1.02010-04-08 22:04:57 UTC2019-11-26 02:56:26 UTCFDB001390BiflorinConstituent of Eugenia caryophyllata (clove)
Biflorin is an o-naphthoquinone isolated from Capraria biflora L. (Scrophulariaceae, a perennial shrub widely distributed in several countries of tropical America). Biflorin has cytotoxic and antioxidant potential, strongly inhibiting the growth of five tested tumor cell lines, especially the skin, breast and colon cancer cells with IC50 of 0.40, 0.43 and 0.88 micro/ml for B16, MCF-7 and HCT-8, respectively, while the antioxidant activity was assayed against autoxidation of oleic acid in a water/alcohol system. (PMID: 16042338). Biflorin is found in herbs and spices and cloves.6-b-D-Glucopyranosyl-5,7-dihydroxy-2-methyl-4H-1-benzopyran-4-one, 9CI6beta-C-Glucopyranosyl-5,7-dihydroxy-2-methylchromoneC16H18O9354.3087354.0950821745,7-dihydroxy-2-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one5,7-dihydroxy-2-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one89701-85-9CC1=CC(=O)C2=C(O1)C=C(O)C(C1OC(CO)C(O)C(O)C1O)=C2OInChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3XTZWWMZDVUKEDJ-UHFFFAOYSA-N belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.Phenolic glycosidesOrganic compoundsOrganic oxygen compoundsOrganooxygen compoundsCarbohydrates and carbohydrate conjugatesAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsC-glycosyl compoundsChromonesDialkyl ethersHeteroaromatic compoundsHexosesHydrocarbon derivativesOrganic oxidesOxacyclic compoundsOxanesPolyolsPrimary alcoholsPyranones and derivativesSecondary alcoholsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoidAlcoholAromatic heteropolycyclic compoundBenzenoidBenzopyranC-glycosyl compoundChromoneDialkyl etherEtherHeteroaromatic compoundHexose monosaccharideHydrocarbon derivativeMonosaccharideOrganic oxideOrganoheterocyclic compoundOxacycleOxanePhenolic glycosidePolyolPrimary alcoholPyranPyranoneSecondary alcoholVinylogous acidSolidlogp-0.72logs-1.43solubility1.31e+01 g/lmelting_pointMp 300-303° dec.logp-0.84pka_strongest_acidic6.16pka_strongest_basic-3iupac5,7-dihydroxy-2-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-oneaverage_mass354.3087mono_mass354.095082174smilesCC1=CC(=O)C2=C(O1)C=C(O)C(C1OC(CO)C(O)C(O)C1O)=C2OformulaC16H18O9inchiInChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3inchikeyXTZWWMZDVUKEDJ-UHFFFAOYSA-Npolar_surface_area156.91refractivity84.19polarizability33.95rotatable_bond_count2acceptor_count9donor_count6physiological_charge-1formal_charge0Specdb::MsMs89013Specdb::MsMs89014Specdb::MsMs89015Specdb::MsMs151857Specdb::MsMs151858Specdb::MsMs151859HMDB02336#<Reference:0x00005556747e8bd0>ClovesType 1specificSyzygium aromaticum219868Herbs and SpicesUnknowngenericanti bacterial145A substance that kills or slows the growth of bacteria.anti gingivitic298Any substance introduced into a living organism with therapeutic or diagnostic purpose.anti periodontic515anti plaque531anti septic603A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.phosphodiesterase inhibitor1215A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.