PhytoHub: Showing entry for Isopeonidin 3-glucoside

Isopeonidin 3-glucoside

Identification

PhytoHub ID

PHUB001274

Name

Isopeonidin 3-glucoside

Systematic Name

Not Available

Synonyms

4'-Methylcyanidin 3-glucoside

CAS Number

Not Available

Average Mass

463.414

Monoisotopic Mass

463.123487981

Chemical Formula

C₂₂H₂₃O₁₁

IUPAC Name

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

InChI Key

CNTWHHYMFNSRNJ-OTVISBKVSA-O

InChI Identifier

InChI=1S/C22H22O11/c1-30-14-3-2-9(4-13(14)26)21-16(7-11-12(25)5-10(24)6-15(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m0/s1

SMILES

COC1=C(O)C=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.29e-01 g/l
LogS (ALOGPS): -3.07
LogP (ALOGPS): 1.19
Hydrogen Acceptors: 11
Hydrogen Donors: 7
Rotatable Bond Count: 5
Polar Surface Area: 182.43999999999997
Refractivity: 120.7398
Polarizability: 45.00611341013935
Formal Charge: 1
Physiological Charge: -1
pKa (strongest basic): -2.9810923799280262
pKa (strongest acidic): 6.399039990648554
Number of Rings: 4
Rule of Five: No
Bioavailability: No
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

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-glucoside	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", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Primary alcohols", "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", "Ether", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Primary alcohol", "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	(31.01838972,0.3163972935);(45.03403978,0.6780996864);(47.04968984,0.3473085058);(75.04460446,0.4675431307);(85.0289544,0.7815608475);(89.06025453,0.3287728807);(103.0395191,2.138647875);(105.0551691,0.584287881);(115.0395191,0.249978277);(133.0500838,0.911253781);(135.0657338,0.3941696363);(145.0500838,1.008886764);(147.0657338,0.2930359118);(163.0606485,7.025502078);(165.0762985,0.3766031496);(181.0712131,1.669005323);(299.185849,0.6608750808);(301.201499,0.6555429211);(315.1807636,1.005958568);(317.1964136,1.005958568);(417.2124576,0.313282763);(419.2281077,0.2856837422);(443.2281077,0.3399978742);(449.2022869,0.2440487946);(449.2386724,0.252861487);(451.2179369,0.2440487946);(453.233587,0.2440487946);(461.2386724,10.00900419);(461.2386724,1.491180179);(463.2179369,0.7669773907);(464.1318616,64.90947783)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(43.01838972,1.379617233);(45.03403978,2.133747249);(47.04968984,0.7231434833);(55.01838972,0.4086066677);(57.03403978,0.4911501033);(59.04968984,0.5496564147);(73.0289544,0.6240353355);(75.04460446,0.6849328584);(85.0289544,0.5034097445);(103.0395191,0.6803472191);(105.0551691,0.4216906986);(145.0500838,6.346258892);(147.0657338,3.113359274);(149.0813839,0.4769655173);(163.0606485,11.16175741);(165.0762985,2.165503375);(181.0712131,0.4298291051);(285.1701989,0.7097896965);(287.185849,0.7097896965);(289.201499,0.7097896965);(315.1807636,0.5138645311);(317.1964136,0.5138645311);(429.2124576,3.86783453);(431.2281077,3.86022306);(443.2281077,12.75165817);(445.2073723,0.7774615522);(447.2230223,3.0731375);(449.2386724,3.055965226);(461.2386724,27.53878604);(463.2179369,1.514545141);(464.1318616,8.109280049)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,1.56765241);(31.01838972,1.207985619);(43.01838972,5.681339066);(45.03403978,6.280444582);(47.04968984,1.3119759);(57.03403978,1.817141364);(59.01330434,3.463501059);(61.0289544,2.026723708);(69.03403978,1.577679993);(73.0289544,3.320479965);(75.04460446,1.63542119);(85.0289544,1.467822561);(87.00821896,3.242788369);(89.02386902,3.130213909);(91.03951908,1.938839061);(101.023869,3.101040416);(103.0395191,5.364803531);(105.0551691,2.704618027);(113.09664,1.50966656);(127.0759046,1.917652427);(129.0915547,2.472885915);(131.1072047,1.859567255);(145.0500838,6.482999518);(147.0657338,6.949234382);(163.0606485,12.26626454);(297.1701989,1.650731821);(299.185849,3.653784145);(301.201499,2.173192338);(315.1807636,2.619786062);(317.1964136,2.619786062);(443.2281077,2.983978244)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(17.00273965,0.3371674511);(31.01838972,0.3691288161);(41.00273965,0.3565280722);(43.01838972,0.3434102829);(45.03403978,0.5853142699);(56.99765427,2.060863906);(59.01330434,1.465436686);(71.01330434,0.4113515355);(73.0289544,1.75838178);(85.0289544,0.481451086);(87.00821896,1.814782841);(89.02386902,3.632427625);(91.03951908,0.3967523078);(101.023869,0.5674854522);(103.0395191,3.926338422);(105.0551691,0.368182885);(119.0344337,0.631374632);(133.0500838,2.981007735);(135.0657338,0.6242518489);(149.0449984,1.402519107);(151.0606485,0.3319078494);(161.0449984,3.619213397);(177.039913,0.5096195969);(179.0555631,7.593720699);(385.1862429,0.2964572477);(387.201893,0.2964572477);(389.217543,0.2964572477);(447.2230223,0.3063845038);(459.2230223,5.819619355);(461.2022869,0.8424342292);(462.1162115,55.57357188)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,0.9850572486);(41.00273965,1.811808911);(43.01838972,2.195091606);(45.03403978,2.583437048);(56.99765427,0.6519450132);(59.01330434,4.21944142);(71.01330434,1.599175304);(73.0289544,7.279987586);(75.04460446,0.9745511339);(87.00821896,0.6706261394);(89.02386902,1.596225261);(101.023869,1.774183534);(103.0395191,2.499067376);(105.0551691,0.625221276);(117.0551691,0.7721898212);(131.0344337,2.0679548);(133.0500838,4.341503648);(135.0657338,0.581841333);(149.0449984,1.196103232);(161.0449984,10.78357804);(177.039913,0.6308322627);(179.0555631,9.87590408);(431.1917222,0.7880650006);(433.2073723,0.6107417829);(435.2230223,0.6107417829);(445.2073723,1.160233105);(447.2230223,1.451391539);(459.2230223,5.984793868);(459.2230223,1.491003429);(461.2022869,2.58878882);(462.1162115,25.5985146)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(29.00273965,1.652583336);(41.00273965,6.925724991);(43.01838972,9.55085322);(45.03403978,6.43494191);(55.01838972,1.921198011);(56.99765427,3.927896897);(59.01330434,10.9805496);(61.0289544,1.915270678);(67.01838972,1.109626597);(71.01330434,4.845974505);(73.0289544,8.125108008);(75.04460446,1.006953505);(87.00821896,1.365133114);(89.02386902,5.459855923);(101.023869,1.831728373);(103.0395191,3.318543935);(109.0289544,1.612509998);(125.023869,2.77218133);(129.0551691,0.998541849);(131.0344337,4.502297119);(131.0708192,1.441023224);(133.0500838,1.170779675);(147.0293483,2.410855345);(149.0449984,1.167705194);(161.0449984,5.213580609);(179.0555631,1.532670977);(287.185849,2.007765382);(315.1807636,1.044317627);(431.1917222,1.764746291);(433.2073723,0.9945413913);(435.2230223,0.9945413913)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Cyanidin 3-O-glucoside	Blackberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Blackcurrant	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Elderberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	European plum	Fruit, Drupes	Publications	Show
Cyanidin 3-O-glucoside	Lettuce	Vegetables, Leaf vegetables	Publications	Show
Cyanidin 3-O-glucoside	Olive, black	Fruit, Drupes	Publications	Show
Cyanidin 3-O-glucoside	Peach	Fruit, Drupes	Publications	Show
Cyanidin 3-O-glucoside	Pomegranate juice	Beverages, Non-alcoholic	Publications	Show
Cyanidin 3-O-glucoside	Red raspberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Strawberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	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-glucoside