Pinocembrin

Pinocembrin
Names
	IUPAC name 5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
	Other names Dihydrochrysin; Galangin flavanone; 5,7-Dihydroxyflavanone; 5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-; 5,7-Dihydroxy-2-phenyl-chroman-4-one
Identifiers
CAS Number	68745-38-0 (±) ; 480-39-7 (S)-(+); 206660-42-6 (R)-(-);
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28157 ;
ChEMBL	ChEMBL399910 ;
ChemSpider	208593 ;
KEGG	C09827;
PubChem CID	238782;
UNII	8T7C8CH791 ;
CompTox Dashboard (EPA)	DTXSID80285959 DTXSID3075412, DTXSID80285959 ;
	InChI InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2 Key: URFCJEUYXNAHFI-UHFFFAOYSA-N ; InChI=1/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2 Key: URFCJEUYXNAHFI-UHFFFAOYAA;
	SMILES O=C2c3c(OC(c1ccccc1)C2)cc(O)cc3O;
Properties
Chemical formula	C15H12O4
Molar mass	256.257 g·mol−1
Density	1.386 g/mL
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pinocembrin is a flavanone, a type of flavonoid. It is an antioxidant found in damiana,^[1] honey, fingerroot,^[2] and propolis.^[3]

References

^ Zhao, J; Dasmahapatra AK; Khan SI; Khan IA (Dec 2008). "Anti-aromatase activity of the constituents from damiana (Turnera diffusa)". J Ethnopharmacol. 120 (3): 387–393. doi:10.1016/j.jep.2008.09.016. PMID 18948180.
^ Punvittayagul, C; Wongpoomchai R; Taya S; Pompimon W. (January 2011). "Effect of pinocembrin isolated from Boesenbergia pandurata on xenobiotic-metabolizing enzymes in rat liver". Drug Metabolism Letters. 5 (1): 1–5. doi:10.2174/187231211794455226. PMID 20942797.
^ Bosio K; Avanzini C; D’Avolio A; Ozino O; Savoia D (2000). "In vitro activity of propolis against Streptococcus pyogenes". Letters in Applied Microbiology. 31 (2): 174–177. doi:10.1046/j.1365-2672.2000.00785.x. PMID 10972723. S2CID 1622868.

v t e 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

Names

IUPAC name 5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
Other names Dihydrochrysin Galangin flavanone 5,7-Dihydroxyflavanone 5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl- 5,7-Dihydroxy-2-phenyl-chroman-4-one
Identifiers
CAS Number	68745-38-0 (±)^Y 480-39-7 (S)-(+) 206660-42-6 (R)-(-)
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28157^N
ChEMBL	ChEMBL399910^N
ChemSpider	208593^Y
KEGG	C09827
PubChem CID	238782
UNII	8T7C8CH791^Y
CompTox Dashboard (EPA)	DTXSID80285959 DTXSID3075412, DTXSID80285959
InChI InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2^Y Key: URFCJEUYXNAHFI-UHFFFAOYSA-N^Y InChI=1/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2 Key: URFCJEUYXNAHFI-UHFFFAOYAA
SMILES O=C2c3c(OC(c1ccccc1)C2)cc(O)cc3O
Properties
Chemical formula	C₁₅H₁₂O₄
Molar mass	256.257 g·mol⁻¹
Density	1.386 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