1.02010-04-08 22:06:32 UTC2019-11-26 03:00:22 UTCFDB005123Lochnocarpol ALochnocarpol a is a member of the class of compounds known as 8-prenylated flavanones. 8-prenylated flavanones are flavanones that features a C5-isoprenoid substituent at the 8-position. Lochnocarpol a is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lochnocarpol a can be found in sweet orange, which makes lochnocarpol a a potential biomarker for the consumption of this food product. C25H28O5408.494408.1936740025,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-oneCC(C)=CCC1=C(O)C2=C(OC(CC2=O)C2=CC=C(O)C=C2)C(CC=C(C)C)=C1OInChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3HCNLDGTUMBOHKT-UHFFFAOYSA-N belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.8-prenylated flavanonesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavansAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids4'-hydroxyflavonoids5-hydroxyflavonoids6-prenylated flavanones7-hydroxyflavonoidsAlkyl aryl ethersAryl alkyl ketonesBenzene and substituted derivativesChromonesFlavanonesHydrocarbon derivativesOrganic oxidesOxacyclic compoundsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid4'-hydroxyflavonoid5-hydroxyflavonoid6-prenylated flavan6-prenylated flavanone7-hydroxyflavonoid8-prenylated flavanoneAlkyl aryl etherAromatic heteropolycyclic compoundAryl alkyl ketoneAryl ketoneBenzenoidBenzopyranChromaneChromoneEtherFlavanoneHydrocarbon derivativeHydroxyflavonoidKetoneMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolVinylogous acidlogp4.50logs-4.85solubility5.75e-03 g/llogp6.29pka_strongest_acidic7.51pka_strongest_basic-5iupac5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-oneaverage_mass408.494mono_mass408.193674002smilesCC(C)=CCC1=C(O)C2=C(OC(CC2=O)C2=CC=C(O)C=C2)C(CC=C(C)C)=C1OformulaC25H28O5inchiInChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3inchikeyHCNLDGTUMBOHKT-UHFFFAOYSA-Npolar_surface_area86.99refractivity119.78polarizability45.32rotatable_bond_count5acceptor_count5donor_count3physiological_charge0formal_charge0Specdb::MsMs55155Specdb::MsMs55156Specdb::MsMs55157Specdb::MsMs128862Specdb::MsMs128863Specdb::MsMs128864Specdb::MsMs3601385Specdb::MsMs3601386Specdb::MsMs3601387Specdb::MsMs3601388Specdb::MsMs3601389Specdb::MsMs3601390Sweet orangeType 1specificCitrus sinensis2711