PhytoHub: Showing entry for Cyanidin 3-O-(6''-malonyl-glucoside)

Cyanidin 3-O-(6''-malonyl-glucoside)

Identification

PhytoHub ID

PHUB001603

Name

Cyanidin 3-O-(6''-malonyl-glucoside)

Systematic Name

Not Available

Synonyms

2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(carboxyacetyl)-β-D-glucopyranoside
cyanidin 3-O-(6-O-malonyl-β-D-glucoside)

CAS Number

171828-62-9

Average Mass

549.418

Monoisotopic Mass

549.088593556

Chemical Formula

C₂₄H₂₁O₁₅

IUPAC Name

3-oxo-3-{[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-{[5-hydroxy-7-oxo-2-(3,4,5-trihydroxyphenyl)-7H-chromen-3-yl]oxy}oxan-2-yl]methoxy}propanoate

InChI Key

URVJYTCBPQJMHX-XRACCFGSSA-M

InChI Identifier

InChI=1S/C24H22O15/c25-9-3-11(26)10-5-15(23(37-14(10)4-9)8-1-12(27)19(32)13(28)2-8)38-24-22(35)21(34)20(33)16(39-24)7-36-18(31)6-17(29)30/h1-5,16,20-22,24,26-28,32-35H,6-7H2,(H,29,30)/p-1/t16-,20-,21+,22-,24?/m1/s1

SMILES

O[C@H]1[C@H](O)[C@@H](COC(=O)CC([O-])=O)OC(OC2=C(OC3=CC(=O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 9.54e-01 g/l
LogS (ALOGPS): -2.77
LogP (ALOGPS): 1.22
Hydrogen Acceptors: 14
Hydrogen Donors: 7
Rotatable Bond Count: 8
Polar Surface Area: 252.79999999999993
Refractivity: 139.59499999999997
Polarizability: 50.188483343494966
Formal Charge: -1
Physiological Charge: -2
pKa (strongest basic): -3.649103045605456
pKa (strongest acidic): 3.485974417583317
Number of Rings: 4
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

No external links

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Flavonoids
Sub-class: Anthocyanins

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Flavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: Flavonoid glycosides
Direct Parent Name: Flavonoid-3-O-glycosides
Alternative Parent Names: ["1,3-dicarbonyl compounds", "1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "Acetals", "Benzene and substituted derivatives", "Carboxylic acid esters", "Carboxylic acids", "Cyclic ketones", "Dicarboxylic acids and derivatives", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Monosaccharides", "O-glycosyl compounds", "Organic anions", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Pyrogallols and derivatives", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations: Not Available
Substituent Names: ["1,3-dicarbonyl compound", "1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenetriol", "Benzenoid", "Benzopyran", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclic ketone", "Dicarboxylic acid or derivatives", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic anion", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "Pyrogallol derivative", "Secondary alcohol", "Vinylogous acid"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00328823,2.242818647);(59.01385292,6.85942202);(61.02950298,1.084218541);(84.99311747,11.55135876);(87.00876754,1.70322453);(89.0244176,1.07776246);(103.0036822,1.685867229);(105.0193322,0.6981164157);(127.0036822,1.046402272);(129.0193322,0.6899853784);(143.0349823,0.8639826261);(157.0142468,1.772706745);(175.0248115,0.6253197839);(187.0248115,7.237788773);(189.0404616,0.864604614);(217.0353762,1.421556896);(247.0459409,0.9583380436);(263.0408555,0.7132034336);(283.0248115,0.7832113652);(301.0353762,9.284282456);(325.0353762,1.199310422);(343.0459409,0.6712374577);(355.0459409,0.9812239199);(423.0568995,0.686123432);(427.0518141,1.210046639);(445.0776349,1.159301741);(463.0881996,1.042281358);(487.0881996,0.9471625708);(505.0987643,3.152682762);(531.0780289,10.89570493);(549.0885936,5.382578474)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.00328823,3.10288449);(43.0189383,1.576915257);(59.01385292,3.809256947);(61.02950298,0.8389923423);(68.99820285,1.148358636);(84.99311747,12.95228057);(85.02950298,1.037624738);(87.00876754,1.946501834);(89.0244176,1.120757697);(103.0036822,1.567580809);(129.0193322,3.954315449);(159.0298969,0.877329088);(187.0248115,0.8355339818);(189.0404616,1.203537725);(201.0404616,0.7315172769);(219.0510263,1.257183448);(259.0248115,0.6875398038);(263.0408555,0.5716443249);(273.0404616,1.994185094);(283.0248115,2.597021472);(301.0353762,19.37534132);(343.0459409,0.9285144243);(445.0776349,1.691985361);(463.0881996,0.6163364419);(487.0881996,0.7195109236);(489.0674642,0.8245451925);(505.0987643,0.8235018923);(507.0780289,0.8319606308);(519.0780289,1.484612657);(531.0780289,5.501033059);(549.0885936,0.6747421329)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00328823,2.978083495);(43.0189383,1.717433724);(59.01385292,4.177310638);(61.02950298,0.6372424222);(84.99311747,5.215185823);(87.00876754,0.9801047025);(103.0036822,1.714287296);(105.0193322,0.5752038162);(121.029503,3.235895241);(123.045153,1.498749751);(125.0244176,1.103669867);(127.0400677,0.9145428398);(129.0193322,1.449443708);(131.0349823,1.195253072);(137.0244176,4.049920649);(151.0036822,0.8188709226);(151.0400677,0.8908256839);(177.0193322,2.122128874);(179.0561117,0.5828030104);(229.0142468,1.556519438);(231.0298969,3.706920461);(243.0298969,1.021395775);(249.061591,0.6459891835);(259.0248115,1.811444079);(265.0565056,0.7304600417);(269.0091615,0.5196998885);(273.0404616,3.961279953);(283.0248115,4.617540987);(299.0197261,1.859976729);(301.0353762,20.71805751);(313.0353762,0.5280798057)

Food Sources

Name	Group
Blackberry	Fruit, Berries	Publications	Show
Lettuce	Vegetables, Leaf vegetables	Publications	Show
Onion	Vegetables, Onion-family	Publications	Show
red onion	Vegetables, Onion-family	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
	Cyanidin 3-O-(6''-malonyl-glucoside)		Cyanidin 3-O-(6''-malonyl-glucoside)	human	urine	unchanged	1h-3h	<20 nmol/L	<1%	C₂₄H₂₁O₁₅	549.088593556	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

Food Phytochemical	Metabolite	Effect	Value
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Age	Not studied
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Bmi	Not studied
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Ethnicity	Not studied
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Genotype	Not studied
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Health_status	Not studied
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Microbiota	Not studied
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Sex	Not studied
Cyanidin 3-O-(6''-malonyl-glucoside)	Cyanidin 3-O-(6''-malonyl-glucoside)	Smoking	Not studied

Back

Showing entry for Cyanidin 3-O-(6''-malonyl-glucoside)