precursor

Showing entry for Vicenin 2

Identification

PhytoHub ID
PHUB000911
Name
Vicenin 2
Systematic Name
Not Available
Synonyms
  • Apigenin 6,8-di-C-glucoside
CAS Number
Not Available
Average Mass
594.522
Monoisotopic Mass
594.158470266
Chemical Formula
C27H30O15
IUPAC Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one
InChI Key
FIAAVMJLAGNUKW-VQVVXJKKSA-N
InChI Identifier
InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2/t12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1
SMILES
[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=C(O)C(=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1)[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
9.88e+00 g/l
LogS (ALOGPS)
-1.78
LogP (ALOGPS)
-0.97
Hydrogen Acceptors
15
Hydrogen Donors
11
Rotatable Bond Count
5
Polar Surface Area
267.28999999999996
Refractivity
139.15049999999994
Polarizability
57.70472598691263
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.644730897621573
pKa (strongest acidic)
5.737497455154958
Number of Rings
5
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

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 8-C-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Benzene and substituted derivatives", "C-glycosyl compounds", "Chromones", "Dialkyl ethers", "Flavones", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Polyols", "Primary alcohols", "Pyranones and derivatives", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations
["C-glycosyl compound", "Flavones and Flavonols", "flavones", "trihydroxyflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "C-glycosyl compound", "Chromone", "Dialkyl ether", "Ether", "Flavone", "Flavonoid-8-c-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Monosaccharide", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenolic glycoside", "Polyol", "Primary alcohol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(91.03951908,0.5080940476);(121.0500838,0.4896190691);(145.0500838,0.6409970003);(159.0293483,0.5234676187);(163.0606485,2.474740084);(413.0872571,1.685924056);(415.1029072,0.7570548439);(431.0978218,4.391629742);(433.1134719,1.430278547);(443.0978218,1.158900064);(445.1134719,0.6053997154);(459.0927364,2.108299935);(461.1083865,0.7881855206);(461.1083865,0.7881855206);(489.1033011,0.5219564997);(491.1189512,1.06349339);(501.1244305,0.703313219);(519.1138658,1.299194015);(521.1295159,1.989336579);(533.1295159,1.332527362);(535.1451659,1.117874785);(549.1244305,0.543993356);(551.1400805,0.6271668927);(559.1451659,1.332830192);(559.1451659,2.712889052);(563.1400805,1.010008458);(565.1557306,0.6073805845);(565.1557306,0.7641996892);(577.1557306,8.313122842);(577.1557306,23.80278372);(595.1662953,33.9071536)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.01838972,4.034076288);(45.03403978,1.703476471);(55.01838972,1.153514446);(73.0289544,1.364491355);(75.04460446,1.021342375);(145.0500838,5.287297358);(163.0606485,8.697643561);(413.0872571,1.385684398);(415.1029072,1.025392472);(425.0872571,2.334611445);(431.0978218,0.9732204211);(441.0821717,1.098735763);(443.0978218,4.279142308);(445.1134719,3.635410173);(447.1291219,1.024431657);(459.0927364,1.19944067);(461.1083865,1.250179246);(461.1083865,1.250179246);(473.1083865,2.084256909);(501.1244305,1.68341314);(503.1189512,2.10747692);(505.1346012,0.9465526405);(533.1295159,2.287413317);(535.1451659,1.981315864);(551.1400805,1.22876231);(559.1451659,3.390397503);(559.1451659,10.57225044);(565.1557306,0.9528551808);(577.1557306,4.328337401);(577.1557306,18.48025561);(595.1662953,7.238443107)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(89.02386902,3.000192564);(163.0606485,2.621801334);(309.039913,5.952355398);(323.0191776,1.732571217);(325.0348276,10.26946597);(327.0504777,1.976693616);(385.055957,10.81607821);(387.0716071,1.767922658);(413.0872571,2.662720113);(415.1029072,1.695664769);(429.1033011,1.541299462);(431.0978218,4.386519627);(441.0821717,3.515113145);(443.0978218,2.647475439);(445.1134719,2.149618804);(445.1134719,2.547067337);(447.1291219,3.180312756);(449.144772,2.378567449);(451.1604221,2.378567449);(459.0927364,7.989674934);(489.1033011,2.163211121);(491.1189512,2.097608419);(501.1033011,1.559726093);(503.1189512,1.84118037);(533.1295159,3.169204973);(535.1451659,2.426144096);(551.1400805,2.566204753);(559.1451659,2.421075473);(559.1451659,1.565355118);(577.1557306,2.481755151);(577.1557306,2.498852185)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(43.01838972,1.158552538);(59.01330434,0.764466479);(73.0289544,0.8697139361);(85.0289544,0.714511653);(89.02386902,1.290414014);(93.03403978,0.9486982745);(103.0395191,0.7751812116);(119.0344337,1.128694848);(309.039913,1.383879183);(339.0504777,0.8279647049);(413.0872571,1.101042973);(431.0978218,7.818508002);(441.0821717,0.7233253322);(443.0978218,1.081449256);(455.0978218,1.13942546);(459.0927364,1.968073352);(459.0927364,1.968073352);(473.1083865,2.258992987);(473.1083865,2.286212796);(489.1033011,2.939757736);(503.1189512,1.123448008);(503.1189512,0.8802363836);(519.1138658,2.37276685);(533.1295159,3.677039533);(561.1244305,1.078883163);(561.1244305,0.7623101018);(563.1400805,5.209357464);(563.1400805,2.342882517);(575.1400805,2.496064641);(575.1400805,9.998601269);(593.1506452,36.91147198)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(41.00273965,1.136778396);(43.01838972,4.474751232);(45.03403978,1.353538743);(59.01330434,3.195802278);(73.0289544,7.126577785);(87.04460446,2.179974034);(103.0395191,3.225364359);(311.0555631,1.542438123);(341.0661278,3.324004238);(413.0872571,1.220578616);(431.0978218,5.769129743);(443.0978218,3.737789938);(459.0927364,2.400711048);(459.0927364,2.400711048);(471.0927364,2.051703532);(473.1083865,3.599640219);(473.1083865,5.9485821);(487.1240366,2.179974034);(489.1033011,1.879420552);(501.1033011,2.657174989);(503.1189512,4.920743646);(503.1189512,2.599229797);(505.1346012,2.640426175);(531.1138658,1.134280766);(533.1295159,4.012016202);(561.1244305,1.148578373);(563.1400805,2.477127279);(563.1400805,2.374050461);(575.1400805,4.88477628);(575.1400805,6.609687674);(593.1506452,5.79443834)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.609515766);(43.01838972,10.51863916);(45.03403978,1.7937978);(59.01330434,6.110732022);(73.0289544,2.049535258);(131.0344337,6.340436522);(145.0500838,2.537745235);(311.0555631,2.830515657);(339.0504777,8.084119176);(353.0661278,2.535860476);(383.0766924,2.826511046);(399.0716071,3.782426802);(413.0872571,1.676398232);(431.0978218,2.23984208);(431.1189512,1.962202397);(443.0978218,3.364895371);(445.1134719,1.954904696);(461.1083865,2.426711573);(471.0927364,2.249784989);(475.1240366,4.02833147);(477.1396866,2.569549334);(489.1033011,7.069707063);(501.1033011,1.60442986);(501.1033011,1.825152445);(503.1189512,4.887581479);(505.1346012,1.768031242);(505.1346012,1.752999111);(507.1502513,2.27366879);(521.1295159,1.406941682);(531.1138658,1.477649159);(533.1295159,2.441384102)

Food Sources

NameGroup
Orange juiceBeverages, Non-alcoholic PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Vicenin 2 Vicenin 2ratplasmaunchanged1h-3h0.5-2µmol/LNo dataC27H30O15594.158470266 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back