PhytoHub: Showing entry for Viniferin (cis-Epsilon-)

Viniferin (cis-Epsilon-)

Identification

PhytoHub ID

PHUB000338

Name

Viniferin (cis-Epsilon-)

Systematic Name

Not Available

Synonyms

(-)-epsilon-Viniferin
Iso-[epsilon]-viniferin

CAS Number

Not Available

Average Mass

454.478

Monoisotopic Mass

454.141638428

Chemical Formula

C₂₈H₂₂O₆

IUPAC Name

5-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(1Z)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

InChI Key

FQWLMRXWKZGLFI-HQAJZZHBSA-N

InChI Identifier

InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1-/t27-,28+/m1/s1

SMILES

OC1=CC=C(\C=C/C2=C3[C@H]([C@@H](OC3=CC(O)=C2)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.39e-03 g/l
LogS (ALOGPS): -5.28
LogP (ALOGPS): 4.52
Hydrogen Acceptors: 6
Hydrogen Donors: 5
Rotatable Bond Count: 4
Polar Surface Area: 110.38000000000001
Refractivity: 130.03950000000003
Polarizability: 47.71513840650023
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -4.905960186217036
pKa (strongest acidic): 8.781727413567006
Number of Rings: 5
Rule of Five: No
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 10556
ChEBI: 76139
ChEBI: 76140
ChEBI: 76146
PubChem: 11236373
MetaboLights: MTBLC76139
PeakForestCompound: 000292

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", "Hydrocarbon derivatives", "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", "Coumaran", "Ether", "Hydrocarbon derivative", "Monocyclic benzene moiety", "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	(95.04968984,0.6764162087);(107.0496898,3.624452152);(109.0653399,1.95517601);(111.0446045,0.4161543408);(119.0496898,1.687022849);(121.0289544,0.4756994831);(121.0653399,0.5175952456);(123.0446045,1.06011484);(125.0602545,0.4604531634);(227.0708192,2.590906954);(229.0864693,0.3204734207);(245.0813839,2.232654737);(331.097034,1.58691509);(333.0762985,0.6566830302);(333.112684,1.738396994);(335.0919486,1.483409955);(335.1283341,0.67832725);(337.1075986,0.660002787);(345.112684,1.165703543);(347.0919486,7.016733638);(347.0919486,0.4708803408);(349.1075986,2.714251206);(349.1075986,3.496426646);(359.0919486,0.4601322545);(361.1075986,2.074983312);(413.1388988,0.4274078367);(425.1388988,0.7720737205);(437.1388988,4.323380911);(437.1388988,1.386456084);(439.1181633,0.9640190162);(455.1494635,51.90669698)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(95.04968984,1.00587485);(107.0496898,6.196758957);(109.0653399,1.775687538);(119.0496898,4.012741365);(121.0289544,2.955261695);(123.0446045,3.666035961);(125.0602545,3.322544103);(227.0708192,6.705870909);(239.0708192,1.017814974);(245.0813839,4.103244287);(329.0813839,0.8891679502);(331.097034,1.229284504);(333.0762985,1.947543653);(335.0919486,1.998702024);(343.097034,0.9569493104);(345.112684,1.741021);(347.0919486,13.23171419);(347.0919486,1.200212493);(349.1075986,3.295139072);(349.1075986,5.123002236);(359.0919486,1.16274239);(361.1075986,5.914287603);(371.1283341,0.9506441962);(411.1232487,1.719117181);(411.1232487,1.250008589);(413.1388988,2.507871868);(425.1388988,1.908141418);(425.1388988,2.024395425);(437.1388988,3.676333937);(437.1388988,0.9409011589);(455.1494635,11.57098516)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(77.03912516,3.179276541);(79.01838972,2.371531695);(107.0496898,13.27297439);(111.0446045,1.875430788);(119.0496898,4.907113271);(121.0289544,1.482488014);(125.0602545,3.346004836);(215.0708192,3.324465493);(223.0759046,4.700450457);(229.0864693,4.176710885);(239.0708192,8.669385732);(241.0864693,1.418386863);(255.0657338,1.353971271);(305.0813839,1.287506755);(315.1021193,1.897248299);(315.1021193,1.797495881);(317.0813839,1.601181103);(317.1177694,1.757613284);(317.1177694,2.33328871);(319.097034,1.309779306);(329.0813839,1.285076691);(331.097034,10.76778931);(333.112684,1.348000421);(347.0919486,4.567207249);(347.0919486,1.762853191);(349.1075986,1.583711495);(409.1075986,2.188230324);(409.1075986,1.940514518);(413.1388988,2.314531043);(425.1388988,3.050584068);(437.1388988,3.129198121)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(93.03403978,0.1869740307);(105.0340398,0.1340252692);(107.0496898,0.3153594445);(109.0289544,1.485113619);(121.0289544,0.2258278764);(209.0602545,0.6103613957);(225.0551691,1.215541749);(227.0708192,0.5974357702);(243.0657338,1.201281481);(267.0657338,0.1277637639);(309.0762985,0.0796867983);(331.097034,0.486887819);(335.0919486,0.1555046164);(343.097034,0.1688671436);(347.0919486,0.2607563503);(359.0919486,0.6844375232);(379.097034,0.0860029106);(381.112684,0.1668871207);(383.1283341,0.4200457813);(409.1075986,0.2174867314);(411.1232487,0.1581671128);(411.1232487,0.3806993709);(421.1075986,0.1550840003);(421.1075986,0.1592642465);(423.1232487,0.2015965678);(423.1232487,0.3291746861);(427.1181633,0.2361174673);(435.1232487,0.7175031086);(435.1232487,2.410244318);(437.1025133,0.1244549283);(453.1338134,86.301447)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,2.239376732);(93.03403978,0.6505941856);(105.0340398,0.7840027193);(107.0496898,0.8132995106);(109.0289544,5.288396862);(121.0289544,1.849620331);(209.0602545,0.7350787755);(225.0551691,1.356499198);(227.0708192,0.693163239);(243.0657338,1.217101163);(267.0657338,0.5359634959);(331.097034,1.325122129);(339.0657338,0.3855506744);(343.097034,1.278768748);(347.0919486,2.665643028);(359.0919486,1.992754895);(379.097034,0.5676457824);(383.1283341,0.7076301596);(407.0919486,0.7524262637);(409.1075986,2.697942056);(411.1232487,0.592716064);(411.1232487,4.114654187);(421.1075986,1.105747957);(421.1075986,1.469158214);(423.1232487,0.7153388443);(423.1232487,1.019239115);(427.1181633,0.6587199485);(435.1232487,1.32439822);(435.1232487,4.592611024);(437.1025133,1.069557605);(453.1338134,54.80127887)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,3.240139704);(77.03912516,1.304775511);(91.01838972,1.480552243);(93.03403978,12.71317907);(105.0340398,5.00015577);(107.0496898,1.255163672);(109.0289544,9.781869893);(121.0289544,2.682244281);(123.0446045,1.092534736);(209.0602545,4.742812783);(225.0551691,1.144998815);(227.0708192,1.895625283);(267.0657338,2.02241699);(303.1021193,1.579537486);(329.0813839,5.947979569);(331.097034,3.566330171);(333.112684,1.803043598);(341.0813839,7.573132535);(343.097034,2.373750681);(345.0762985,1.124444237);(347.0919486,2.555719618);(379.097034,1.926765793);(407.0919486,1.287284636);(409.1075986,3.207099658);(411.1232487,4.308848646);(421.1075986,2.00649137);(421.1075986,1.992029629);(423.1232487,2.155328128);(423.1232487,2.677175533);(435.1232487,1.132878069);(435.1232487,4.425691888)

Food Sources

	Name	Group
	Red wine	Beverages, Alcoholic	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Viniferin (cis-Epsilon-)