4-Hydroxybenzoic acid 4-O-glucoside

4-Hydroxybenzoic acid 4-O-glucoside

Names
IUPAC name 4-(β-D-Glucopyranosyloxy)benzoic acid
Systematic IUPAC name 4-{[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid
Other names p-Hydroxybenzoic acid glucoside 4-Hydroxybenzoate-O-glucoside
Identifiers
CAS Number	15397-25-8^N[ChemSpider]
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16741
ChemSpider	389174
KEGG	C03993
PubChem CID	440186
CompTox Dashboard (EPA)	DTXSID601031606
InChI InChI=1S/C13H16O8/c14-5-8-9(15)10(16)11(17)13(21-8)20-7-3-1-6(2-4-7)12(18)19/h1-4,8-11,13-17H,5H2,(H,18,19)/t8-,9-,10+,11-,13-/m1/s1 Key: XSSDYIMYZONMBL-BZNQNGANSA-N
SMILES C1=CC(=CC=C1C(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
Properties
Chemical formula	C13H16O8
Molar mass	300.263 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4-Hydroxybenzoic acid 4-O-glucoside is a glucoside of p-hydroxybenzoic acid. It can be found in mycorrhizal (Picea abies-Lactarius deterrimus and Picea abies-Laccaria amethystina) and non-mycorrhizal roots of Norway spruces (Picea abies).^[1]

The enzyme 4-hydroxybenzoate 4-O-beta-D-glucosyltransferase can be found in the pollen of Pinus densiflora.^[2]

References

1. Münzenberger, Babette; Heilemann, Jürgen; Strack, Dieter; Kottke, Ingrid; Oberwinkler, Franz (1990). "Phenolics of mycorrhizas and non-mycorrhizal roots of Norway spruce". Planta. 182 (1): 142–8. doi:10.1007/BF00239996. PMID 24197010. S2CID 43504838.
2. Katsuṁata, Teizo; Shige, Hiromitsu; Ejiri, Shin-Ichiro (1989). "UDP glucose: 4-(β-d-glucopyranosyloxy) benzoic acid glucosyltransferase from the pollen of Pinus densiflora". Phytochemistry. 28 (2): 359–362. doi:10.1016/0031-9422(89)80013-5.

External links

• Media related to 4-Hydroxybenzoic acid 4-O-glucoside at Wikimedia Commons
• 4-Hydroxybenzoic acid 4-O-glucoside at Phenol-Explorer.eu