Sterubin

Sterubin
Names

IUPAC name 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-chroman-4-one
Other names 7-Methoxy-3',4',5-trihydroxyflavanone
Identifiers
CAS Number	51857-11-5^N
ChemSpider	1064932^Y
Jmol interactive 3D	Image
PubChem	1268276
InChI InChI=1S/C16H14O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1^Y Key: DSAJORLEPQBKDA-AWEZNQCLSA-N^Y InChI=1/C16H14O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 Key: DSAJORLEPQBKDA-AWEZNQCLBS
SMILES O=C2c3c(O[C@H](c1ccc(O)c(O)c1)C2)cc(OC)cc3O
Properties
Chemical formula	C₁₆H₁₄O₆
Molar mass	302.28 g/mol
Density	1.458 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Sterubin (7-methoxy-3',4',5-trihydroxyflavanone) is a bitter-masking flavanone extracted from Yerba Santa (Eriodictyon californicum) a plant growing in America.^[1]

Sterubin is one of the four flavanones identified by Symrise in this plant which elicit taste-modifying properties. The others are homoeriodictyol, its sodium salt, and eriodictyol.^[2]

References

↑ Patricia Kaminski and Richard Katz. Yerba Santa Eriodictyon californicum. Flower Essence Society.
↑ Ley JP, Krammer G, Reinders G, Gatfield IL, Bertram HJ (July 2005). "Evaluation of bitter masking flavanones from Herba Santa (Eriodictyon californicum (H. and A.) Torr., Hydrophyllaceae)". J. Agric. Food Chem. 53 (15): 6061–6. doi:10.1021/jf0505170. PMID 16028996.

Flavanones and their glycosides

Flavanones	Butin Eriodictyol Naringenin Pinocembrin

O-methylated flavanones	Alpinetin Hesperetin Homoeriodictyol Isosakuranetin Pinostrobin (Pinocembrin-7-methylether) Sakuranetin Sterubin

C-methylated flavanones	Poriol

Glycosides	Eriocitrin Neoeriocitrin Hesperidin Liquiritin Naringin (Narigenin 7-O-neohesperidoside) Narirutin (Naringenin 7-O-rutinoside) Poncirin Prunin (Naringenin-7-O-glucoside) Sakuranin

Acetylated	8-Prenylnaringenin Isoxanthohumol Sophoraflavanone G

Acetylated glycosides	Nirurin

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