Pelargonidin 3-O-(6''-malonyl-glucoside)
precursor
Showing entry for Pelargonidin 3-O-(6''-malonyl-glucoside)
Identification
- PhytoHub ID
- PHUB001635
- Name
- Pelargonidin 3-O-(6''-malonyl-glucoside)
- Systematic Name
- Not Available
- Synonyms
- 5,7-dihydroxy-2-(4-hydroxyphenyl)chromenium-3-yl 6-O-(carboxyacetyl)-β-D-glucopyranoside
- pelargonidin 3-O-(6-O-malonyl-β-D-glucoside)
- CAS Number
- 165070-68-8
- Average Mass
- 519.434
- Monoisotopic Mass
- 519.113317221
- Chemical Formula
- C24H23O13
- IUPAC Name
- 3-{[(2S,3R,4S,5S,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium
- InChI Key
- XLZUBCUKXQFBKB-JZWLZXDTSA-O
- InChI Identifier
InChI=1S/C24H22O13/c25-11-3-1-10(2-4-11)23-16(7-13-14(27)5-12(26)6-15(13)35-23)36-24-22(33)21(32)20(31)17(37-24)9-34-19(30)8-18(28)29/h1-7,17,20-22,24,31-33H,8-9H2,(H3-,25,26,27,28,29)/p+1/t17-,20-,21+,22-,24-/m1/s1
- SMILES
O[C@@H]1[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC=C(O)C=C2)[C@H](O)[C@H]1O
- Structure
Structure for Pelargonidin 3-O-(6''-malonyl-glucoside)
Calculated Properties
- Solubility (ALOGPS)
- 3.14e-01 g/l
- LogS (ALOGPS)
- -3.25
- LogP (ALOGPS)
- 1.90
- Hydrogen Acceptors
- 12
- Hydrogen Donors
- 7
- Rotatable Bond Count
- 8
- Polar Surface Area
- 216.58
- Refractivity
- 129.77220000000005
- Polarizability
- 49.29055317202015
- Formal Charge
- 1
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.6491030907183704
- pKa (strongest acidic)
- 3.2955237885215536
- 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
- Anthocyanidin-3-O-glycosides
- Alternative Parent Names
- ["1,3-dicarbonyl compounds", "1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Anthocyanidins", "Benzene and substituted derivatives", "Carboxylic acid esters", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Monosaccharides", "O-glycosyl compounds", "Organic cations", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Secondary alcohols"]
- External Descriptor Annotations
- ["Anthocyanidins", "Anthocyanidins and anthocyanins", "anthocyanin cation", "beta-D-glucoside"]
- Substituent Names
- ["1,3-dicarbonyl compound", "1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Anthocyanidin", "Anthocyanidin-3-o-glycoside", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Dicarboxylic acid or derivatives", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "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 | (19.01838972,0.2212532738);(43.01838972,0.7833329607);(45.03403978,0.222944128);(61.0289544,1.961837808);(63.04460446,0.7851725198);(73.0289544,0.1915139075);(89.02386902,0.6987678643);(91.03951908,0.5558181721);(93.05516915,0.5065445313);(105.0187836,0.1505954458);(109.0500838,0.2234220221);(133.0500838,0.1922524914);(251.0766924,0.1531746166);(253.0923425,0.2382939735);(269.1752843,0.6153901714);(271.1909343,0.6106129047);(285.1701989,0.9329580382);(287.185849,0.9329580382);(327.1807636,0.1894922684);(329.1964136,0.1894922684);(331.2120637,0.1894922684);(431.2281077,1.018308881);(433.2437578,0.9990410761);(477.233587,0.1579946293);(479.2492371,0.1822505253);(481.2648871,0.1579946293);(491.2492371,0.6228743346);(493.2648871,0.619890919);(503.2492371,2.544855518);(520.1216908,54.16174891);(521.2598018,28.9897209) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (43.01838972,2.213122541);(45.03403978,0.4960384194);(61.0289544,2.876429909);(87.04460446,0.9629840223);(89.02386902,0.5808344651);(105.0187836,0.5168083754);(115.0395191,0.5489948168);(137.0813839,0.4885359855);(205.0712131,0.7519935071);(223.0817778,1.111091825);(251.0766924,0.9651156524);(255.1596342,0.8585482378);(257.1752843,0.8058405788);(259.1909343,0.7802794708);(285.1701989,0.7258716192);(287.185849,0.7258716192);(431.2281077,0.5778623997);(433.2437578,0.5458668993);(473.2386724,2.441258758);(475.2543224,2.282859266);(475.2543224,0.7624444849);(477.2699725,0.8846057575);(491.2492371,5.590108245);(493.2648871,5.430481911);(503.2492371,1.844756025);(503.2492371,14.3008506);(507.2441517,0.9692061375);(509.2598018,0.9692061375);(520.1216908,13.00286175);(521.2598018,34.09050747);(523.2390663,0.8987631211) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01838972,9.212136369);(45.03403978,3.816102472);(61.0289544,7.823988583);(63.04460446,3.671405317);(69.03403978,1.986039201);(73.0289544,1.448838088);(87.00821896,1.721949885);(89.02386902,2.194925508);(91.03951908,1.472917442);(103.0395191,2.419908993);(105.0187836,4.162122789);(109.0653399,1.522829583);(111.08099,2.415382858);(113.09664,2.996460871);(123.0446045,1.817275528);(127.0759046,4.042860587);(129.0915547,4.450126806);(131.0344337,1.827667743);(131.1072047,3.580601667);(147.0657338,6.576615962);(147.1021193,1.309624274);(163.0606485,2.304109962);(235.0817778,1.522038147);(267.1596342,1.912282122);(269.1752843,3.678801123);(269.1752843,1.912282122);(271.1909343,3.030397195);(285.1701989,1.400789942);(287.185849,1.400789942);(503.2492371,7.437120242);(521.2598018,4.931608679) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (41.00273965,0.596035147);(44.99765427,0.2463797905);(59.01330434,9.829916566);(61.0289544,0.2605360907);(87.00821896,0.6926527708);(89.02386902,1.409567609);(91.03951908,0.6369955726);(103.0031336,0.7503380301);(105.0187836,0.6519379042);(107.0344337,0.3460542274);(131.0344337,0.3560424206);(177.039913,0.2522527736);(191.0555631,0.3589447249);(193.0712131,0.2323460536);(195.0868632,0.2427224527);(221.0661278,0.75442093);(237.0610424,0.3910761036);(267.0716071,0.2600482861);(325.1651135,0.3084036111);(327.1807636,0.3084036111);(329.1964136,0.3038963071);(341.1600281,0.2344651609);(343.1756782,0.2344651609);(345.1913283,0.2344651609);(355.1756782,0.3493058255);(357.1913283,0.3493058255);(359.2069783,0.3493058255);(489.233587,0.6214112815);(491.2492371,0.7518181587);(518.1060408,69.90332514);(519.2441517,7.783161474) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (15.0234751,0.4886584153);(41.00273965,2.747640552);(43.01838972,0.9013822501);(56.99765427,0.6584284448);(59.01330434,29.4956584);(61.0289544,3.627297753);(85.0289544,1.491009475);(87.00821896,2.494380416);(89.02386902,3.380133176);(91.03951908,1.164095204);(103.0031336,3.060531042);(105.0187836,1.433328863);(117.0551691,0.911683546);(131.0344337,1.110235561);(133.0500838,0.7704782375);(145.0500838,0.4973750505);(175.0606485,0.8134851961);(191.0555631,0.6292557937);(221.0661278,0.6299965597);(223.0817778,0.5295898425);(267.1596342,0.5704987807);(269.1752843,0.5704987807);(415.1968076,0.539276161);(417.2124576,0.539276161);(429.2124576,1.670684484);(431.2281077,1.598453534);(489.233587,1.375346903);(491.2492371,1.45667783);(518.1060408,27.6817602);(519.2441517,5.650768107);(519.2441517,1.512115286) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (25.00782503,1.073432817);(29.00273965,1.230490813);(41.00273965,4.807901737);(43.01838972,5.682552071);(56.99765427,1.109371691);(59.01330434,27.36024224);(61.0289544,4.814916365);(67.01838972,1.334223556);(71.01330434,1.316050617);(73.0289544,1.253450848);(85.0289544,3.238076817);(87.00821896,1.956906979);(89.02386902,1.356697348);(103.0031336,17.21739645);(103.0395191,1.47802178);(109.0289544,1.136555446);(113.023869,0.9634243826);(115.0395191,2.859145122);(125.023869,2.99205321);(129.0551691,1.174940517);(131.0344337,2.344234892);(131.0708192,1.69366116);(133.0500838,1.998828644);(145.0500838,1.590034765);(175.0606485,1.269278275);(191.0555631,1.084917383);(239.1283341,1.064248028);(241.1439842,1.064248028);(243.1596342,1.064248028);(257.1752843,1.243044235);(285.1701989,1.227405759) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Strawberry | Fruit, Berries | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
No metabolism information available
Inter-Individual Variations in Metabolism
No data on inter-individual variations available