precursor

Showing entry for Rutin

Identification

PhytoHub ID
PHUB000722
Name
Rutin
Systematic Name
Not Available
Synonyms
  • Birutan
  • Quercetin 3-O-rhamnosyl-glucoside
  • Quercetin 3-O-rutinoside
  • Quercetin 3-rutinoside
  • Rutinic acid
  • Rutoside
  • Sophorin
  • Vitamin P
CAS Number
Not Available
Average Mass
610.521
Monoisotopic Mass
610.153384886
Chemical Formula
C27H30O16
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2R,3S,4R,5R,6S)-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
IKGXIBQEEMLURG-GGFYDIPBSA-N
InChI Identifier
InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m1/s1
SMILES
C[C@H]1O[C@H](OC[C@@H]2O[C@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C3=CC(O)=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)
3.54e+00 g/l
LogS (ALOGPS)
-2.24
LogP (ALOGPS)
0.15
Hydrogen Acceptors
16
Hydrogen Donors
10
Rotatable Bond Count
6
Polar Surface Area
265.52
Refractivity
140.14510000000004
Polarizability
57.35343693719867
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.676496932449043
pKa (strongest acidic)
6.372405087704667
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
Flavonols

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Flavonoid-3-O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Benzene and substituted derivatives", "Catechols", "Chromones", "Disaccharides", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "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", "3'-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechol", "Chromone", "Disaccharide", "Flavone", "Flavonoid-3-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", "Polyol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(27.0234751,0.8212066316);(87.04460446,0.7266229423);(109.0289544,1.77863658);(111.0446045,0.4078545549);(145.0500838,0.5365601468);(147.0657338,3.219083461);(163.0606485,0.4832414331);(165.0762985,0.631208807);(177.0762985,0.7390952395);(189.0762985,0.4625178749);(219.0868632,0.6217830658);(249.0974279,0.8497977347);(279.1079926,0.4137895854);(285.039913,10.45392305);(287.0555631,1.148206661);(301.0348276,0.5385002975);(303.0504777,32.52290376);(307.0817778,0.3822946925);(309.0974279,0.3822946925);(309.1185573,2.289466789);(311.1130779,0.3822946925);(315.1443781,0.3747464922);(327.1291219,0.4713271428);(429.0821717,0.4839236549);(447.0927364,4.136343632);(449.1083865,0.4163490797);(465.1033011,2.439828535);(575.1400805,0.4956304835);(593.1506452,15.73341832);(593.1506452,1.355455214);(611.1612099,14.30169475)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(45.03403978,1.059916372);(57.03403978,0.3979404893);(109.0289544,3.136715008);(111.0446045,0.5613851983);(129.0551691,1.507557716);(145.0500838,0.4905016936);(147.0657338,4.830568882);(153.0187836,0.4269559815);(161.0449984,0.413854725);(163.0606485,2.207521863);(165.0762985,1.357762521);(271.0242629,1.212660929);(273.039913,8.465704206);(285.039913,12.1038754);(287.0555631,0.5815589112);(291.1079926,0.6363367707);(301.0348276,1.528759982);(303.0504777,41.57374189);(309.1185573,1.571723577);(343.0453923,0.3728993173);(435.0927364,0.6900853939);(447.0927364,4.873398924);(447.0927364,0.4376563652);(449.1083865,0.5088131251);(465.1033011,3.707083422);(501.1244305,0.4256777853);(581.1506452,0.471479658);(581.1506452,0.8249027809);(593.1506452,2.190994176);(593.1506452,0.3627820038);(611.1612099,1.069184933)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(45.03403978,2.123656586);(57.03403978,1.93284273);(87.04460446,1.3916006);(109.0289544,6.115504507);(111.0446045,2.067491926);(123.0446045,1.177658291);(131.0708192,1.459529388);(133.0289544,1.08681391);(137.023869,5.955188379);(145.0500838,1.341777672);(147.0657338,4.162794808);(153.0187836,6.380167998);(159.0657338,1.053317466);(161.0449984,1.508183579);(161.0813839,1.276458112);(163.0606485,7.049890858);(245.0449984,2.669444809);(247.0606485,1.400560957);(269.0449984,1.13633152);(273.039913,2.769308156);(285.039913,14.7653171);(287.0555631,1.305031029);(303.0504777,20.76569115);(307.0817778,1.053660099);(309.0974279,1.053660099);(309.1185573,1.225524206);(311.1130779,1.053660099);(447.0927364,1.105753337);(549.1244305,1.243471108);(551.1400805,1.053248292);(593.1506452,1.316461236)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(56.99765427,3.082496001);(57.03403978,1.114829451);(59.01330434,0.9670506494);(73.0289544,1.979178145);(87.00821896,2.839327433);(87.04460446,2.04780628);(89.02386902,1.087651754);(101.023869,1.015664842);(109.0289544,0.9366993895);(117.0551691,1.256005363);(145.0500838,4.328343505);(163.0606485,6.636269473);(219.0868632,0.7938613345);(235.0817778,1.463586857);(249.0974279,2.108270841);(279.1079926,1.821111217);(283.0242629,2.987418965);(295.1029072,1.024981281);(301.0348276,18.88433418);(307.1029072,1.366009016);(325.1134719,1.980153904);(343.0453923,1.294386999);(445.0770864,2.113221736);(463.087651,5.057932752);(471.1138658,0.8386159149);(487.087651,0.8789759617);(505.0982157,1.139662633);(521.0931304,1.323906693);(579.1349952,0.916372848);(591.1349952,6.044547945);(609.1455598,20.67132663)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(43.01838972,2.744008555);(59.01330434,2.048611571);(71.01330434,0.8844995298);(73.0289544,1.257441307);(75.00821896,0.9962438568);(87.00821896,1.281293624);(87.04460446,1.055398942);(89.02386902,4.335073742);(109.0289544,0.9269596549);(133.0500838,0.9967070454);(145.0500838,10.0999088);(151.0031336,0.8900347375);(161.0449984,1.735929473);(163.0606485,8.414608412);(205.0712131,0.8409981479);(245.0449984,1.069720034);(259.0242629,1.92964536);(279.1079926,1.134255094);(283.0242629,7.169177646);(285.039913,1.142284482);(301.0348276,29.27772302);(307.1029072,3.379820651);(313.0348276,0.9214735172);(325.1134719,2.039241755);(343.0453923,1.128500631);(445.0770864,1.30464126);(463.087651,1.489787071);(565.1193451,0.7490610235);(579.1349952,0.8291784038);(591.1349952,5.924685272);(609.1455598,2.003087384)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.332153048);(43.01838972,3.017380673);(55.01838972,1.310220681);(57.03403978,2.199691501);(59.01330434,3.218131468);(73.0289544,2.378522121);(85.0289544,1.31098041);(109.0289544,4.912921662);(125.023869,1.567443067);(135.008219,6.999297039);(137.023869,1.605741335);(145.0500838,2.863016731);(147.0293483,1.060703934);(149.023869,1.804581634);(151.0031336,3.226121231);(163.0606485,8.113521132);(187.0606485,1.045427074);(193.0136983,1.254460923);(203.0344337,1.132671582);(219.0504777,1.164501967);(221.0661278,2.742035168);(229.0136983,1.033880884);(245.0449984,2.288633129);(257.0086129,1.055258956);(259.0242629,3.582368031);(271.0242629,3.753814379);(283.0242629,5.171238451);(299.0191776,1.857320845);(301.0348276,24.94221822);(307.1029072,1.01785971);(457.1346012,1.03788302)

Food Sources

NameGroup
Apple juiceBeverages, Non-alcoholic PublicationsShow
ApricotFruit, Drupes PublicationsShow
AsparagusVegetables, Other vegetables PublicationsShow
Black teaTeas and herbal teas PublicationsShow
BlackberryFruit, Berries PublicationsShow
Cherry tomatoVegetables, Fruit vegetables PublicationsShow
Green teaTeas and herbal teas PublicationsShow
MateTeas and herbal teas PublicationsShow
Olive, blackFruit, Drupes PublicationsShow
PeachFruit, Drupes PublicationsShow
Rooibos teaBeverages, Non-alcoholic PublicationsShow
Star aniseHerbs and Spices PublicationsShow
Sweet cherryFruit, Drupes PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Rutin 3',4'-Dihydroxyphenylacetic acidhumanurinegut microbiota metaboliteNot AvailableNot Available5-10%C8H8O4168.042258738 Publications
Rutin Homovanillic acidhumanurinegut microbiota metaboliteNot AvailableNot Available5-10%C9H10O4182.057908802 Detailed Intervention Studies Publications
Rutin Quercetinhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC15H10O7302.042652662 Publications
Rutin 3'-Hydroxyphenylacetic acidhumanurinegut microbiota metaboliteNot AvailableNot Available5-10%C8H8O3152.047344118 Publications
Rutin 3-Hydroxyhippuric acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Rutin 4-Hydroxyhippuric acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H9NO4195.053157774 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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