4-(BETA-D-GLUCOPYRANOSYLOXY)-BENZOIC-ACID

Structure

2D structure of 4-(BETA-D-GLUCOPYRANOSYLOXY)-BENZOIC-ACID
2D structure
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3D model

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

Names and identifiers

Name

4-(BETA-D-GLUCOPYRANOSYLOXY)-BENZOIC-ACID

Also reported as

BENZOIC-ACID-4-O-BETA-D-GLUCOSIDE

IUPAC name

4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohexane-1-carboxylic acid

SMILES

C1CC(CCC1C(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

General information

Molecular formula

C13H22O8

Molecular weight

306.31 g/mol

Monoisotopic mass

306.1315 Da

Classification

Pathway:
-
Superclass:
-
Class:
-
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Daucus carota L. root 11 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Daucus carota L. seed 65 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Larix decidua Mill. leaf -
Klick, S., Herrmann, K. (1988). Glucosides and glucose esters of hydroxybenzoic acids in plants. Phytochemistry, 27(7), 2177-2180 doi:10.1016/0031-9422(88)80121-3