Identification

PhytoHub ID
PHUB000215
Name
6''-O-Acetylgenistin
Systematic Name
Not Available
Synonyms
  • 6''-O-Acetyl-5,7,4'-trihydroxyisoflavone 7-O-glucoside
  • 6''-O-Acetylgenistein 7-O-glucoside
  • Acetylgenistin
CAS Number
Not Available
Average Mass
474.418
Monoisotopic Mass
474.116211528
Chemical Formula
C23H22O11
IUPAC Name
(3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl acetate
InChI Key
DXWGBJJLEDQBKS-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C23H22O11/c1-10(24)31-9-17-20(28)21(29)22(30)23(34-17)33-13-6-15(26)18-16(7-13)32-8-14(19(18)27)11-2-4-12(25)5-3-11/h2-8,17,20-23,25-26,28-30H,9H2,1H3
SMILES
CC(=O)OCC1OC(OC2=CC(O)=C3C(OC=C(C3=O)C3=CC=C(O)C=C3)=C2)C(O)C(O)C1O
Structure

Calculated Properties

Solubility (ALOGPS)
4.79e-01 g/l
LogS (ALOGPS)
-3.00
LogP (ALOGPS)
1.25
Hydrogen Acceptors
10
Hydrogen Donors
5
Rotatable Bond Count
6
Polar Surface Area
172.20999999999998
Refractivity
112.97880000000002
Polarizability
46.19443874508199
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.6491028149510094
pKa (strongest acidic)
7.272996089201232
Number of Rings
4
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Isoflavones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Isoflavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Isoflavonoid O-glycosides
Direct Parent Name
Isoflavonoid O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acetals", "Benzene and substituted derivatives", "Carbonyl compounds", "Carboxylic acid esters", "Chromones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Isoflavones", "Monocarboxylic acids and derivatives", "Monosaccharides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Polyols", "Pyranones and derivatives", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations
Not Available
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Chromone", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyisoflavonoid", "Isoflavone", "Isoflavonoid o-glycoside", "Isoflavonoid-7-o-glycoside", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenolic glycoside", "Polyol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(29.00219012,0.9775637165);(31.01783932,1.305713116);(43.01783932,3.783540354);(59.01275342,2.264947793);(60.02057802,1.523661112);(71.01275342,1.467864198);(73.02840262,1.091442909);(89.02331672,1.517058753);(90.03114132,0.8279049168);(115.0389659,0.9009690644);(132.0417046,0.8882026753);(145.0495292,1.0408217);(146.0573538,0.8598849331);(161.0444433,1.266868731);(162.0522679,0.9393725219);(175.0600925,1.240668386);(176.0679171,0.8433574778);(205.0706558,3.198122711);(270.0522679,1.822442187);(341.0655699,0.828619855);(371.0761332,0.865320118);(401.0866965,2.566607228);(413.0866965,1.388940811);(414.0945211,1.582444321);(415.1023457,1.701911566);(443.0972598,1.170403267);(444.1050844,1.351445641);(445.112909,0.9299286155);(446.1207336,1.357236048);(456.1050844,2.481121053);(457.112909,2.625648998)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(43.01783932,4.153310441);(60.02057802,0.7555781077);(73.02840262,0.6579384814);(73.04679982,2.564890636);(89.04171392,1.278547985);(203.0734038,0.9380309247);(203.091801,0.8698741819);(270.0522679,2.261562958);(289.1285768,0.6896498421);(290.1364014,0.7740554614);(305.1234909,0.6903091213);(305.1418881,1.200267449);(306.1313155,0.6603297496);(306.1497127,0.6812753945);(421.1892272,2.835510286);(422.1909907,0.9924277168);(600.184132,0.7272621802);(601.1919566,1.835680988);(602.1944754,0.7988737148);(617.1868707,0.8882155337);(617.2052679,2.842114766);(618.1946953,0.7082360002);(618.2074826,1.381414114);(619.2064508,0.6584111767);(630.2130925,0.836535642);(631.2209171,1.316786646);(632.2231599,0.6551612053);(662.239305,0.8977951924);(675.2107453,7.708019888);(676.2130155,3.927152688);(677.2121873,1.906080566)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(29.00219012,0.9775637165);(31.01783932,1.305713116);(43.01783932,3.783540354);(59.01275342,2.264947793);(60.02057802,1.523661112);(71.01275342,1.467864198);(73.02840262,1.091442909);(89.02331672,1.517058753);(90.03114132,0.8279049168);(115.0389659,0.9009690644);(132.0417046,0.8882026753);(145.0495292,1.0408217);(146.0573538,0.8598849331);(161.0444433,1.266868731);(162.0522679,0.9393725219);(175.0600925,1.240668386);(176.0679171,0.8433574778);(205.0706558,3.198122711);(270.0522679,1.822442187);(341.0655699,0.828619855);(371.0761332,0.865320118);(401.0866965,2.566607228);(413.0866965,1.388940811);(414.0945211,1.582444321);(415.1023457,1.701911566);(443.0972598,1.170403267);(444.1050844,1.351445641);(445.112909,0.9299286155);(446.1207336,1.357236048);(456.1050844,2.481121053);(457.112909,2.625648998)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(19.01838972,0.2182257886);(43.01838972,2.669812807);(61.0289544,4.055905407);(75.04460446,0.3650763577);(85.0289544,0.8816536794);(95.04968984,0.8793092934);(113.023869,0.2212091122);(115.0395191,0.6607147686);(145.0500838,1.269878862);(147.0657338,0.3018352095);(175.0606485,0.4224866571);(187.0606485,0.2812691057);(203.0555631,0.298918174);(205.0712131,2.117339188);(253.0500838,0.5886923406);(255.0657338,1.604632113);(271.0606485,37.11801691);(275.0919486,0.4324581799);(277.1075986,0.4006916442);(299.0555631,0.2664768089);(381.0821717,0.4996630297);(397.0923425,0.2426011395);(397.0923425,1.660790699);(413.0872571,1.255380008);(415.1029072,9.270518213);(433.1134719,1.945224751);(439.1029072,0.8376081822);(457.1134719,6.611269193);(457.1134719,5.136811274);(457.1134719,0.8045854458);(475.1240366,16.68094566)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,1.087829449);(61.0289544,1.211420548);(75.04460446,0.3033696717);(85.0289544,1.296103234);(87.04460446,0.4697578297);(95.04968984,0.7531562805);(115.0395191,0.3810717839);(143.0344337,0.3495335635);(145.0500838,0.8216747254);(163.0606485,0.3914884039);(187.0606485,1.268076111);(205.0712131,2.998605306);(229.0500838,1.103124301);(241.0500838,2.871612491);(253.0500838,5.259231984);(255.0657338,1.477639357);(271.0606485,64.02848425);(311.0555631,0.4410547835);(371.0766924,0.2767700581);(397.0923425,1.929129065);(413.0872571,0.3036674921);(415.1029072,4.421809478);(433.1134719,0.3124576149);(433.1134719,0.8654774015);(439.1029072,0.5067347248);(443.0978218,0.3664996279);(445.1134719,0.2788264135);(445.1134719,0.4355127242);(457.1134719,1.219493647);(457.1134719,1.034145829);(475.1240366,1.536241854)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,7.498760174);(57.03403978,1.886286786);(61.0289544,5.470061514);(65.03912516,0.7790584822);(75.04460446,1.524316051);(79.01838972,0.7695958226);(85.0289544,2.74056435);(87.00821896,1.121952425);(87.04460446,0.6501137051);(95.04968984,0.7021350763);(119.0496898,3.95674783);(131.0344337,1.089642469);(135.0446045,1.245617452);(137.023869,1.114560573);(143.0344337,0.8633068586);(145.0500838,1.93480441);(147.0657338,0.6604112545);(153.0187836,2.462081804);(163.0606485,1.270121582);(187.0606485,1.057582378);(203.0344337,1.031730717);(229.0500838,3.594846729);(241.0500838,14.28534621);(243.0293483,0.7031241956);(253.0500838,7.893719011);(255.0657338,3.345087363);(271.0606485,26.07229051);(273.0762985,0.7526578356);(275.0919486,1.407737283);(277.1075986,1.274286156);(299.0555631,0.8414529866)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,10.66865156);(59.01330434,25.34867859);(61.0289544,0.3171784634);(71.01330434,0.4137731466);(73.0289544,1.283383107);(85.0289544,0.9426324014);(87.04460446,0.261601362);(89.02386902,0.6442814329);(101.023869,0.8126774442);(115.0395191,0.7433449967);(131.0344337,1.124070342);(145.0500838,1.76029504);(161.0449984,0.385541546);(175.0606485,1.370022299);(203.0555631,0.9508883467);(251.0344337,0.4733396492);(253.0500838,0.3341522138);(269.0449984,18.26351951);(293.0449984,0.3248396329);(311.0555631,1.190198611);(327.0504777,0.6907835744);(341.0661278,0.4796197189);(357.0610424,0.2624142084);(399.0716071,1.181396772);(413.0872571,2.633377994);(431.0978218,3.159186148);(443.0978218,0.2808241609);(443.0978218,0.2601378202);(455.0978218,2.014126136);(455.0978218,1.849002798);(473.1083865,19.57606097)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,6.285228918);(43.01838972,0.6324421179);(57.03403978,0.3224302107);(59.01330434,35.69393385);(61.0289544,0.3856489284);(73.0289544,1.099751449);(85.0289544,0.8980453452);(87.04460446,0.7170408243);(89.02386902,0.5156074616);(93.03403978,0.7037503975);(101.023869,0.5450330714);(115.0395191,0.8558664063);(145.0500838,0.626400538);(173.0449984,0.3193625195);(175.0606485,0.5764536844);(203.0555631,0.5798032572);(227.0344337,0.6307379086);(251.0344337,1.974533617);(253.0500838,0.4370998791);(269.0449984,34.28365841);(311.0555631,0.9218225658);(327.0504777,0.7538594516);(341.0661278,0.4178741621);(399.0716071,0.5429678211);(411.0716071,0.4539815253);(413.0872571,0.3122108743);(413.0872571,3.216324706);(431.0978218,0.8468941969);(455.0978218,1.518849949);(455.0978218,0.7413513262);(473.1083865,2.191034624)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,7.277672035);(43.01838972,2.381266846);(55.01838972,0.4095757624);(59.01330434,26.83022091);(67.01838972,0.2700903441);(69.03403978,0.26976156);(73.0289544,0.7675902819);(85.0289544,1.117793315);(87.04460446,0.4200308708);(89.06025453,0.3959594061);(93.03403978,0.980305857);(115.0395191,0.2596100484);(117.0340398,5.763536756);(131.0133043,0.3813707278);(133.0289544,0.7106141888);(135.008219,0.7914576491);(151.0031336,1.953379719);(201.0551691,1.062296657);(227.0344337,7.141257371);(239.0344337,1.920512239);(251.0344337,5.287397251);(253.0136983,0.5946426464);(253.0500838,1.094214442);(269.0449984,28.86978616);(271.0606485,0.2769552345);(273.0762985,0.2657698436);(283.0606485,0.2721134729);(309.039913,1.170469391);(311.0555631,0.4016448402);(339.0504777,0.3537707563);(383.0766924,0.3089334201)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(59.01385,23.46);(59.01385,23.46);(143.03498,7.4);(143.03498,7.4);(199.02481,6.21);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(387.07216,6.85);(395.07724,8.06);(395.07724,8.06);(411.07216,9.1);(411.07216,9.1);(413.08781,16.34);(413.08781,16.34);(413.08781,16.34);(413.08781,16.34);(413.08781,16.34);(413.08781,16.34);(413.08781,16.34);(413.08781,16.34);(413.08781,16.34);(431.09837,9.23);(431.09837,9.23);(431.09837,9.23);(431.09837,9.23);(431.09837,9.23);(431.09837,9.23);(431.09837,9.23);(431.09837,9.23);(431.09837,9.23);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92);(473.10894,99.92)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(41.00329,2.95);(59.01385,64.36);(59.01385,64.36);(131.03498,3.67);(131.03498,3.67);(227.03498,6.44);(227.03498,6.44);(227.03498,6.44);(253.05063,12.65);(253.05063,12.65);(253.05063,12.65);(253.05063,12.65);(253.05063,12.65);(253.05063,12.65);(253.05063,12.65);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(271.0612,10.0);(271.0612,10.0);(271.0612,10.0);(271.0612,10.0);(271.0612,10.0);(275.0925,4.13);(297.04046,6.25);(327.05103,3.29);(341.06668,5.55);(343.08233,2.65);(345.09798,2.76);(357.06159,2.46);(383.07724,6.42);(383.07724,6.42);(383.07724,6.42);(383.07724,6.42);(385.09289,2.93);(385.09289,2.93);(385.09289,2.93);(397.05651,2.42);(399.07216,12.41);(399.07216,12.41);(399.07216,12.41);(399.07216,12.41);(399.07216,12.41);(399.07216,12.41);(399.07216,12.41);(401.08781,4.83);(401.08781,4.83);(401.08781,4.83);(401.08781,4.83);(411.07216,2.82);(411.07216,2.82);(413.08781,14.61);(413.08781,14.61);(413.08781,14.61);(413.08781,14.61);(413.08781,14.61);(413.08781,14.61);(413.08781,14.61);(413.08781,14.61);(413.08781,14.61);(431.09837,13.16);(431.09837,13.16);(431.09837,13.16);(431.09837,13.16);(431.09837,13.16);(431.09837,13.16);(431.09837,13.16);(431.09837,13.16);(431.09837,13.16);(445.11402,5.44);(445.11402,5.44);(445.11402,5.44);(445.11402,5.44);(445.11402,5.44);(455.09837,3.25);(455.09837,3.25);(455.09837,3.25);(455.09837,3.25);(455.09837,3.25);(455.09837,3.25);(455.09837,3.25);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79);(473.10894,28.79)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00329,21.39);(59.01385,37.65);(59.01385,37.65);(117.03459,32.55);(133.0295,30.9);(201.05572,26.33);(227.03498,74.37);(227.03498,74.37);(227.03498,74.37);(239.03498,10.77);(241.05063,27.95);(241.05063,27.95);(241.05063,27.95);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0);(269.04555,100.0)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(401.08671,11.06);(401.08671,11.06);(401.08671,11.06);(401.08671,11.06);(401.08671,11.06);(401.08671,11.06);(401.08671,11.06);(401.08671,11.06);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(415.10236,5.24);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66);(475.12349,34.66)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(43.01784,8.31);(61.02841,2.28);(61.02841,2.28);(129.01824,1.95);(129.01824,1.95);(143.03389,1.15);(143.03389,1.15);(145.04954,1.42);(145.04954,1.42);(159.0288,1.17);(159.0288,1.17);(243.06519,5.01);(243.06519,5.01);(243.06519,5.01);(243.06519,5.01);(243.06519,5.01);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(313.07066,6.79);(373.09179,2.32);(373.09179,2.32);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(415.10236,3.99);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76);(433.11292,1.76)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01784,49.18);(45.03349,27.56);(57.03349,6.69);(57.03349,6.69);(59.04914,3.82);(59.04914,3.82);(73.02841,4.18);(73.02841,4.18);(87.04406,5.15);(87.04406,5.15);(103.03897,3.56);(103.03897,3.56);(119.04914,5.0);(119.04914,5.0);(129.01824,3.69);(129.01824,3.69);(133.04954,5.5);(133.04954,5.5);(137.02332,3.74);(137.02332,3.74);(143.03389,4.22);(143.03389,4.22);(153.01824,12.69);(159.0288,3.58);(159.0288,3.58);(161.04445,3.61);(161.04445,3.61);(241.04954,4.12);(241.04954,4.12);(241.04954,4.12);(243.06519,7.25);(243.06519,7.25);(243.06519,7.25);(243.06519,7.25);(243.06519,7.25);(271.04484,3.74);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(271.0601,100.0);(357.06049,9.17);(357.08162,6.52);(357.08162,6.52);(357.08162,6.52);(357.08162,6.52);(357.08162,6.52);(363.10744,3.61);(365.12309,3.61);(403.10236,3.56);(403.10236,3.56);(403.10236,3.56);(403.10236,3.56);(403.10236,3.56);(429.08162,4.75);(429.08162,4.75);(429.08162,4.75);(429.08162,4.75);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(433.11292,4.57);(445.11292,4.83);(445.11292,4.83);(445.11292,4.83);(447.12857,5.39);(447.12857,5.39);(447.12857,5.39);(447.12857,5.39);(447.12857,5.39);(447.12857,5.39);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(457.11292,3.63);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95);(475.12349,4.95)

Food Sources

NameGroup
Soy beanSoy and soy productsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
6''-O-Acetylgenistin GenisteinhumanNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H10O5270.052823422

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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