4,5-Dicaffeoylquinic acid
precursor
Showing entry for 4,5-Dicaffeoylquinic acid
Identification
- PhytoHub ID
- PHUB000536
- Name
- 4,5-Dicaffeoylquinic acid
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 516.455
- Monoisotopic Mass
- 516.126776213
- Chemical Formula
- C25H24O12
- IUPAC Name
- 3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid
- InChI Key
- UFCLZKMFXSILNL-FCXRPNKRSA-N
- InChI Identifier
InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+
- SMILES
OC1CC(O)(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O
- Structure
Structure for 4,5-Dicaffeoylquinic acid
Calculated Properties
- Solubility (ALOGPS)
- 1.25e-01 g/l
- LogS (ALOGPS)
- -3.62
- LogP (ALOGPS)
- 2.05
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 7
- Rotatable Bond Count
- 9
- Polar Surface Area
- 211.27999999999997
- Refractivity
- 126.76419999999999
- Polarizability
- 49.014013182063316
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.2468791963783734
- pKa (strongest acidic)
- 3.3113236711174387
- Number of Rings
- 3
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Organooxygen compounds
- Super-class
- Organic oxygen compounds
- Sub-class
- Alcohols and polyols
- Direct Parent Name
- Quinic acids and derivatives
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Alpha hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Cinnamic acid esters", "Coumaric acids and derivatives", "Cyclohexanols", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Organic oxides", "Styrenes", "Tertiary alcohols", "Tricarboxylic acids and derivatives"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alpha,beta-unsaturated carboxylic ester", "Alpha-hydroxy acid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechol", "Cinnamic acid ester", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Cyclohexanol", "Enoate ester", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "Hydroxy acid", "Hydroxycinnamic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Phenol", "Quinic acid", "Secondary alcohol", "Styrene", "Tertiary alcohol", "Tricarboxylic acid or derivatives"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (109.0289544,0.7567882416);(123.0446045,1.674955911);(125.0602545,1.373705257);(135.0446045,0.6768398803);(161.023869,1.326417497);(163.0395191,12.78145525);(173.0449984,0.62748998);(175.0606485,1.268125379);(291.0868632,3.752272555);(293.1025133,1.232807245);(307.0817778,2.237349479);(309.0974279,1.366321179);(319.0817778,3.651834338);(321.0974279,1.244493819);(335.0766924,1.300775338);(337.0923425,10.51519362);(339.1079926,1.500863251);(349.055957,0.6536979476);(355.1029072,6.546641867);(391.0665217,0.6232001112);(393.0821717,0.8945746692);(395.0978218,1.88244845);(407.0978218,1.072217475);(453.1185573,2.953674643);(469.1134719,1.58191623);(471.1291219,7.954980461);(473.144772,1.831025012);(481.1134719,1.027045013);(499.1240366,10.31105052);(499.1240366,0.8224129025);(517.1346012,14.55742647) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (109.0289544,1.298368971);(123.0446045,4.203984313);(133.0289544,1.457690617);(135.0446045,3.996799419);(161.023869,1.124550572);(163.0395191,18.68610866);(175.0606485,2.430812989);(177.0762985,0.9784662799);(191.0555631,3.03078795);(193.0712131,1.895167219);(291.0868632,2.062805379);(307.0817778,3.864258625);(309.0974279,2.801850166);(311.1130779,2.257982454);(319.0817778,2.488068506);(321.0974279,1.005351508);(325.0923425,1.875826312);(337.0923425,11.88199118);(339.1079926,2.585095687);(355.1029072,6.896347703);(361.0923425,1.230421975);(391.0665217,0.9572654315);(393.0821717,1.852703813);(407.0978218,1.567952748);(453.1185573,2.098167952);(471.1291219,2.732392204);(473.144772,1.960567264);(481.1134719,1.556873921);(487.1240366,2.462118684);(499.1240366,4.667648183);(517.1346012,2.091573316) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01838972,1.605494428);(105.0340398,2.046162705);(107.0496898,1.760027328);(109.0289544,2.809447265);(123.0446045,5.267284111);(133.0289544,1.945885376);(135.0446045,2.684880813);(159.0657338,1.636125227);(163.0395191,9.72846104);(173.0449984,4.427416749);(175.0606485,12.02717857);(191.0555631,8.241889831);(193.0500838,2.890262112);(201.0187836,2.084971459);(203.0344337,1.9299245);(205.0500838,2.389955322);(207.0657338,1.78160972);(291.0868632,4.29249819);(307.0817778,5.347823572);(309.0974279,1.708836121);(311.0766924,1.632396434);(319.0817778,1.73989134);(321.0974279,1.977877591);(337.0923425,4.729275749);(361.0923425,2.143683461);(395.0978218,1.895825126);(403.0665217,1.599689082);(455.0978218,2.100745657);(457.1134719,2.088718681);(499.1240366,1.75829337);(499.1240366,1.727469074) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (87.00821896,2.12676942);(121.0289544,0.3290006463);(123.0446045,0.391625472);(135.0446045,1.347427289);(161.023869,5.388903741);(177.0187836,0.4336584761);(179.0344337,8.022142797);(189.039913,0.3255131265);(291.0868632,0.8535125751);(293.0661278,0.452305738);(293.1025133,0.2928947171);(305.0661278,0.5705956801);(307.0817778,2.662402076);(309.0974279,2.530358517);(323.0766924,0.3936840074);(335.0766924,6.156773331);(349.0923425,0.3701920211);(353.0872571,14.33262972);(391.0665217,0.3758687984);(393.0821717,0.6858783571);(397.0923425,0.340354194);(439.1029072,0.3625785658);(441.1185573,0.3400593637);(453.1185573,0.346529837);(453.1185573,5.753033874);(469.1134719,2.470580083);(471.1291219,16.03854905);(483.0927364,0.3371729767);(485.1083865,0.9364545869);(497.1083865,3.007240734);(515.1189512,22.02531023) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (87.00821896,2.339384876);(103.0395191,1.110903635);(121.0289544,4.871228169);(123.0446045,1.645454875);(135.0446045,2.367112164);(161.023869,5.896586185);(173.0449984,2.518288485);(175.0606485,1.206656627);(179.0344337,8.494110962);(231.0504777,1.869880876);(265.0712131,1.05533553);(291.0868632,8.096190843);(293.1025133,3.086395458);(305.0661278,1.616694671);(307.0817778,6.621074476);(309.0974279,6.494595944);(335.0766924,5.576358064);(337.0923425,1.34669808);(349.0923425,1.790426814);(353.0872571,7.754290618);(379.0665217,0.9678138367);(381.0821717,1.033135096);(391.0665217,1.114905653);(393.0821717,1.86958765);(427.1029072,1.227831883);(453.1185573,1.240795125);(453.1185573,3.513541158);(469.1134719,1.754026902);(471.1291219,5.898517097);(497.1083865,2.463863129);(515.1189512,3.158315116) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (43.01838972,2.643174858);(45.03403978,1.419409077);(87.00821896,1.108272877);(121.0289544,0.9459371544);(133.0289544,1.262759689);(135.0446045,2.845756166);(143.0133043,0.865303644);(161.023869,12.3717637);(161.0449984,0.9612869387);(163.0395191,0.9468735265);(179.0344337,22.65330174);(189.039913,4.695126661);(191.0344337,1.129719553);(191.0555631,3.068457156);(205.0500838,2.215549866);(207.0657338,1.060520814);(217.0348276,1.204834725);(229.0348276,1.82041537);(231.0504777,3.687622659);(279.0868632,1.531362496);(291.0868632,0.9112968096);(305.0661278,1.760436466);(307.0817778,12.16704459);(309.0974279,7.516201739);(325.0923425,1.166879982);(335.0766924,2.422004981);(337.0923425,1.519964812);(349.055957,1.038942684);(349.0923425,1.087631852);(353.0872571,0.9730424445);(381.0821717,0.9991049669) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Coffee | Coffee and coffee products | Publications | Show | |
| Globe artichoke | Vegetables, Other vegetables | 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