PhytoHub: Showing entry for Isopeonidin 3-rutinoside

Isopeonidin 3-rutinoside

Identification

PhytoHub ID

PHUB001295

Name

Isopeonidin 3-rutinoside

Systematic Name

Not Available

Synonyms

4'-Methylcyanidin 3-rutinoside

CAS Number

Not Available

Average Mass

609.556

Monoisotopic Mass

609.181396783

Chemical Formula

C₂₈H₃₃O₁₅

IUPAC Name

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-{[(2R,5R)-3,4,5-trihydroxy-6-({[(2S,4R,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

InChI Key

CLKYQBTVJZYKOK-JEHDHEKGSA-O

InChI Identifier

InChI=1S/C28H32O15/c1-10-20(32)22(34)24(36)27(40-10)39-9-19-21(33)23(35)25(37)28(43-19)42-18-8-13-14(30)6-12(29)7-17(13)41-26(18)11-3-4-16(38-2)15(31)5-11/h3-8,10,19-25,27-28,32-37H,9H2,1-2H3,(H2-,29,30,31)/p+1/t10?,19?,20-,21+,22-,23?,24?,25?,27+,28+/m1/s1

SMILES

[H]C1=C(O[C@H]2OC(CO[C@H]3OC(C)[C@@H](O)[C@@H](O)C3O)[C@H](O)C(O)C2O)C(=[O+]C2=CC(O)=CC(O)=C12)C1=CC=C(OC)C(O)=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.38e-01 g/l
LogS (ALOGPS): -2.94
LogP (ALOGPS): 0.79
Hydrogen Acceptors: 15
Hydrogen Donors: 9
Rotatable Bond Count: 7
Polar Surface Area: 241.35999999999996
Refractivity: 151.6094
Polarizability: 60.15556546667094
Formal Charge: 1
Physiological Charge: -1
pKa (strongest basic): -3.6486860595724386
pKa (strongest acidic): 6.399039422873525
Number of Rings: 5
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

No external links

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Flavonoid metabolites
Sub-class: Anthocyanidins (parent and host metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Cyanidin 3-O-rutinoside	Polyphenols	Flavonoids	Anthocyanins	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Flavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: Flavonoid glycosides
Direct Parent Name: Anthocyanidin-3-O-glycosides
Alternative Parent Names: ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-O-methylated flavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Anisoles", "Anthocyanidins", "Disaccharides", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4p-methoxyflavonoid-skeleton", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Anthocyanidin", "Anthocyanidin-3-o-glycoside", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Disaccharide", "Ether", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Secondary alcohol"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(27.0234751,1.897400285);(29.03912516,0.5215160435);(57.03403978,0.6499067562);(87.04460446,1.853237364);(89.06025453,0.5929357254);(117.0551691,0.7105866159);(129.0551691,0.5508201097);(147.0657338,7.21485132);(149.0813839,0.6408576824);(163.0606485,0.6200534043);(165.0762985,1.491961785);(177.0762985,1.673157942);(179.0919486,0.7299364073);(189.0762985,1.236560667);(219.0868632,1.224276564);(221.1025133,0.3865172618);(231.0868632,0.4704734815);(249.0974279,1.846386291);(251.1130779,0.6125824336);(279.1079926,0.9118973514);(281.1236426,0.4100465129);(291.1079926,0.5469149859);(299.185849,0.5497288442);(301.201499,0.5497288442);(309.1185573,5.140255171);(315.1807636,0.8665002951);(317.1964136,0.8665002951);(327.1291219,1.234223422);(607.2965812,12.53220817);(609.2758457,0.7410244139);(610.1897704,50.72695356)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(45.03403978,1.660878906);(57.03403978,1.233874165);(75.04460446,0.5621382369);(87.04460446,0.5918018397);(119.0708192,0.6638688762);(129.0551691,3.674406533);(131.0708192,0.9531583798);(145.0500838,0.6082874053);(147.0657338,16.71312587);(149.0813839,0.9786082653);(163.0606485,3.721501986);(165.0762985,3.609181439);(171.0657338,0.6043836422);(175.097034,0.559296057);(177.0762985,0.6785312207);(189.0762985,2.287823018);(191.0919486,0.8169724369);(285.1701989,0.5309379154);(289.201499,0.5309379154);(291.1079926,2.323101134);(293.1236426,1.537996667);(309.1185573,6.615310628);(311.1342073,1.138536015);(575.2703664,2.149299107);(577.2860165,2.191901123);(589.2860165,7.095454081);(593.2809311,3.107468882);(595.2965812,2.800938726);(607.2965812,20.9459026);(609.2758457,2.339641482);(610.1897704,6.774735444)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,1.58067103);(45.03403978,3.350119594);(57.03403978,5.732733245);(61.0289544,2.415857023);(69.03403978,2.564653822);(75.04460446,2.76306629);(85.0289544,1.84419216);(87.00821896,2.087369237);(87.04460446,6.807965781);(89.02386902,1.636867177);(89.06025453,1.952629628);(91.03951908,2.129769365);(105.0551691,1.976020711);(129.0551691,1.91011564);(129.0915547,1.559659849);(131.0708192,3.004701613);(145.0500838,2.035567042);(147.0657338,14.08366831);(161.0813839,4.741201907);(163.0606485,7.157184806);(165.0762985,2.10048867);(177.0762985,1.536896287);(189.0762985,5.955221282);(291.1079926,1.719238337);(293.1236426,2.211318088);(293.1236426,1.569542831);(309.1185573,1.966244577);(315.1807636,2.701998511);(317.1964136,2.701998511);(461.2386724,1.57222489);(607.2965812,4.630813788)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00273965,0.7448140494);(56.99765427,4.079597131);(57.03403978,1.63667286);(59.01330434,1.191760252);(71.01330434,0.7903929356);(73.0289544,2.720353257);(87.00821896,3.731574748);(87.04460446,2.737698689);(89.02386902,1.661655455);(103.0395191,0.7448105809);(117.0551691,1.593064149);(133.0500838,1.097220577);(145.0500838,6.165818238);(161.0449984,0.6285751085);(163.0606485,9.932898123);(189.0762985,0.6015765515);(219.0504777,0.7495398493);(219.0868632,1.022089947);(235.0817778,2.06763861);(249.0610424,0.6556006996);(249.0974279,2.796469108);(265.0923425,0.6067041184);(279.1079926,2.140070492);(295.1029072,0.8739801128);(307.1029072,2.216216153);(323.0978218,0.607952126);(325.1134719,4.716706606);(605.2809311,4.253855316);(605.2809311,0.8786760083);(607.2601957,0.5538212484);(608.1741203,35.8021969)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.00273965,0.9013353764);(43.01838972,4.518135971);(56.99765427,0.9040401186);(57.03403978,0.7998922827);(59.01330434,3.98154484);(71.01330434,1.922140271);(73.0289544,1.386713275);(75.00821896,0.9371719004);(87.00821896,2.444684669);(87.04460446,1.543503994);(89.02386902,7.316235903);(91.03951908,0.6969168122);(133.0500838,1.393234814);(145.0500838,21.26708738);(161.0449984,2.284843014);(163.0606485,17.9600771);(175.0606485,0.6211439378);(177.0762985,0.8359450593);(189.0762985,1.260512775);(191.0919486,0.5935761326);(205.0712131,1.371777784);(219.0868632,1.340781959);(249.0974279,1.075918224);(277.0923425,0.8315185574);(279.1079926,1.580050665);(307.1029072,4.188221825);(325.1134719,2.91832499);(605.2809311,3.39200605);(605.2809311,0.904276846);(607.2601957,0.8811894483);(608.1741203,7.947198022)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(29.00273965,2.088132992);(41.00273965,3.330977926);(43.01838972,9.170851065);(55.01838972,4.181489852);(56.99765427,2.243596112);(57.03403978,7.4648578);(59.01330434,5.788616726);(71.01330434,2.290088814);(73.0289544,7.562044117);(85.0289544,3.532017069);(87.04460446,1.219583689);(89.02386902,1.931425352);(89.06025453,1.872917834);(103.0395191,1.970454932);(109.0289544,1.053829976);(131.0344337,1.25841415);(145.0500838,9.947787358);(147.0293483,1.854221108);(163.0606485,14.14199852);(189.0762985,2.21052961);(203.0555631,2.010786967);(205.0712131,1.58503612);(219.0504777,1.189978703);(219.0868632,1.039494207);(221.0661278,1.021472394);(235.0817778,1.414041793);(249.0974279,1.161431728);(265.0923425,1.615221032);(285.1701989,1.301406608);(287.185849,1.301406608);(307.1029072,1.245888837)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Cyanidin 3-O-rutinoside	Blackberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-rutinoside	Blackcurrant	Fruit, Berries	Publications	Show
Cyanidin 3-O-rutinoside	European plum	Fruit, Drupes	Publications	Show
Cyanidin 3-O-rutinoside	Olive, black	Fruit, Drupes	Publications	Show
Cyanidin 3-O-rutinoside	Peach	Fruit, Drupes	Publications	Show
Cyanidin 3-O-rutinoside	Redcurrant	Fruit, Berries	Publications	Show
Cyanidin 3-O-rutinoside	Strawberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-rutinoside	Sweet cherry	Fruit, Drupes	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

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Isopeonidin 3-rutinoside