PhytoHub: Showing entry for Viniferin (delta-)

Viniferin (delta-)

Identification

PhytoHub ID

PHUB000317

Name

Viniferin (delta-)

Systematic Name

Not Available

Synonyms

Maximol A
trans-Gamma-viniferin

CAS Number

Not Available

Average Mass

454.478

Monoisotopic Mass

454.141638428

Chemical Formula

C₂₈H₂₂O₆

IUPAC Name

5-[(2S,3S)-5-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

InChI Key

LILPTCHQLRKZNG-LPGNHZEISA-N

InChI Identifier

InChI=1S/C28H22O6/c29-20-6-4-18(5-7-20)28-27(19-12-23(32)15-24(33)13-19)25-11-16(3-8-26(25)34-28)1-2-17-9-21(30)14-22(31)10-17/h1-15,27-33H/b2-1+/t27-,28+/m0/s1

SMILES

[H][C@@]1(OC2=C(C=C(\C=C\C3=CC(O)=CC(O)=C3)C=C2)[C@]1([H])C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.10e-03 g/l
LogS (ALOGPS): -5.34
LogP (ALOGPS): 4.56
Hydrogen Acceptors: 6
Hydrogen Donors: 5
Rotatable Bond Count: 4
Polar Surface Area: 110.38000000000001
Refractivity: 130.0395
Polarizability: 48.50492912098958
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -4.89016798744708
pKa (strongest acidic): 8.497816243447565
Number of Rings: 5
Rule of Five: No
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 76141
PubChem: 10095474
MetaboLights: MTBLC76141
Phenol-Explorer: 586
FooDB (Compounds): FDB000319
PeakForestCompound: 000277

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Stilbenes
Sub-class: Not Available

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: 2-arylbenzofuran flavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: Not Available
Direct Parent Name: 2-arylbenzofuran flavonoids
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "1-phenylcoumarans", "Alkyl aryl ethers", "Benzofurans", "Hydrocarbon derivatives", "Lignans, neolignans and related compounds", "Linear diarylheptanoids", "Oxacyclic compounds", "Resorcinols", "Stilbenes", "Styrenes"]
External Descriptor Annotations: ["1-benzofurans", "polyphenol", "stilbenoid"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "1-phenylcoumaran", "2-arylbenzofuran flavonoid", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzofuran", "Coumaran", "Ether", "Hydrocarbon derivative", "Linear 1,7-diphenylheptane skeleton", "Monocyclic benzene moiety", "Neolignan skeleton", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Resorcinol", "Stilbene", "Styrene"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(95.04968984,1.313266178);(111.0446045,0.7692457008);(121.0289544,0.5369081572);(123.0446045,1.227004305);(125.0602545,0.335143027);(135.0446045,1.943502247);(137.0602545,0.599321222);(211.0759046,0.3623808486);(227.0708192,3.001177081);(229.0864693,0.3565472696);(245.0813839,2.598915275);(317.0813839,0.7632562827);(319.097034,1.701477244);(321.112684,0.7609364059);(333.112684,2.064668556);(335.1283341,0.8299938916);(343.097034,0.5291259762);(343.097034,0.3565222433);(345.112684,3.222116523);(347.0919486,0.545217148);(349.1075986,3.289961296);(361.1075986,0.5149030033);(367.097034,0.2973546625);(409.1075986,0.358566553);(411.1232487,0.3878508712);(413.1388988,0.3974966051);(425.1388988,0.4409455621);(437.1388988,1.615725855);(437.1388988,3.234566362);(439.1181633,1.484829512);(455.1494635,64.16107413)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(107.0496898,0.8569427568);(111.0446045,1.059929494);(121.0289544,3.602110591);(123.0446045,4.816593269);(125.0602545,3.984601763);(135.0446045,5.166994783);(211.0759046,0.8093533277);(227.0708192,8.683318567);(245.0813839,5.570666312);(317.0813839,2.74360663);(319.097034,2.641974521);(321.112684,1.014038149);(333.112684,0.9746538543);(343.097034,1.492473312);(343.097034,1.219965407);(345.112684,6.348113273);(347.0919486,1.55701131);(349.1075986,4.594280827);(361.1075986,3.843220272);(367.097034,1.321075836);(369.112684,2.092496047);(371.1283341,2.490993768);(409.1075986,1.378119723);(411.1232487,2.676863604);(413.1388988,2.336832257);(425.1388988,2.17380909);(425.1388988,1.245306887);(437.1388988,1.57217871);(437.1388988,2.502523656);(439.1181633,0.9137229479);(455.1494635,18.31622905)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(51.0234751,2.162868673);(79.01838972,2.077083342);(79.05477522,2.340799075);(107.0496898,7.760957022);(111.0446045,1.717842456);(125.0602545,4.065703021);(135.0446045,10.37985909);(199.0759046,5.225631366);(211.0759046,2.585934334);(225.0915547,3.571008392);(229.0864693,1.934336193);(239.0708192,9.066890034);(315.1021193,2.854998761);(315.1021193,3.390181969);(317.0813839,4.773060446);(317.1177694,2.780910544);(317.1177694,3.476217307);(319.097034,1.836503903);(331.097034,1.857926909);(331.097034,1.706425247);(333.112684,3.132868803);(335.1283341,1.538593573);(347.0919486,1.93314159);(349.1075986,4.299022414);(367.097034,2.288448495);(385.1439842,1.622631632);(391.097034,1.619633093);(409.1075986,1.822882347);(411.1232487,2.033777027);(413.1388988,2.37731386);(439.1181633,1.76654908)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(93.03403978,4.066314046);(105.0340398,0.1404102751);(109.0289544,0.1600588258);(121.0289544,0.2217714356);(209.0602545,0.5998893803);(225.0551691,1.193707539);(227.0708192,0.5866573115);(243.0657338,1.179634654);(267.0657338,0.2690812859);(319.097034,0.1527025351);(331.097034,0.4842618117);(343.097034,0.1881343214);(347.0919486,0.1300007373);(359.0919486,0.6692367899);(381.112684,0.3277788104);(383.1283341,0.8249537173);(385.1439842,0.0743636198);(407.0919486,0.1222275047);(409.1075986,0.2346325051);(411.1232487,0.5610141026);(421.1075986,0.0782017286);(423.1232487,0.2664102341);(423.1232487,0.159534477);(427.1181633,0.1153808013);(427.1181633,0.1555412457);(435.1232487,0.6954756122);(435.1232487,1.675163637);(437.1025133,0.1486598532);(437.1025133,0.1129900223);(437.1025133,0.1051362231);(453.1338134,84.30067496)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,2.336835109);(93.03403978,3.903786532);(105.0340398,0.4285404695);(107.0496898,0.4025036541);(109.0289544,0.4417071299);(121.0289544,1.930116387);(209.0602545,0.7690238697);(225.0551691,1.415534467);(227.0708192,0.7237243949);(243.0657338,1.27250543);(319.097034,0.4022318694);(331.097034,1.404003322);(343.097034,1.433412726);(347.0919486,2.047408621);(359.0919486,2.03332684);(369.112684,0.442767555);(381.112684,0.7507415008);(383.1283341,1.477238939);(385.1439842,0.4944807222);(407.0919486,1.105135824);(409.1075986,2.527195609);(411.1232487,4.98848363);(421.1075986,0.7665482197);(423.1232487,0.9833199594);(423.1232487,0.5142046866);(427.1181633,0.3719790241);(427.1181633,0.4145191021);(435.1232487,1.336314044);(435.1232487,3.482502597);(437.1025133,0.8787904862);(453.1338134,58.52111728)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,3.180068735);(63.0234751,1.865113483);(93.03403978,26.16508043);(105.0340398,1.17654965);(109.0289544,4.788640541);(121.0289544,2.881190176);(209.0602545,4.718499075);(225.0551691,1.229925015);(227.0708192,2.050150981);(267.0657338,2.045151161);(273.0915547,1.131726403);(289.0864693,2.09150604);(315.0657338,1.488202463);(331.097034,5.031063566);(333.112684,1.33946673);(341.0813839,6.712983111);(343.097034,3.0246071);(359.0919486,1.943932685);(381.112684,1.488971666);(383.1283341,1.767821478);(385.1439842,1.500359603);(397.1075986,1.442943832);(405.112684,1.155410972);(407.0919486,2.029667758);(409.1075986,2.917214367);(411.1232487,4.54264241);(423.0868632,1.185606104);(423.1232487,1.819249884);(435.1232487,4.760768336);(437.1025133,1.421697052);(453.1338134,1.103789188)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(345.11214,12.94);(345.11214,12.94);(345.11214,12.94);(345.11214,12.94);(345.11214,12.94);(345.11214,12.94);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(107.04914,10.02);(107.04914,10.02);(107.04914,10.02);(107.04914,10.02);(225.05462,9.75);(225.05462,9.75);(225.05462,9.75);(225.05462,9.75);(227.07027,27.41);(227.07027,27.41);(227.07027,27.41);(227.07027,27.41);(227.07027,27.41);(227.07027,27.41);(229.08592,18.24);(229.08592,18.24);(229.08592,18.24);(229.08592,18.24);(229.08592,18.24);(345.11214,9.88);(345.11214,9.88);(345.11214,9.88);(345.11214,9.88);(345.11214,9.88);(345.11214,9.88);(349.10705,8.2);(349.10705,8.2);(349.10705,8.2);(349.10705,8.2);(349.10705,8.2);(349.10705,8.2);(349.10705,8.2);(349.10705,8.2);(349.10705,8.2);(361.10705,20.81);(361.10705,20.81);(361.10705,20.81);(361.10705,20.81);(369.11214,9.93);(369.11214,9.93);(371.12779,8.94);(371.12779,8.94);(381.11214,30.04);(381.11214,30.04);(383.12779,20.24);(383.12779,20.24);(385.14344,34.72);(385.14344,34.72);(385.14344,34.72);(409.10705,6.37);(409.10705,6.37);(409.10705,6.37);(409.10705,6.37);(409.10705,6.37);(409.14344,15.06);(411.1227,6.72);(411.1227,6.72);(411.1227,6.72);(411.1227,6.72);(413.13835,11.76);(413.13835,11.76);(413.13835,11.76);(413.13835,11.76);(413.13835,11.76);(413.13835,11.76);(427.154,10.22);(427.154,10.22);(427.154,10.22);(427.154,10.22);(427.154,10.22);(437.13835,18.01);(437.13835,18.01);(437.13835,18.01);(437.13835,18.01);(437.13835,18.01);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0);(455.14891,100.0)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(65.03858,9.79);(65.03858,9.79);(77.03858,23.37);(79.05423,54.16);(79.05423,54.16);(91.05423,78.23);(105.03349,17.87);(105.03349,17.87);(105.03349,17.87);(107.04914,100.0);(107.04914,100.0);(107.04914,100.0);(107.04914,100.0);(109.06479,16.01);(109.06479,16.01);(109.06479,16.01);(109.06479,16.01);(117.03349,11.72);(119.04914,12.36);(123.04406,13.65);(123.04406,13.65);(123.04406,13.65);(135.04406,10.2);(183.04406,16.48);(183.04406,16.48);(227.07027,12.37);(227.07027,12.37);(227.07027,12.37);(227.07027,12.37);(227.07027,12.37);(227.07027,12.37);(229.08592,14.67);(229.08592,14.67);(229.08592,14.67);(229.08592,14.67);(229.08592,14.67);(237.05462,24.3);(239.07027,11.16);(303.06519,32.58);(303.06519,32.58);(303.06519,32.58);(321.11214,12.58);(321.11214,12.58);(321.11214,12.58);(321.11214,12.58);(329.08084,10.51);(329.08084,10.51);(345.07575,17.44);(345.07575,17.44);(345.07575,17.44);(345.07575,17.44);(345.07575,17.44);(345.07575,17.44);(347.0914,9.82);(347.0914,9.82);(347.0914,9.82);(347.0914,9.82);(347.0914,9.82);(347.0914,9.82);(347.0914,9.82);(347.0914,9.82);(347.0914,9.82);(349.10705,13.78);(349.10705,13.78);(349.10705,13.78);(349.10705,13.78);(349.10705,13.78);(349.10705,13.78);(349.10705,13.78);(349.10705,13.78);(349.10705,13.78);(369.11214,18.58);(369.11214,18.58);(381.11214,12.82);(381.11214,12.82);(383.12779,16.53);(383.12779,16.53);(391.09649,10.02);(397.10705,10.02);(397.10705,10.02);(409.10705,16.15);(409.10705,16.15);(409.10705,16.15);(409.10705,16.15);(409.10705,16.15);(413.13835,10.56);(413.13835,10.56);(413.13835,10.56);(413.13835,10.56);(413.13835,10.56);(413.13835,10.56);(437.13835,9.84);(437.13835,9.84);(437.13835,9.84);(437.13835,9.84);(437.13835,9.84)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(41.00329,4.5);(93.03459,7.49);(93.03459,7.49);(93.03459,7.49);(93.03459,7.49);(109.0295,4.14);(109.0295,4.14);(347.0925,20.54);(347.0925,20.54);(347.0925,20.54);(347.0925,20.54);(347.0925,20.54);(347.0925,20.54);(365.08193,4.49);(367.09758,6.26);(367.09758,6.26);(367.09758,6.26);(369.11323,11.61);(369.11323,11.61);(369.11323,11.61);(383.12888,8.15);(383.12888,8.15);(395.0925,5.81);(395.0925,5.81);(395.0925,5.81);(407.12888,5.33);(411.1238,9.02);(411.1238,9.02);(411.1238,9.02);(411.1238,9.02);(411.1238,9.02);(411.1238,9.02);(411.1238,9.02);(411.1238,9.02);(425.13945,5.67);(425.13945,5.67);(425.13945,5.67);(425.13945,5.67);(435.1238,9.37);(435.1238,9.37);(435.1238,9.37);(435.1238,9.37);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(451.11871,27.5);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0);(453.13436,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00329,26.74);(65.03967,19.59);(65.03967,19.59);(77.03967,27.57);(77.03967,27.57);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(93.03459,100.0);(105.03459,21.35);(105.03459,21.35);(105.03459,21.35);(109.0295,16.37);(109.0295,16.37);(121.0295,12.74);(121.0295,12.74);(121.0295,12.74);(133.0295,12.97);(225.05572,29.64);(225.05572,29.64);(225.05572,29.64);(289.08702,30.41);(289.08702,30.41);(289.08702,30.41);(305.08193,23.61);(305.08193,23.61);(317.08193,27.02);(317.08193,27.02);(317.08193,27.02);(317.08193,27.02);(331.09758,23.51);(331.09758,23.51);(331.09758,23.51);(331.09758,23.51);(345.07685,44.31);(345.07685,44.31);(347.0925,33.13);(347.0925,33.13);(347.0925,33.13);(347.0925,33.13);(347.0925,33.13);(347.0925,33.13);(357.07685,29.68);(357.07685,29.68);(357.07685,29.68);(357.07685,29.68);(357.07685,29.68);(367.09758,51.38);(367.09758,51.38);(367.09758,51.38);(369.11323,59.62);(369.11323,59.62);(369.11323,59.62);(383.12888,19.9);(383.12888,19.9);(385.10815,17.05);(395.0925,33.9);(395.0925,33.9);(395.0925,33.9);(407.12888,19.57);(409.10815,34.09);(409.10815,34.09);(409.10815,34.09);(409.10815,34.09);(409.10815,34.09);(411.1238,23.53);(411.1238,23.53);(411.1238,23.53);(411.1238,23.53);(411.1238,23.53);(411.1238,23.53);(411.1238,23.53);(411.1238,23.53);(423.1238,12.45);(423.1238,12.45);(425.13945,13.23);(425.13945,13.23);(425.13945,13.23);(425.13945,13.23);(427.11871,15.18);(427.11871,15.18);(435.1238,14.73);(435.1238,14.73);(435.1238,14.73);(435.1238,14.73);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63);(451.11871,68.63)

Food Sources

	Name	Group
	Red wine	Beverages, Alcoholic	Publications	Show
	rhubarb root	Vegetables, Root vegetables	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Viniferin (delta-)		trans-δ-viniferin glucuronide	rat	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₃₄H₃₀O₁₂	630.173726406		Publications
	Viniferin (delta-)		trans-δ-viniferin sulfate	rat	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₂₈H₂₂O₉S	534.098453462		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Viniferin (delta-)