Identification

PhytoHub ID
PHUB002027
Name
3-Hydroxyphloridzin
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
452.412
Monoisotopic Mass
452.131861593
Chemical Formula
C21H24O11
IUPAC Name
1-(2,4-dihydroxy-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(3,4-dihydroxyphenyl)propan-1-one
InChI Key
AONTYURQWYQJNQ-QNDFHXLGSA-N
InChI Identifier
InChI=1S/C21H24O11/c22-8-16-18(28)19(29)20(30)21(32-16)31-15-7-10(23)6-14(27)17(15)12(25)4-2-9-1-3-11(24)13(26)5-9/h1,3,5-7,16,18-24,26-30H,2,4,8H2/t16-,18-,19+,20-,21-/m1/s1
SMILES
[H][C@]1(CO)O[C@@]([H])(OC2=CC(O)=CC(O)=C2C(=O)CCC2=CC(O)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
Structure

Calculated Properties

Solubility (ALOGPS)
1.44e+00 g/l
LogS (ALOGPS)
-2.50
LogP (ALOGPS)
0.27
Hydrogen Acceptors
11
Hydrogen Donors
8
Rotatable Bond Count
7
Polar Surface Area
197.36999999999998
Refractivity
107.8326
Polarizability
43.521120431642295
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.981092346304827
pKa (strongest acidic)
7.863305247200087
Number of Rings
3
Rule of Five
No
Bioavailability
No
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Dihydrochalcones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Flavonoid O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "2'-Hydroxy-dihydrochalcones", "Acetals", "Alkyl-phenylketones", "Aryl alkyl ketones", "Benzoyl derivatives", "Butyrophenones", "Catechols", "Cinnamylphenols", "Hexoses", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenolic glycosides", "Phenoxy compounds", "Polyols", "Primary alcohols", "Resorcinols", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "2'-hydroxy-dihydrochalcone", "Acetal", "Alcohol", "Alkyl-phenylketone", "Aromatic heteromonocyclic compound", "Aryl alkyl ketone", "Aryl ketone", "Benzenoid", "Benzoyl", "Butyrophenone", "Catechol", "Cinnamylphenol", "Flavonoid o-glycoside", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Ketone", "Linear 1,3-diarylpropanoid", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Phenylketone", "Polyol", "Primary alcohol", "Resorcinol", "Secondary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(43.01838972,0.6332471106);(73.0289544,0.6233561038);(103.0395191,0.8208839139);(109.0289544,1.022943092);(111.0446045,0.5089334459);(123.0446045,1.791322815);(127.0395191,0.502434375);(133.0500838,0.4900019315);(137.0602545,1.340880434);(145.0500838,0.5177079935);(153.0187836,1.912429436);(163.0606485,2.862256123);(165.0551691,1.513918304);(181.0500838,0.7217448751);(255.0657338,0.632481227);(269.0661278,1.109217889);(271.0817778,0.4885866536);(273.0762985,10.42347342);(275.0919486,1.497608739);(287.0766924,2.378575725);(289.0712131,0.5056471501);(289.0923425,0.6035800898);(291.0868632,29.58064816);(297.0610424,0.6663219579);(315.0716071,1.827506117);(329.0872571,0.6061095388);(343.1029072,0.5225377124);(417.1185573,1.288304717);(435.1291219,3.674962295);(435.1291219,11.65760936);(453.1396866,17.2747693)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,0.9782585733);(109.0289544,1.452359831);(123.0446045,5.854264097);(125.0602545,0.5928106551);(127.0395191,0.6036501124);(137.023869,2.217181519);(137.0602545,3.482656476);(145.0500838,2.590127996);(147.0446045,0.65857995);(153.0187836,12.55259518);(155.0344337,3.921296648);(163.0395191,0.5508835602);(163.0606485,3.405704353);(165.0551691,4.07442904);(169.0500838,1.426323046);(179.0344337,1.215203878);(181.0500838,1.325994167);(255.0657338,1.558565654);(259.0606485,1.574335772);(261.0762985,5.722972171);(273.0762985,12.46592485);(275.0919486,0.8324206244);(289.0712131,0.7386984941);(291.0868632,21.98745882);(297.0610424,1.371165611);(299.0766924,0.6462110067);(315.0716071,1.598497952);(417.1185573,0.8051409524);(435.1291219,0.9392031745);(435.1291219,1.689146018);(453.1396866,1.167939808)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,3.104927317);(45.03403978,1.14856722);(85.0289544,1.191878503);(87.00821896,1.656652426);(109.0289544,3.172960181);(123.0446045,6.540886654);(125.0602545,1.170058116);(127.0395191,6.09498501);(135.0446045,1.961548206);(137.023869,1.172112867);(137.0602545,6.234764335);(145.0500838,2.342180602);(147.0657338,1.959930321);(153.0187836,17.05708673);(155.0344337,3.13966546);(161.023869,2.005498625);(163.0395191,1.556537652);(163.0606485,1.525459145);(165.0551691,2.712957618);(169.0500838,2.594204709);(181.0500838,2.812411354);(233.0813839,2.579950178);(261.0762985,1.736008041);(269.0661278,1.305554431);(273.0762985,8.494397985);(275.0919486,2.10194136);(291.0868632,7.921487233);(295.1181633,1.214627104);(299.1494635,1.214627104);(361.0923425,1.138442838);(435.1291219,1.13769067)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(43.01838972,0.7305533204);(59.01330434,0.9581912777);(73.0289544,1.260666396);(85.0289544,0.6144631943);(89.02386902,2.597301855);(103.0395191,2.737117196);(119.0344337,0.5464240442);(123.0446045,0.6177263147);(125.023869,0.8050063166);(133.0500838,2.114025542);(137.0602545,0.8813554554);(149.0449984,0.8684840041);(161.0449984,1.79379394);(163.0395191,0.6763915824);(165.0187836,1.122827163);(165.0551691,0.517373186);(179.0555631,1.285030153);(195.0293483,0.9821042528);(269.0661278,1.224124495);(271.0606485,4.804626962);(287.0766924,4.235596666);(289.0712131,21.56065894);(315.0716071,0.8306696577);(329.0872571,0.9238320101);(331.0817778,1.531105188);(347.0766924,0.9442985683);(361.0923425,0.7308968178);(409.1134719,0.5918214313);(421.1134719,1.596792997);(433.1134719,8.783733467);(451.1240366,31.1330076)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.8208743793);(43.01838972,2.017868281);(59.01330434,1.402168545);(73.0289544,2.601451452);(103.0395191,1.167738381);(123.0446045,1.111305888);(125.023869,4.761429618);(131.0344337,0.9414881577);(133.0500838,1.481981396);(137.0602545,1.674054199);(161.0449984,3.317979228);(163.0395191,4.625224998);(165.0551691,2.262978099);(167.0344337,3.936629775);(179.0555631,1.945354729);(245.0449984,0.8511570907);(247.0606485,1.621207853);(257.0661278,0.8706736571);(269.0661278,4.429901372);(271.0606485,5.759524366);(287.0766924,5.065149914);(289.0712131,29.67705383);(301.0712131,1.282580741);(311.0766924,1.073657111);(329.0872571,1.325781784);(331.0817778,1.331317778);(347.0766924,0.8931251362);(409.1134719,1.299394612);(421.1134719,1.605766494);(433.1134719,5.258346161);(451.1240366,3.586834979)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,3.298050179);(43.01838972,6.348400084);(45.03403978,1.646375066);(59.01330434,2.956096537);(71.01330434,1.342106929);(73.0289544,2.0624675);(83.01330434,1.438158228);(89.02386902,1.138624278);(109.0289544,1.297533211);(125.023869,4.546061619);(131.0344337,1.036025735);(137.0602545,1.192218101);(151.0031336,5.178058277);(161.023869,1.176048303);(163.0395191,3.356913142);(167.0344337,10.33226012);(175.0395191,1.610404027);(177.0551691,2.431031179);(207.0293483,1.51921559);(215.0344337,2.819593524);(217.0500838,2.932431694);(219.0657338,3.302747909);(243.0293483,1.268843436);(245.0449984,1.23027534);(247.0606485,2.214323935);(257.0449984,1.524979781);(259.0606485,2.336021308);(271.0606485,7.311072504);(287.0555631,1.631568358);(289.0712131,18.38791746);(359.0766924,1.134176643)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(123.04406,8.51);(123.04406,8.51);(123.04406,8.51);(123.04406,8.51);(123.04406,8.51);(137.05971,19.58);(137.05971,19.58);(137.05971,19.58);(137.05971,19.58);(137.05971,19.58);(139.07536,3.1);(139.07536,3.1);(145.04954,8.64);(145.04954,8.64);(145.04954,8.64);(145.04954,8.64);(155.03389,4.96);(163.0601,5.26);(163.0601,5.26);(163.0601,5.26);(163.0601,5.26);(163.0601,5.26);(163.0601,5.26);(163.0601,5.26);(165.05462,18.91);(165.05462,18.91);(165.05462,18.91);(165.05462,18.91);(167.07027,6.21);(167.07027,6.21);(177.01824,3.85);(179.03389,3.12);(273.07575,17.06);(273.07575,17.06);(273.07575,17.06);(273.07575,17.06);(273.07575,17.06);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(291.08631,78.1);(305.10196,4.56);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(435.12857,20.87);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0);(453.13914,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(107.04914,9.9);(107.04914,9.9);(119.04914,8.94);(119.04914,8.94);(123.04406,26.77);(123.04406,26.77);(123.04406,26.77);(123.04406,26.77);(123.04406,26.77);(129.01824,5.41);(129.01824,5.41);(137.05971,43.64);(137.05971,43.64);(137.05971,43.64);(137.05971,43.64);(137.05971,43.64);(139.07536,4.46);(139.07536,4.46);(143.03389,7.89);(143.03389,7.89);(143.03389,7.89);(145.04954,7.93);(145.04954,7.93);(145.04954,7.93);(145.04954,7.93);(147.04406,8.04);(147.04406,8.04);(147.04406,8.04);(147.06519,4.8);(147.06519,4.8);(147.06519,4.8);(147.06519,4.8);(147.06519,4.8);(153.01824,95.03);(155.03389,24.28);(163.0601,8.35);(163.0601,8.35);(163.0601,8.35);(163.0601,8.35);(163.0601,8.35);(163.0601,8.35);(163.0601,8.35);(165.05462,40.93);(165.05462,40.93);(165.05462,40.93);(165.05462,40.93);(167.03389,11.91);(169.04954,30.0);(179.03389,6.68);(181.04954,18.12);(183.06519,16.75);(249.07575,5.4);(249.07575,5.4);(249.07575,5.4);(263.0914,6.93);(263.0914,6.93);(263.0914,6.93);(273.07575,67.35);(273.07575,67.35);(273.07575,67.35);(273.07575,67.35);(273.07575,67.35);(289.07066,8.03);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(393.11801,7.02);(393.11801,7.02);(393.11801,7.02);(393.11801,7.02);(409.11292,12.2);(409.11292,12.2);(409.11292,12.2);(411.12857,6.13);(411.12857,6.13);(411.12857,6.13);(411.12857,6.13);(425.14422,9.73);(425.14422,9.73);(425.14422,9.73);(425.14422,9.73);(425.14422,9.73);(425.14422,9.73);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(435.12857,15.55);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62);(453.13914,14.62)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(45.03349,12.22);(57.03349,32.26);(65.03858,14.92);(73.02841,13.84);(73.02841,13.84);(75.04406,38.06);(75.04406,38.06);(75.04406,38.06);(87.04406,10.45);(87.04406,10.45);(87.04406,10.45);(89.05971,16.9);(89.05971,16.9);(95.04914,12.04);(95.04914,12.04);(95.04914,12.04);(107.04914,37.1);(107.04914,37.1);(113.05971,9.04);(113.05971,9.04);(113.05971,9.04);(113.05971,9.04);(119.04914,16.36);(119.04914,16.36);(121.04954,8.16);(123.04406,14.24);(123.04406,14.24);(123.04406,14.24);(123.04406,14.24);(123.04406,14.24);(133.04954,13.12);(133.04954,13.12);(135.06519,11.21);(137.05971,44.2);(137.05971,44.2);(137.05971,44.2);(137.05971,44.2);(137.05971,44.2);(145.02841,11.03);(145.02841,11.03);(147.06519,22.57);(147.06519,22.57);(147.06519,22.57);(147.06519,22.57);(147.06519,22.57);(153.01824,15.44);(163.0601,14.76);(163.0601,14.76);(163.0601,14.76);(163.0601,14.76);(163.0601,14.76);(163.0601,14.76);(163.0601,14.76);(165.07575,12.11);(165.07575,12.11);(165.07575,12.11);(165.07575,12.11);(165.07575,12.11);(165.07575,12.11);(165.07575,12.11);(167.03389,11.26);(181.04954,11.93);(273.07575,13.65);(273.07575,13.65);(273.07575,13.65);(273.07575,13.65);(273.07575,13.65);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(291.08631,100.0);(377.08671,28.79);(377.08671,28.79);(377.08671,28.79);(379.10236,10.68);(379.10236,10.68);(379.10236,10.68);(383.13366,10.09);(383.13366,10.09);(385.14931,9.43);(425.14422,10.08);(425.14422,10.08);(425.14422,10.08);(425.14422,10.08);(425.14422,10.08);(425.14422,10.08)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(153.01933,3.32);(271.0612,4.14);(271.0612,4.14);(271.0612,4.14);(271.0612,4.14);(271.0612,4.14);(271.0612,4.14);(271.0612,4.14);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(289.07176,10.55);(313.05651,2.91);(315.07216,6.79);(315.07216,6.79);(315.07216,6.79);(329.08781,4.68);(329.08781,4.68);(433.11402,10.55);(433.11402,10.55);(433.11402,10.55);(433.11402,10.55);(433.11402,10.55);(433.11402,10.55);(433.11402,10.55);(433.11402,10.55);(433.11402,10.55);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0);(451.12459,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(59.01385,6.52);(89.02442,4.78);(121.0295,4.34);(121.0295,4.34);(123.04515,4.53);(123.04515,4.53);(123.04515,4.53);(123.04515,4.53);(125.02442,24.36);(135.04515,4.04);(135.04515,4.04);(135.04515,4.04);(135.04515,4.04);(137.0608,16.76);(137.0608,16.76);(137.0608,16.76);(137.0608,16.76);(137.0608,16.76);(137.0608,16.76);(151.00368,4.15);(153.01933,11.56);(155.03498,21.3);(161.04555,6.95);(161.04555,6.95);(161.04555,6.95);(161.04555,6.95);(161.04555,6.95);(163.04007,4.44);(163.04007,4.44);(167.03498,46.93);(169.05063,7.54);(179.03498,3.97);(181.05063,4.0);(247.0612,10.81);(247.0612,10.81);(247.0612,10.81);(261.07685,5.13);(261.07685,5.13);(261.07685,5.13);(261.07685,5.13);(271.0612,18.78);(271.0612,18.78);(271.0612,18.78);(271.0612,18.78);(271.0612,18.78);(271.0612,18.78);(271.0612,18.78);(273.07685,13.31);(273.07685,13.31);(273.07685,13.31);(273.07685,13.31);(273.07685,13.31);(273.07685,13.31);(287.05611,7.62);(287.05611,7.62);(287.05611,7.62);(287.05611,7.62);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(289.07176,100.0);(291.08741,10.35);(291.08741,10.35);(291.08741,10.35);(293.10306,4.25);(295.11871,10.97);(391.10346,3.98);(391.10346,3.98);(391.10346,3.98);(393.11911,5.92);(393.11911,5.92);(393.11911,5.92);(393.11911,5.92);(395.13476,5.71);(433.11402,8.29);(433.11402,8.29);(433.11402,8.29);(433.11402,8.29);(433.11402,8.29);(433.11402,8.29);(433.11402,8.29);(433.11402,8.29);(433.11402,8.29);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17);(451.12459,12.17)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00329,6.63);(59.01385,17.03);(89.02442,5.96);(119.05024,7.55);(119.05024,7.55);(121.0295,20.13);(121.0295,20.13);(123.04515,26.68);(123.04515,26.68);(123.04515,26.68);(123.04515,26.68);(125.02442,9.35);(127.04007,16.43);(133.0295,29.54);(133.0295,29.54);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(137.0608,51.46);(137.0608,51.46);(137.0608,51.46);(137.0608,51.46);(137.0608,51.46);(137.0608,51.46);(151.00368,10.14);(151.04007,6.69);(153.01933,15.36);(155.03498,27.17);(157.05063,20.31);(161.04555,6.32);(161.04555,6.32);(161.04555,6.32);(161.04555,6.32);(161.04555,6.32);(163.04007,10.24);(163.04007,10.24);(167.03498,18.64);(169.05063,5.39);(177.05572,9.9);(179.03498,23.62);(205.05063,9.1);(259.0612,7.68);(259.0612,7.68);(259.0612,7.68);(261.07685,6.62);(261.07685,6.62);(261.07685,6.62);(261.07685,6.62);(271.0612,12.03);(271.0612,12.03);(271.0612,12.03);(271.0612,12.03);(271.0612,12.03);(271.0612,12.03);(271.0612,12.03);(273.07685,9.84);(273.07685,9.84);(273.07685,9.84);(273.07685,9.84);(273.07685,9.84);(273.07685,9.84);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(289.07176,38.76);(409.11402,9.36);(409.11402,9.36);(409.11402,9.36);(409.11402,9.36);(409.11402,9.36);(409.11402,9.36);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29);(451.12459,5.29)

Food Sources

NameGroup
AppleFruit, Pomes PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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