galium mollugo. Phytochemistry, 23(11), 2535-2537 doi:10.1016/s0031-9422(00)84093-5