PhytoHub: Showing entry for Piceid (cis-)

Piceid (cis-)

Identification

PhytoHub ID

PHUB000334

Name

Piceid (cis-)

Systematic Name

Not Available

Synonyms

cis-resveratrol 3-beta-glucoside
Z-PICEID

CAS Number

Not Available

Average Mass

390.388

Monoisotopic Mass

390.131467668

Chemical Formula

C₂₀H₂₂O₈

IUPAC Name

(2S,4S,5S)-2-{3-hydroxy-5-[(1Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Key

HSTZMXCBWJGKHG-MWQIQHPGSA-N

InChI Identifier

InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1-/t16?,17-,18+,19?,20-/m1/s1

SMILES

[H]\C(=C(/[H])C1=CC(O[C@@H]2OC(CO)[C@@H](O)[C@H](O)C2O)=CC(O)=C1)C1=CC=C(O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.66e-01 g/l
LogS (ALOGPS): -2.71
LogP (ALOGPS): 0.65
Hydrogen Acceptors: 8
Hydrogen Donors: 6
Rotatable Bond Count: 5
Polar Surface Area: 139.84
Refractivity: 99.5999
Polarizability: 39.45445707552119
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.981092343730565
pKa (strongest acidic): 9.101978168495853
Number of Rings: 3
Rule of Five: No
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

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

Taxonomy as Metabolite

Metabolite Family: (Poly)phenol metabolites
Metabolite Class: Stilbene metabolites
Metabolite Sub-class: Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Resveratrol (cis-)	Polyphenols	Stilbenes	Not Available	Show Food Phytochemical
Piceid (trans-)	Polyphenols	Stilbenes	Not Available	Show Food Phytochemical
Piceid (cis-)	Polyphenols	Stilbenes	Not Available	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Stilbenes
Super-class: Phenylpropanoids and polyketides
Sub-class: Stilbene glycosides
Direct Parent Name: Stilbene glycosides
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acetals", "Hexoses", "Hydrocarbon derivatives", "O-glycosyl compounds", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenolic glycosides", "Phenoxy compounds", "Polyols", "Primary alcohols", "Secondary alcohols", "Styrenes"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Acetal", "Alcohol", "Aromatic heteromonocyclic compound", "Benzenoid", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Primary alcohol", "Secondary alcohol", "Stilbene glycoside", "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	(43.01838972,0.7465040943);(73.0289544,0.6815738727);(95.04968984,0.4490443067);(103.0395191,0.8865325768);(107.0496898,1.921634524);(109.0653399,0.9842120559);(119.0496898,1.121580961);(133.0500838,0.4757002497);(135.0446045,0.807769676);(145.0500838,0.5150349094);(163.0606485,2.770922941);(181.0712131,0.3987344687);(211.0759046,9.698681401);(213.0915547,0.5719051633);(227.0708192,0.6031534459);(229.0864693,35.16408326);(233.1177694,0.4203807677);(235.1334195,0.4203807677);(237.1490695,0.4203807677);(265.0712131,0.4272799441);(267.0868632,0.3960039786);(271.0817778,0.6428822473);(281.0661278,1.888302611);(283.0817778,3.022683175);(285.0974279,1.583228787);(297.0974279,0.5351812683);(329.1025133,0.3775199562);(355.1181633,1.037729549);(373.128728,12.11657886);(373.128728,0.64328696);(391.1392927,18.27111246)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(43.01838972,1.495206478);(45.03403978,0.6296561779);(95.04968984,0.7335560457);(107.0496898,1.644797818);(109.0653399,0.4913965273);(111.0446045,1.601078924);(119.0496898,3.355204654);(135.0446045,1.856051384);(143.0496898,0.8117044076);(145.0500838,2.602251024);(145.0653399,0.9732025931);(163.0606485,3.085373557);(169.0653399,0.4739083176);(185.0602545,1.441121664);(187.0759046,0.8672265606);(197.0602545,0.5964661089);(199.0759046,2.11238327);(211.0759046,17.75109475);(227.0708192,1.420840292);(229.0864693,40.54585471);(263.0555631,2.600072269);(265.0712131,2.098260397);(267.0504777,0.4619085157);(267.0868632,0.838317079);(281.0661278,2.09744542);(283.0817778,1.53579981);(285.0974279,1.062992607);(355.1181633,0.573759498);(361.128728,0.615405737);(373.128728,2.31411007);(391.1392927,1.313553333)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01838972,6.146962511);(45.03403978,1.457157147);(59.01330434,1.008774005);(71.01330434,1.091548102);(73.0289544,1.563520316);(87.00821896,1.706060563);(89.02386902,1.161721056);(95.04968984,1.892253607);(101.023869,1.022443537);(103.0395191,1.491321687);(107.0496898,4.525108235);(111.0446045,3.466916654);(119.0496898,5.82402583);(135.0446045,5.880675806);(141.0187836,0.9833383378);(143.0496898,2.01624994);(145.0500838,2.389238134);(147.0657338,2.437012147);(159.08099,1.62570968);(169.0653399,1.225592635);(185.0602545,3.44960849);(187.0759046,1.886715137);(197.0602545,4.0754129);(199.0759046,7.531560805);(211.0759046,12.45820443);(213.0551691,1.274352457);(213.0915547,1.042986144);(227.0708192,1.396602609);(229.0864693,14.43826304);(267.0868632,2.547312105);(331.1181633,0.9833519508)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(43.01838972,0.775866602);(45.03403978,0.4514472129);(56.99765427,0.4421940589);(59.01330434,1.001983251);(71.01330434,0.5080712678);(73.0289544,1.299635449);(85.0289544,0.6254531575);(87.00821896,0.4224790383);(89.02386902,2.664246181);(101.023869,0.3908740553);(103.0395191,2.97813077);(119.0344337,0.5823525845);(133.0500838,2.03924631);(135.0657338,0.4690149009);(149.0449984,0.9410044449);(161.0449984,1.879264898);(179.0555631,1.398456411);(203.0555631,0.4410674535);(209.0602545,4.771401035);(227.0708192,25.80885458);(251.0708192,0.4836493803);(269.0813839,1.68801218);(271.097034,0.3670464245);(285.0762985,1.040825216);(299.0919486,0.7296772712);(315.0868632,0.4030986517);(329.1025133,0.4509351296);(357.0974279,0.39901847);(359.1130779,1.547567495);(371.1130779,7.560119219);(389.1236426,35.4390069)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(43.01838972,2.792942993);(45.03403978,0.9492881399);(59.01330434,1.619517475);(71.01330434,0.6550008077);(73.0289544,2.850685033);(89.02386902,0.6372726545);(101.023869,0.7406054805);(103.0395191,1.417575208);(117.0551691,0.762138465);(131.0344337,0.954905075);(133.0500838,1.303903837);(161.0449984,3.498493047);(179.0555631,2.187250673);(183.0446045,1.548599826);(185.0602545,2.791522396);(199.0759046,0.9456122247);(209.0602545,7.038926945);(211.0759046,0.5543374616);(225.0551691,1.119014759);(227.0708192,46.18010706);(239.0708192,1.46685316);(269.0813839,0.7449576009);(269.0813839,0.7230270351);(285.0762985,1.203505013);(299.0919486,0.726857231);(329.1025133,0.6820383023);(347.1130779,0.8424182709);(357.0974279,0.8040061853);(359.1130779,1.621780699);(371.1130779,5.562822616);(389.1236426,5.074034321)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,2.463561567);(43.01838972,7.457681299);(45.03403978,1.774251839);(56.99765427,0.8660738112);(59.01330434,2.805077243);(71.01330434,1.354053466);(73.0289544,2.136375785);(89.02386902,1.113156134);(93.03403978,2.594498687);(103.0395191,0.6635940374);(109.0289544,1.890346411);(117.0340398,0.7386547812);(119.0344337,0.6291992093);(131.0344337,0.9767403523);(133.0289544,1.484816705);(143.0496898,0.5479782972);(157.0653399,3.54321405);(159.08099,0.9333535077);(161.0449984,0.6942045587);(169.0289544,0.937033658);(181.0653399,0.9878254508);(183.0446045,2.851951558);(185.0602545,3.758184756);(195.0446045,0.9104820847);(197.0602545,2.384431338);(199.0759046,1.550345282);(209.0602545,13.61189064);(211.0395191,0.7695185447);(211.0759046,1.05505134);(225.0551691,3.911426765);(227.0708192,32.60502685)

Food Sources

Name	Group
Apple	Fruit, Pomes	Publications	Show
Beer	Beverages, Alcoholic	Publications	Show
Lingonberry	Fruit, Berries	Publications	Show
Pistachio	Nuts	Publications	Show
Red grape juice	Beverages, Non-alcoholic	Publications	Show
Red wine	Beverages, Alcoholic	Publications	Show
Rosé wine	Beverages, Alcoholic	Publications	Show
Strawberry	Fruit, Berries	Publications	Show
Tomato	Vegetables, Fruit vegetables	Publications	Show
White grape juice	Beverages, Non-alcoholic	Publications	Show
White wine	Beverages, Alcoholic	Publications	Show

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Piceid (trans-)	Almond	Nuts	Publications	Show
Piceid (trans-)	Apple	Fruit, Pomes	Publications	Show
Piceid (cis-)	Apple	Fruit, Pomes	Publications	Show
Resveratrol (cis-)	Apple juice	Beverages, Non-alcoholic	Publications	Show
Resveratrol (cis-)	Beer	Beverages, Alcoholic	Publications	Show
Piceid (trans-)	Beer	Beverages, Alcoholic	Publications	Show
Piceid (cis-)	Beer	Beverages, Alcoholic	Publications	Show
Resveratrol (cis-)	Black tea	Teas and herbal teas	Publications	Show
Resveratrol (cis-)	Camomile tea	Teas and herbal teas	Publications	Show
Resveratrol (cis-)	Ceylon tea	Teas and herbal teas	Publications	Show
Piceid (trans-)	Chocolate	Cocoa and cocoa products	Publications	Show
Piceid (trans-)	Cocoa liquor	Cocoa and cocoa products	Publications	Show
Resveratrol (cis-)	Cranberry	Fruit, Berries	Publications	Show
Resveratrol (cis-)	Cranberry juice	Beverages, Non-alcoholic	Publications	Show
Resveratrol (cis-)	Dessert wine	Beverages, Alcoholic	Publications	Show
Piceid (trans-)	Garden rhubarb	Vegetables, Other vegetables	Publications	Show
Resveratrol (cis-)	Green tea	Teas and herbal teas	Publications	Show
Piceid (trans-)	Itadori tea	Teas and herbal teas	Publications	Show
Piceid (trans-)	Lentil coat	Pulses and beans	Publications	Show
Piceid (trans-)	Lingonberry	Fruit, Berries	Publications	Show
Piceid (cis-)	Lingonberry	Fruit, Berries	Publications	Show
Resveratrol (cis-)	Peach juice	Beverages, Non-alcoholic	Publications	Show
Piceid (trans-)	Peanut	Nuts	Publications	Show
Resveratrol (cis-)	Pistachio	Nuts	Publications	Show
Piceid (trans-)	Pistachio	Nuts	Publications	Show
Piceid (cis-)	Pistachio	Nuts	Publications	Show
Piceid (trans-)	Pomace	Fruit, Other fruits	Publications	Show
Resveratrol (cis-)	Red grape juice	Beverages, Non-alcoholic	Publications	Show
Piceid (trans-)	Red grape juice	Beverages, Non-alcoholic	Publications	Show
Piceid (cis-)	Red grape juice	Beverages, Non-alcoholic	Publications	Show
Resveratrol (cis-)	Red tea	Teas and herbal teas	Publications	Show
Resveratrol (cis-)	Red wine	Beverages, Alcoholic	Publications	Show
Piceid (trans-)	Red wine	Beverages, Alcoholic	Publications	Show
Piceid (cis-)	Red wine	Beverages, Alcoholic	Publications	Show
Resveratrol (cis-)	Red wine grape	Beverages, Alcoholic	Publications	Show
Resveratrol (cis-)	Rosé wine	Beverages, Alcoholic	Publications	Show
Piceid (trans-)	Rosé wine	Beverages, Alcoholic	Publications	Show
Piceid (cis-)	Rosé wine	Beverages, Alcoholic	Publications	Show
Piceid (trans-)	Strawberry	Fruit, Berries	Publications	Show
Piceid (cis-)	Strawberry	Fruit, Berries	Publications	Show
Resveratrol (cis-)	Tilia tea	Teas and herbal teas	Publications	Show
Resveratrol (cis-)	Tomato	Vegetables, Fruit vegetables	Publications	Show
Piceid (trans-)	Tomato	Vegetables, Fruit vegetables	Publications	Show
Piceid (cis-)	Tomato	Vegetables, Fruit vegetables	Publications	Show
Resveratrol (cis-)	White grape juice	Beverages, Non-alcoholic	Publications	Show
Piceid (trans-)	White grape juice	Beverages, Non-alcoholic	Publications	Show
Piceid (cis-)	White grape juice	Beverages, Non-alcoholic	Publications	Show
Resveratrol (cis-)	White wine	Beverages, Alcoholic	Publications	Show
Piceid (trans-)	White wine	Beverages, Alcoholic	Publications	Show
Piceid (cis-)	White wine	Beverages, Alcoholic	Publications	Show
Resveratrol (cis-)	White wine grape	Fruit, Berries	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
Piceid (cis-)	Piceid (cis-)	human	plasma, urine	unchanged	1h-3h	<20 nmol/L	Not Available	C₂₀H₂₂O₈	390.131467668	Publications
Piceid (cis-)	Resveratrol (cis-)	zebrafish	Not Available	host metabolism	Not Available	Not Available	Not Available	C₁₄H₁₂O₃	228.078644246	Publications
Resveratrol (cis-)	Piceid (cis-)	human zebrafish	LDL, plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₂₀H₂₂O₈	390.131467668	Publications
Piceid (trans-)	Piceid (cis-)	zebrafish	Not Available	host metabolism	Not Available	Not Available	Not Available	C₂₀H₂₂O₈	390.131467668	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Piceid (cis-)