1-O-Caffeoylquinic acid
precursor
Showing entry for 1-O-Caffeoylquinic acid
Identification
- PhytoHub ID
- PHUB000514
- Name
- 1-O-Caffeoylquinic acid
- Systematic Name
- Not Available
- Synonyms
- 1-Caffeoylquinic acid
- Pseudochlorogenic acid
- CAS Number
- 928005-87-2
- Average Mass
- 354.311
- Monoisotopic Mass
- 354.09508216
- Chemical Formula
- C16H18O9
- IUPAC Name
- 1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4,5-trihydroxycyclohexane-1-carboxylic acid
- InChI Key
- GWTUHAXUUFROTF-DUXPYHPUSA-N
- InChI Identifier
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-16(15(23)24)6-11(19)14(22)12(20)7-16/h1-5,11-12,14,17-20,22H,6-7H2,(H,23,24)/b4-2+
- SMILES
OC1CC(CC(O)C1O)(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O
- Structure
Structure for 1-O-Caffeoylquinic acid
Calculated Properties
- Solubility (ALOGPS)
- 3.38e+00 g/l
- LogS (ALOGPS)
- -2.02
- LogP (ALOGPS)
- 0.18
- Hydrogen Acceptors
- 8
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 5
- Polar Surface Area
- 164.74999999999997
- Refractivity
- 83.2347
- Polarizability
- 33.25671102261135
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.2318452769682886
- pKa (strongest acidic)
- 3.2096099169934798
- Number of Rings
- 2
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- PubChem
- 6451212
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", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Cinnamic acid esters", "Coumaric acids and derivatives", "Cyclohexanols", "Dicarboxylic acids and derivatives", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Organic oxides", "Polyols", "Styrenes"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alpha,beta-unsaturated carboxylic ester", "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", "Dicarboxylic acid or derivatives", "Enoate ester", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Phenol", "Polyol", "Quinic acid", "Secondary alcohol", "Styrene"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (29.00219012,1.850437556);(41.00219012,3.420257485);(42.01001472,3.420363808);(43.01783932,8.75790786);(44.02566392,6.844254081);(44.99710422,2.756297062);(45.03348852,2.747137528);(59.01275342,5.78978571);(73.02840262,7.218722308);(74.03622722,1.355663543);(93.03348852,1.517944218);(104.0467905,1.896802185);(118.0624397,2.05491991);(134.0362272,1.340719081);(135.0440518,5.045547454);(161.0233167,1.351469557);(162.0311413,2.129261128);(163.0389659,7.539288375);(164.0467905,1.641306712);(174.0522679,1.615526234);(175.0600925,3.4263437);(263.0550066,1.256930301);(279.0499207,1.411132076);(293.0655699,1.282573718);(308.0890437,1.584969949);(309.060484,1.274161761);(309.0968683,4.539322114);(323.0761332,2.022657694);(324.0839578,1.406794791);(336.0839578,5.88790629);(337.0917824,5.61359581) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (109.0289544,1.123613429);(111.0446045,0.4257899546);(123.0446045,2.168664109);(125.0602545,1.9844769);(129.0551691,2.371472391);(135.0446045,0.9220198908);(145.0500838,1.760579716);(155.0344337,0.4560559319);(157.0500838,1.982945709);(159.0657338,0.8444212689);(161.023869,1.917926084);(163.0395191,15.21067771);(173.0449984,0.8048320802);(175.0606485,8.344933791);(177.0762985,0.8536159189);(181.0500838,0.7993243399);(187.0242629,0.5618539859);(193.0712131,6.071923376);(219.0504777,0.3287644525);(229.0348276,0.4755122447);(231.0504777,0.5408118648);(233.0661278,1.251350572);(245.0661278,0.8185865893);(247.0817778,0.333918069);(307.0817778,0.3147058748);(309.0974279,0.9753479359);(319.0817778,2.807626999);(323.0766924,0.6546171316);(325.0923425,1.108352274);(337.0923425,14.76546669);(355.1029072,27.01981272) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (55.01838972,0.7053413126);(75.04460446,0.6331319251);(105.0340398,0.6995943156);(109.0289544,1.946265414);(123.0446045,5.141238117);(125.0602545,0.7156876376);(129.0551691,1.994933578);(131.0708192,0.91674839);(133.0289544,2.024269651);(135.0446045,5.101412541);(145.0500838,4.804898921);(147.0657338,2.32213977);(149.0813839,1.672987629);(157.0500838,1.25140591);(159.0657338,0.879109351);(161.023869,1.577707017);(163.0395191,20.3529767);(175.0606485,10.91636371);(177.0762985,1.847053742);(193.0712131,7.981880676);(227.0555631,0.9506494557);(229.0348276,1.349854986);(231.0504777,0.7555783509);(245.0661278,1.09795687);(291.0868632,1.41203393);(309.0974279,2.820493986);(311.1130779,0.9080035031);(319.0817778,4.10087661);(325.0923425,1.915855909);(337.0923425,6.962614436);(355.1029072,4.240935652) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01838972,2.607462085);(51.0234751,1.714769216);(55.01838972,1.61367027);(67.05477522,1.420872206);(77.03912516,1.68348052);(79.01838972,2.314739658);(87.04460446,1.252193024);(105.0340398,4.976911355);(107.0496898,2.086885571);(109.0289544,5.146131843);(123.0446045,4.435617705);(129.0551691,14.09003026);(133.0289544,2.938405608);(133.0500838,1.126002789);(135.0446045,3.094276773);(137.0602545,1.123446105);(145.0500838,10.82466749);(147.0657338,2.195510957);(157.0500838,2.365080234);(159.0657338,1.924117483);(161.023869,1.212801281);(161.0813839,1.21554454);(163.0395191,3.915894402);(163.0606485,1.266537212);(173.0449984,1.419900725);(175.0606485,14.97997786);(215.0555631,1.115434604);(297.0974279,1.381972075);(307.0817778,1.182263499);(323.0766924,1.186844182);(337.0923425,2.188558463) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (121.0289544,0.377641881);(123.0446045,0.4944295689);(129.0551691,0.5974033699);(135.0446045,1.474058194);(143.0344337,0.5230075436);(145.0500838,1.562317649);(147.0657338,1.752408984);(159.008219,0.2536664109);(161.023869,6.076537024);(161.0449984,0.3359706517);(173.0449984,4.658967391);(177.0187836,0.2810828837);(179.0344337,6.15187222);(191.0555631,10.74545298);(229.0348276,0.2747530048);(231.0504777,0.5544062244);(249.039913,2.350807287);(251.0555631,0.4081568303);(261.039913,0.5132738382);(263.0555631,2.233409161);(265.0712131,1.003477403);(279.0868632,0.3292360357);(291.0868632,3.033455594);(293.0661278,0.406191249);(295.0817778,0.2718988158);(307.0817778,1.677629123);(309.0974279,11.36488195);(321.0610424,0.5437845374);(323.0766924,2.103731887);(335.0766924,3.90797471);(353.0872571,33.7381156) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (101.023869,0.9226077108);(103.0395191,1.321024984);(121.0289544,5.498871799);(123.0446045,2.128721129);(129.0551691,3.975830971);(131.0708192,1.258303793);(135.0446045,3.454389964);(143.0344337,1.59634861);(145.0500838,5.414709832);(147.0657338,5.372056889);(161.023869,7.832457619);(161.0449984,1.049841748);(173.0449984,5.533811667);(179.0344337,12.56102397);(187.0606485,1.265420838);(191.0555631,6.118171937);(219.0657338,1.832780732);(229.0348276,1.004368463);(231.0504777,1.739701006);(249.0762985,1.023137904);(261.039913,1.528204226);(263.0555631,3.349651052);(265.0712131,1.239582801);(279.0868632,0.9886149438);(291.0868632,3.643339027);(293.0661278,1.28972044);(307.0817778,1.634186957);(309.0974279,6.890873611);(323.0766924,1.174036961);(335.0766924,2.705444754);(353.0872571,4.652763657) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00273965,2.072139573);(44.99765427,1.414757794);(71.01330434,0.7929937055);(73.0289544,0.944825874);(103.0395191,0.6556693575);(107.0133043,0.8260724402);(109.0289544,1.182973466);(119.0133043,1.021492016);(121.0289544,1.122331299);(129.0551691,0.9341875505);(131.0133043,1.862641575);(133.0289544,3.372039893);(135.008219,0.7280406143);(135.0446045,6.149516907);(143.0133043,0.873915076);(143.0344337,3.856579626);(145.0500838,17.65749235);(147.0657338,10.92322809);(149.023869,1.398633987);(159.008219,0.685384833);(161.023869,18.75937215);(163.0395191,1.636196881);(173.0449984,2.842683001);(175.0031336,1.396417759);(177.0187836,0.9725997728);(179.0344337,9.855095775);(185.0449984,1.586747153);(187.0606485,1.489689784);(191.0555631,1.320677897);(217.0500838,0.8351079845);(219.0657338,0.8304958222) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Globe artichoke | Vegetables, Other vegetables | Publications | Show | |
| Sweet cherry | Fruit, Drupes | 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