precursor

Showing entry for Apigenin 7-O-rutinoside

Identification

PhytoHub ID
PHUB001923
Name
Apigenin 7-O-rutinoside
Systematic Name
Not Available
Synonyms
  • Apigenin 7-glycosides; 7-O-[α-L-Rhamnopyranosyl-(1→6)-β-D-glucopyranoside]
  • Isorhoifolin
CAS Number
552-57-8
Average Mass
578.523
Monoisotopic Mass
578.163555646
Chemical Formula
C27H30O14
IUPAC Name
5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
InChI Key
FKIYLTVJPDLUDL-WCDRIBADSA-N
InChI Identifier
InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3/t10-,18-,20-,21-,22+,23+,24+,25-,26+,27-/m1/s1
SMILES
C[C@H]1O[C@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(O)=C3)C(=O)C=C(O4)C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.91e+00 g/l
LogS (ALOGPS)
-2.48
LogP (ALOGPS)
-0.00
Hydrogen Acceptors
14
Hydrogen Donors
8
Rotatable Bond Count
6
Polar Surface Area
225.05999999999997
Refractivity
135.92790000000002
Polarizability
56.43798016483737
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.612182351683661
pKa (strongest acidic)
7.297634775502368
Number of Rings
5
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Flavonoid-7-O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "Acetals", "Benzene and substituted derivatives", "Chromones", "Disaccharides", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "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", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Disaccharide", "Flavone", "Flavonoid-7-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "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 LC-MS/MSNot AvailablePositivelowView Spectrum(27.0234751,0.8773254543);(87.04460446,0.7789441295);(117.0551691,0.3536213342);(145.0500838,0.5648944461);(147.0657338,3.483559946);(163.0606485,0.4895172486);(165.0762985,0.6740652868);(177.0762985,0.8078800434);(189.0762985,0.4946944912);(219.0868632,0.5534192305);(249.0974279,0.9116636959);(253.0500838,0.5982125541);(255.0657338,1.428837509);(271.0606485,37.65129693);(275.0919486,0.4087674163);(277.1075986,0.4087674163);(279.1079926,0.4420667369);(279.1232487,0.4087674163);(281.1388988,0.4003555547);(283.1545488,0.4003555547);(285.1701989,0.4003555547);(309.1185573,2.032587222);(397.0923425,0.6826141236);(415.1029072,4.610966392);(433.1134719,2.706079936);(485.1295159,0.4033391091);(517.1346012,0.43584154);(519.1502513,0.353385114);(543.1502513,1.562890987);(561.160816,18.76336723);(579.1713807,15.91156039)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(45.03403978,1.105541402);(57.03403978,0.308157196);(95.04968984,0.2951175888);(117.0551691,0.2984489672);(119.0708192,0.3187262405);(129.0551691,1.526653482);(145.0500838,0.4969610039);(147.0657338,4.797357352);(161.0449984,0.428654347);(163.0606485,2.230176512);(165.0762985,1.351103111);(179.0344337,0.3578474559);(189.0762985,0.3386447808);(229.0500838,0.6336640211);(241.0500838,2.297144528);(245.0449984,0.3601560684);(253.0500838,4.558347554);(255.0657338,0.7873436099);(271.0606485,58.39801004);(291.1079926,0.6409235443);(309.1185573,1.412310912);(311.0555631,0.3789020434);(397.0923425,0.5488208732);(415.1029072,5.908545555);(417.1185573,0.5289765473);(433.1134719,4.011169995);(535.1451659,0.3111193993);(543.1502513,0.7505142217);(549.160816,0.7354605241);(561.160816,2.760452823);(579.1713807,1.124748302)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(45.03403978,2.244718495);(55.01838972,1.894358421);(57.03403978,1.798793611);(75.04460446,1.373182333);(79.01838972,1.494030761);(87.00821896,1.10984764);(87.04460446,1.460620109);(119.0496898,3.211147887);(131.0708192,1.565312419);(145.0289544,1.206412134);(145.0500838,1.224167404);(147.0657338,3.743234444);(153.0187836,1.809341749);(159.0657338,1.105103953);(161.0449984,1.417156614);(161.0813839,1.352408948);(163.0606485,5.907305895);(177.0762985,1.422766006);(229.0500838,2.350989137);(241.0500838,11.17067685);(253.0500838,6.408990846);(255.0657338,2.001155192);(271.0606485,32.42295088);(271.0817778,1.110356376);(275.0919486,1.114435953);(277.1075986,1.114435953);(279.1232487,1.114435953);(415.1029072,1.404021084);(517.1346012,1.277952898);(519.1502513,1.105604398);(561.160816,2.064085665)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,0.6144889579);(56.99765427,2.525421359);(57.03403978,1.107666674);(59.01330434,0.9493323131);(71.01330434,0.7894234211);(73.0289544,2.047134958);(87.00821896,2.364021954);(87.04460446,2.089077666);(89.02386902,1.076483385);(93.03403978,0.6840160182);(101.023869,0.9689642185);(117.0551691,1.262588676);(133.0500838,0.7534236168);(145.0500838,4.673699925);(163.0606485,6.758524673);(219.0868632,0.7650591537);(235.0817778,1.469329499);(249.0974279,2.066084648);(269.0449984,21.85386365);(279.1079926,1.799863605);(307.1029072,0.8164207546);(311.0555631,1.338743011);(327.0504777,0.782578088);(413.0872571,2.492586755);(431.0978218,5.157593109);(473.1083865,1.114500844);(489.1033011,1.358149572);(491.1189512,0.7902444774);(547.1451659,0.93540569);(559.1451659,6.545533052);(577.1557306,22.04977627)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,0.5540911949);(43.01838972,3.059465291);(59.01330434,2.039851702);(71.01330434,0.9487650618);(73.0289544,1.326541858);(75.00821896,0.5930804128);(87.00821896,1.252597196);(87.04460446,1.119117557);(89.02386902,3.953958051);(103.0395191,0.8195153468);(133.0500838,1.053063865);(145.0500838,10.7637606);(161.0449984,1.157987786);(163.0606485,8.300206848);(205.0712131,0.8022016195);(219.0868632,0.5777776888);(227.0344337,0.6957653372);(251.0344337,2.174050207);(253.0500838,0.5706194805);(269.0449984,41.20016458);(277.0923425,0.7483139304);(279.1079926,0.9883154872);(307.1029072,0.6819959898);(311.0555631,1.101149089);(327.0504777,0.8394662317);(413.0872571,2.301530446);(431.0978218,1.699218137);(473.1083865,0.6012352034);(547.1451659,0.8898844123);(559.1451659,4.782562333);(577.1557306,2.403747055)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(29.00273965,0.557767495);(41.00273965,1.584352037);(43.01838972,3.302977661);(55.01838972,1.415304802);(56.99765427,0.7220903516);(57.03403978,1.695638612);(59.01330434,2.495926476);(73.0289544,2.445701372);(85.0289544,0.9529571011);(89.06025453,0.6813644128);(115.0395191,0.628561543);(117.0340398,5.753406959);(143.0133043,0.8633874937);(145.0500838,2.890502283);(151.0031336,1.944069233);(163.0606485,5.248499159);(187.0606485,0.8255261861);(191.0919486,0.6688634872);(201.0551691,1.057233382);(205.0712131,0.7608342383);(215.0344337,0.9115480683);(227.0344337,7.11991585);(239.0344337,1.911358411);(251.0344337,5.262195679);(253.0136983,0.5918083729);(253.0500838,1.152244597);(269.0449984,43.4594475);(309.039913,0.8075548527);(311.0555631,0.681587485);(339.0504777,0.6934194966);(415.1240366,0.913955406)

Food Sources

NameGroup
Globe artichokeVegetables, Other vegetables PublicationsShow
Olive, blackFruit, Drupes PublicationsShow
PeppermintHerbs and Spices PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Apigenin 7-O-rutinoside ApigeninhumanNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H10O5270.052823422

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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