PhytoHub: Showing entry for Rhapontigenin

Rhapontigenin

Identification

PhytoHub ID

PHUB000327

Name

Rhapontigenin

Systematic Name

Not Available

Synonyms

3,3′,5′-Trihydroxy-4-methoxystilbene
RHA

CAS Number

500-65-2

Average Mass

258.273

Monoisotopic Mass

258.089208931

Chemical Formula

C₁₅H₁₄O₄

IUPAC Name

5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol

InChI Key

PHMHDRYYFAYWEG-NSCUHMNNSA-N

InChI Identifier

InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+

SMILES

O(C1=C(O)C=C(/C=C/C2=CC(O)=CC(O)=C2)C=C1)C

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.82e-02 g/l
LogS (ALOGPS): -3.73
LogP (ALOGPS): 2.64
Hydrogen Acceptors: 4
Hydrogen Donors: 3
Rotatable Bond Count: 3
Polar Surface Area: 69.92
Refractivity: 73.91870000000002
Polarizability: 27.519496068488582
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -4.888843867498496
pKa (strongest acidic): 8.575874343536256
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 5320954
KNApSAcK: C00015562
PeakForestCompound: 000286

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
Piceatannol	Polyphenols	Stilbenes	Not Available	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Stilbenes
Super-class: Phenylpropanoids and polyketides
Sub-class: Not Available
Direct Parent Name: Stilbenes
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Phenoxy compounds", "Resorcinols", "Styrenes"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Resorcinol", "Stilbene", "Styrene"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(110.0362272,2.594809507);(111.0440518,1.572522519);(122.0362272,5.115005185);(123.0440518,7.0987418);(124.0518764,2.567201956);(125.059701,1.245542368);(147.0440518,1.823034442);(149.059701,1.219363247);(170.0362272,2.177615742);(171.0440518,1.64595103);(172.0518764,2.278678149);(173.059701,2.833728184);(186.0675256,1.237784931);(187.0753502,2.517011675);(212.0467905,2.191027806);(213.0546151,1.859790522);(214.0624397,2.623926141);(215.0702643,1.874273156);(216.0780889,1.470319344);(226.0624397,1.951133454);(227.0702643,2.029199818);(228.0780889,3.753471095);(229.0859135,3.182154751);(230.0937381,2.731271802);(240.0780889,1.854732106);(242.0573538,4.040483209);(243.0651784,11.02991589);(244.0685721,1.763294137);(257.0808276,2.918462608);(258.0886522,16.04730188);(259.0920509,2.752251547)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(43.01838972,0.1238566987);(57.03403978,0.0841925381);(71.01330434,0.0631998827);(71.04968984,0.193340102);(93.03403978,0.0574579677);(111.0446045,0.8959831246);(119.0496898,0.0416211379);(123.0446045,2.07716802);(125.0602545,0.8625654202);(135.0446045,2.257049732);(137.0602545,0.7017774357);(149.0602545,2.22906773);(159.0446045,0.1615526923);(161.0602545,0.1512698987);(173.0602545,0.1676406105);(175.0759046,0.1516502573);(185.0602545,0.0629377703);(189.0551691,0.063940261);(189.0915547,0.1255957883);(191.1072047,0.055564213);(201.0551691,0.0739001889);(213.0551691,0.1502218549);(215.0708192,0.3019601147);(217.0864693,0.2853880324);(227.0708192,1.504506582);(229.0864693,1.245747638);(231.0657338,0.1193650391);(233.0813839,0.1188899);(241.0864693,2.64928554);(243.0657338,1.303094633);(259.097034,81.72020919)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(47.04968984,0.4547814324);(51.0234751,0.4477257436);(57.03403978,0.3880029917);(59.04968984,0.4150636638);(73.06533991,0.5629758743);(93.03403978,0.5204227275);(111.0446045,1.687228999);(123.0446045,5.102886396);(125.0602545,1.424992828);(135.0446045,8.209712992);(137.0602545,0.7895516828);(149.0602545,7.723804487);(159.0446045,1.992755592);(161.0602545,1.973442691);(163.0759046,0.9719392332);(173.0602545,1.748350774);(175.0759046,2.032541521);(185.0602545,0.9009132995);(199.0759046,1.000327049);(201.0551691,0.4620812907);(211.0759046,0.4321816836);(213.0551691,0.5784737502);(215.0708192,2.335589525);(217.0864693,1.346881647);(227.0708192,3.109520337);(229.0864693,6.268237907);(231.0657338,0.4509733459);(233.0813839,0.3462145841);(241.0864693,2.90946727);(243.0657338,1.57997245);(259.097034,41.83298623)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01838972,1.006669291);(51.0234751,10.00829281);(77.03912516,1.855797634);(79.01838972,1.207721619);(81.03403978,1.023724676);(93.03403978,8.90526432);(109.0289544,2.676039942);(111.0446045,2.287022111);(117.0340398,2.984304336);(119.0496898,3.149142793);(123.0446045,12.06878422);(125.0602545,0.9444315036);(133.0289544,2.352514292);(135.0446045,9.909498559);(137.0602545,1.267918218);(149.0602545,4.13880088);(159.0446045,4.539489814);(161.0602545,0.8742593567);(173.0602545,4.278213);(185.0602545,5.056488837);(187.0759046,1.612090596);(199.0759046,2.549064769);(211.0759046,2.743746839);(213.0551691,1.237757997);(215.0708192,0.972601262);(223.0759046,0.9285273356);(225.0551691,0.8989429828);(227.0708192,1.491261462);(229.0864693,1.220505987);(241.0864693,3.018988613);(243.0657338,2.792133944)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(15.0234751,0.0654664651);(31.01838972,0.2902721868);(41.00273965,0.07849555);(55.01838972,0.2696767732);(57.03403978,0.165375362);(69.03403978,0.0459133576);(71.01330434,0.0618531405);(83.01330434,0.0532173541);(97.0289544,0.0532173541);(109.0289544,0.1636169847);(123.0446045,0.1506711045);(133.0289544,0.0251934625);(135.0446045,0.0519999532);(147.0446045,0.0249530466);(159.0446045,0.0386282229);(171.0446045,0.0381061202);(173.0602545,0.0336902186);(185.0602545,0.0738259917);(187.0759046,0.4091229956);(189.0915547,0.0396562277);(201.0551691,0.0657393611);(209.0602545,0.0253277886);(213.0551691,0.1555008194);(215.0708192,0.4244712991);(225.0551691,0.4346153037);(227.0708192,0.4915381562);(229.0500838,0.1119549302);(231.0657338,0.4940363536);(239.0708192,1.132630152);(241.0500838,1.148527504);(257.0813839,93.38270646)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(15.0234751,0.1698062918);(31.01838972,0.3082812764);(41.00273965,0.1700081336);(55.01838972,0.1755365417);(69.03403978,0.1157186184);(107.0133043,0.1322855698);(109.0289544,0.4266792865);(123.0446045,0.2870047098);(133.0289544,0.1142761225);(135.0446045,0.2182279724);(159.0446045,0.3265191906);(171.0446045,0.2414330811);(173.0602545,0.2887714964);(183.0446045,1.466040622);(185.0602545,1.143011024);(187.0759046,0.5372190883);(189.0915547,0.2270073735);(197.0602545,0.129650244);(199.0395191,1.387451835);(201.0551691,0.9566969801);(209.0602545,0.3895252806);(211.0395191,0.919689692);(213.0551691,2.157495218);(215.0708192,3.924732118);(225.0551691,2.327209129);(227.0708192,2.669183643);(229.0500838,0.9844232228);(231.0657338,0.8639415022);(239.0708192,2.091492804);(241.0500838,12.59531796);(257.0813839,62.25536397)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(31.01838972,0.6218766028);(41.00273965,5.936881293);(55.01838972,3.195377706);(71.01330434,1.284119473);(91.01838972,1.809635621);(107.0133043,3.045967195);(109.0289544,4.481777289);(133.0289544,1.153042356);(135.0446045,0.8655496904);(143.0496898,1.391836901);(159.0446045,2.123043125);(171.0446045,3.504850336);(173.0602545,2.070938607);(183.0446045,4.312051127);(185.023869,1.342878202);(185.0602545,6.274227767);(187.0395191,0.7625448491);(197.023869,1.700889847);(197.0602545,2.157366877);(199.0395191,7.194425746);(201.0551691,1.868739645);(209.0602545,3.429561253);(211.0395191,6.062174551);(213.0551691,3.121369112);(215.0708192,2.999451173);(223.0395191,2.543952177);(225.0551691,2.611501187);(227.0708192,4.641474802);(239.0708192,1.711797185);(241.0500838,13.85761271);(257.0813839,1.923085601)

Food Sources

	Name	Group
	Garden rhubarb	Vegetables, Other vegetables	Publications	Show
	rhubarb	Vegetables, Other vegetables	Publications	Show

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Piceatannol	Almond	Nuts	Publications	Show
Piceatannol	Apple juice	Beverages, Non-alcoholic	Publications	Show
Piceatannol	Black tea	Teas and herbal teas	Publications	Show
Piceatannol	Blueberry	Fruit, Berries	Publications	Show
Piceatannol	Camomile tea	Teas and herbal teas	Publications	Show
Piceatannol	Ceylon tea	Teas and herbal teas		Show
Piceatannol	Coffee	Coffee and coffee products	Publications	Show
Piceatannol	Deerberry	Fruit, Berries	Publications	Show
Piceatannol	Dessert wine	Beverages, Alcoholic	Publications	Show
Piceatannol	Garden rhubarb	Vegetables, Other vegetables	Publications	Show
Piceatannol	Grape juice	Beverages, Non-alcoholic	Publications	Show
Piceatannol	Green tea	Teas and herbal teas	Publications	Show
Piceatannol	Peach juice	Beverages, Non-alcoholic	Publications	Show
Piceatannol	Pomace	Fruit, Other fruits	Publications	Show
Piceatannol	Red champagne	Beverages, Alcoholic	Publications	Show
Piceatannol	Red tea	Teas and herbal teas	Publications	Show
Piceatannol	Red wine	Beverages, Alcoholic	Publications	Show
Piceatannol	Red wine grape	Beverages, Alcoholic	Publications	Show
Piceatannol	Rosé wine	Beverages, Alcoholic	Publications	Show
Piceatannol	Tilia tea	Teas and herbal teas	Publications	Show
Piceatannol	White champagne	Beverages, Alcoholic	Publications	Show
Piceatannol	White wine	Beverages, Alcoholic	Publications	Show
Piceatannol	White wine grape	Fruit, Berries	Publications	Show
Piceatannol	rhubarb	Vegetables, Other 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
	Rhapontigenin		rhapontigenin glucuronide	in vitro (rat) rat	liver, plasma	host metabolism	Not Available	Not Available	Not Available	C₂₁H₂₂O₁₀	434.1213		Publications
	Piceatannol		Rhapontigenin	rat	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₁₅H₁₄O₄	258.089208931		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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