PhytoHub: Showing entry for Caffeic acid 3'-sulfate

Caffeic acid 3'-sulfate

Identification

PhytoHub ID

PHUB001594

Name

Caffeic acid 3'-sulfate

Systematic Name

4'-Hydroxycinnamic acid-3'-sulfate

Synonyms

Not Available

CAS Number

Not Available

Average Mass

260.22

Monoisotopic Mass

259.999073772

Chemical Formula

C₉H₈O₇S

IUPAC Name

(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoic acid

InChI Key

VWQNTRNACRFUCQ-DUXPYHPUSA-N

InChI Identifier

InChI=1S/C9H8O7S/c10-7-3-1-6(2-4-9(11)12)5-8(7)16-17(13,14)15/h1-5,10H,(H,11,12)(H,13,14,15)/b4-2+

SMILES

OC(=O)\C=C\C1=CC(OS(O)(=O)=O)=C(O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.54e-01 g/l
LogS (ALOGPS): -2.54
LogP (ALOGPS): -0.37
Hydrogen Acceptors: 6
Hydrogen Donors: 3
Rotatable Bond Count: 4
Polar Surface Area: 121.13000000000001
Refractivity: 57.0135
Polarizability: 22.487222315069936
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -4.407550401842359
pKa (strongest acidic): -2.3026952822384072
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Phenolic acid metabolites
Sub-class: Cinnamic acids

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Caffeic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Black tea Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical
Coffee Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Yerba mate Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Grape (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Globe artichoke (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Red Raspberries Anthocyanins	Polyphenols	Flavonoids	Anthocyanins	Show Food Phytochemical
Coffee hydroxycinnamates	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Cinnamic acids and derivatives
Super-class: Phenylpropanoids and polyketides
Sub-class: Hydroxycinnamic acids and derivatives
Direct Parent Name: Hydroxycinnamic acids
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids and derivatives", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylsulfates", "Styrenes", "Sulfuric acid monoesters"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Arylsulfate", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric acid or derivatives", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "Phenol", "Phenoxy compound", "Phenylsulfate", "Styrene", "Sulfate-ester", "Sulfuric acid ester", "Sulfuric acid monoester"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(43.98927962,0.8527102067);(44.99710422,1.776736045);(80.96408832,1.173778982);(97.02840262,0.8018449484);(109.0284026,1.095275429);(133.0284026,1.563626464);(135.0440518,1.9587928);(136.0518764,0.9813757216);(151.0389659,1.266199087);(161.0233167,1.431889455);(162.0311413,1.660925451);(163.0389659,1.359220802);(164.0467905,0.8762095642);(176.0104062,1.396243004);(177.0182308,1.185745107);(178.0260554,1.73745363);(179.03388,2.366431451);(180.0417046,3.384893031);(199.9773903,1.504342971);(200.9852149,2.277398914);(211.9773903,0.9866210885);(212.9852149,2.817278475);(213.9930395,4.947418915);(215.0008641,4.147832658);(216.0086887,2.497496542);(230.9957782,0.9414512699);(241.9879536,3.218071358);(242.9957782,2.859481529);(257.9828677,1.82460997);(258.9906923,1.163965652);(259.9985169,3.435233607)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(59.03115062,1.129273023);(71.03115062,0.8376551807);(73.04679982,8.806179101);(74.04796012,0.7535116024);(74.05462442,0.9456707723);(75.02606472,2.569106795);(75.06244902,0.7413985927);(89.04171392,1.734711504);(169.0679264,0.8069574535);(195.0835756,0.887977247);(271.0090895,1.381008608);(273.0247387,1.097209367);(287.0403879,3.299035513);(288.0482125,0.9492868156);(303.035302,1.389348583);(309.0972784,3.318511744);(310.0992134,0.8715523129);(315.035302,5.216915519);(316.0375701,1.029579759);(321.0972784,0.8715904018);(323.1129276,2.421746856);(324.1207522,0.8651007733);(330.0223915,0.7243397161);(331.0302161,2.422333922);(332.0380407,2.248812408);(333.0458653,1.341741911);(387.0748258,0.776814098);(388.0462661,0.819123904);(389.0540907,4.681220852);(390.0559611,1.271659605);(391.0528133,0.7454399949)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.98927962,0.8527102067);(44.99710422,1.776736045);(80.96408832,1.173778982);(97.02840262,0.8018449484);(109.0284026,1.095275429);(133.0284026,1.563626464);(135.0440518,1.9587928);(136.0518764,0.9813757216);(151.0389659,1.266199087);(161.0233167,1.431889455);(162.0311413,1.660925451);(163.0389659,1.359220802);(164.0467905,0.8762095642);(176.0104062,1.396243004);(177.0182308,1.185745107);(178.0260554,1.73745363);(179.03388,2.366431451);(180.0417046,3.384893031);(199.9773903,1.504342971);(200.9852149,2.277398914);(211.9773903,0.9866210885);(212.9852149,2.817278475);(213.9930395,4.947418915);(215.0008641,4.147832658);(216.0086887,2.497496542);(230.9957782,0.9414512699);(241.9879536,3.218071358);(242.9957782,2.859481529);(257.9828677,1.82460997);(258.9906923,1.163965652);(259.9985169,3.435233607)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(163.0389705,1.431523723);(200.9852207,6.159441229);(215.0008707,6.295785497);(224.9852207,7.956351513);(242.9957854,44.1318078);(261.00635,16.95108298)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(71.01275576,1.546418189);(80.96409131,2.89690074);(105.0334912,1.151227215);(110.974656,1.038001501);(117.0334912,1.042941555);(121.0284058,1.106959442);(133.0284058,2.032998342);(135.0440559,5.544161537);(163.0389705,12.16641622);(181.0495352,4.840736978);(184.9903061,0.9489455085);(187.0059561,1.501748346);(196.9903061,2.564380499);(200.9852207,8.324649499);(212.9852207,2.0033939);(215.0008707,9.846533993);(224.9852207,4.641301161);(242.9957854,12.9278437);(261.00635,3.952457397)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(25.00727645,2.215771224);(41.00219107,1.639146063);(49.00727645,4.847154481);(51.02292652,3.657792613);(65.03857658,4.010004765);(68.99710569,1.162250308);(75.02292652,1.875692154);(77.00219107,1.699344463);(77.03857658,4.370881271);(79.01784114,2.136954599);(79.05422664,0.9317151635);(80.96409131,1.054080989);(92.99710569,2.250523227);(95.01275576,1.17326368);(103.0178411,1.626336811);(105.0334912,9.97344308);(107.0491413,1.254630164);(109.0284058,1.018666647);(117.0334912,5.080251737);(119.0127558,0.9531801661);(119.0491413,1.847561379);(121.0284058,3.2463009);(133.0284058,1.990623043);(135.0440559,1.276829);(170.974656,1.149271943);(172.9903061,2.567620608);(184.9903061,2.81412557);(187.0059561,1.186024074);(196.9903061,1.243586498);(200.9852207,3.887721583);(215.0008707,1.911154652)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(59.01385292,1.380555668);(161.0244176,1.640470324);(179.0349823,3.485150223);(215.0019679,9.522384286);(240.9812325,16.79494379);(258.9917971,58.76575003)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(59.01385292,2.624145647);(96.96010309,2.113196106);(131.0138529,1.741042098);(133.029503,5.430788579);(135.045153,4.742853008);(161.0244176,12.84666894);(175.0036822,2.257058401);(177.0193322,2.919088471);(179.0349823,18.95390051);(215.0019679,5.461935214);(240.9812325,10.52150938);(258.9917971,11.28115404)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00328823,1.731723267);(44.99820285,3.315280479);(59.01385292,3.658693886);(64.97027385,2.460380494);(80.96518847,12.01241518);(82.98083854,1.962746304);(96.96010309,2.427379378);(131.0138529,2.066852188);(133.029503,8.781656754);(135.045153,8.576390504);(151.0400677,2.024587725);(161.0244176,22.4509694);(179.0349823,6.803494245);(212.9863178,1.486872087);(240.9812325,1.666780394)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(133.0295,96.19);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(258.9918,82.26);(258.9918,82.26);(258.9918,82.26);(258.9918,82.26);(258.9918,82.26);(258.9918,82.26);(258.9918,82.26)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(96.9601,60.3);(133.0295,12.25);(196.9914,19.24);(196.9914,19.24);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0);(215.00197,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(65.00329,9.01);(67.01894,9.06);(77.03967,15.22);(80.96519,53.96);(93.03459,12.47);(96.9601,100.0);(103.01894,19.12);(105.03459,53.1);(107.01385,13.5);(119.01385,13.86);(119.01385,13.86);(119.01385,13.86);(121.0295,17.61);(121.0295,17.61);(121.0295,17.61);(133.0295,14.9);(135.04515,15.96);(136.95502,52.65);(138.97067,15.83);(170.97575,15.98);(172.9914,20.23);(184.9914,23.52);(187.00705,13.24);(196.9914,12.31);(196.9914,12.31);(212.98632,15.81);(212.98632,15.81);(212.98632,15.81);(212.98632,15.81);(215.00197,30.42);(215.00197,30.42);(215.00197,30.42);(215.00197,30.42);(215.00197,30.42);(215.00197,30.42);(215.00197,30.42);(216.98123,10.57)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(161.02332,24.85);(161.02332,24.85);(161.02332,24.85);(161.02332,24.85);(163.03897,86.76);(163.03897,86.76);(163.03897,86.76);(163.03897,86.76);(179.03389,17.41);(179.03389,17.41);(179.03389,17.41);(179.03389,17.41);(179.03389,17.41);(179.03389,17.41);(242.99579,100.0);(242.99579,100.0);(242.99579,100.0);(242.99579,100.0);(242.99579,100.0);(242.99579,100.0);(261.00635,25.91);(261.00635,25.91);(261.00635,25.91);(261.00635,25.91);(261.00635,25.91);(261.00635,25.91);(261.00635,25.91)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(119.04914,9.31);(121.02841,8.14);(121.02841,8.14);(125.05971,10.17);(133.02841,18.14);(133.02841,18.14);(133.02841,18.14);(135.04406,57.72);(135.04406,57.72);(145.02841,24.56);(147.04406,21.89);(147.04406,21.89);(161.02332,20.99);(161.02332,20.99);(161.02332,20.99);(161.02332,20.99);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(179.03389,23.12);(179.03389,23.12);(179.03389,23.12);(179.03389,23.12);(179.03389,23.12);(179.03389,23.12);(181.04954,32.1);(181.04954,32.1);(181.04954,32.1);(181.04954,32.1);(181.04954,32.1);(181.04954,32.1);(181.04954,32.1);(215.00087,8.45);(215.00087,8.45);(215.00087,8.45);(215.00087,8.45);(215.00087,8.45);(242.99579,12.05);(242.99579,12.05);(242.99579,12.05);(242.99579,12.05);(242.99579,12.05);(242.99579,12.05);(261.00635,16.33);(261.00635,16.33);(261.00635,16.33);(261.00635,16.33);(261.00635,16.33);(261.00635,16.33);(261.00635,16.33)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(77.03858,9.89);(109.02841,8.01);(109.02841,8.01);(109.02841,8.01);(117.03349,100.0);(119.01276,6.99);(119.04914,82.12);(123.04406,29.48);(125.05971,5.68);(131.01276,13.39);(131.01276,13.39);(131.01276,13.39);(133.02841,17.94);(133.02841,17.94);(133.02841,17.94);(135.04406,16.51);(135.04406,16.51);(145.02841,21.44);(147.04406,17.68);(147.04406,17.68);(161.02332,6.95);(161.02332,6.95);(161.02332,6.95);(161.02332,6.95);(163.03897,12.95);(163.03897,12.95);(163.03897,12.95);(163.03897,12.95)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Caffeic acid	American cranberry	Fruit, Berries	Publications	Show
Caffeic acid	Apple	Fruit, Pomes	Publications	Show
Caffeic acid	Apple juice	Beverages, Non-alcoholic	Publications	Show
Caffeic acid	Beer	Beverages, Alcoholic	Publications	Show
Caffeic acid	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blueberry	Fruit, Berries	Publications	Show
Caffeic acid	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Carrot	Vegetables, Root vegetables	Publications	Show
Caffeic acid	Cider	Beverages, Alcoholic	Publications	Show
Caffeic acid	Coffee	Coffee and coffee products	Publications	Show
Caffeic acid	Common wheat	Cereals and cereal products	Publications	Show
Caffeic acid	Eggplant	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	European cranberry	Fruit, Berries	Publications	Show
Caffeic acid	European plum	Fruit, Drupes	Publications	Show
Caffeic acid	Mate	Teas and herbal teas	Publications	Show
Caffeic acid	Olive, black	Fruit, Drupes	Publications	Show
Caffeic acid	Olive, green	Fruit, Drupes	Publications	Show
Caffeic acid	Pear	Fruit, Pomes	Publications	Show
Caffeic acid	Strawberry	Fruit, Berries	Publications	Show
Caffeic acid	Sweet cherry	Fruit, Drupes	Publications	Show
Caffeic acid	Tomato	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	White wine grape	Fruit, Berries	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
Caffeic acid	Caffeic acid 3'-sulfate	human	plasma	host metabolism	Not Available	Not Available	Not Available	C₉H₈O₇S	259.999073772		Publications
Orange flavanones	Caffeic acid 3'-sulfate	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₉H₈O₇S	259.999073772	Detailed Intervention Studies	Publications
Black tea Flavan-3-ols	Caffeic acid 3'-sulfate	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₉H₈O₇S	259.999073772	Detailed Intervention Studies	Publications
Coffee Chlorogenic acids	Caffeic acid 3'-sulfate	human	plasma, urine	host metabolism	1h-3h	50-200 nmol/L	1-5%	C₉H₈O₇S	259.999073772	Detailed Intervention Studies	Publications
Yerba mate Chlorogenic acids	Caffeic acid 3'-sulfate	human	plasma, urine	host metabolism	<1h	20-50 nmol/L	<1%	C₉H₈O₇S	259.999073772	Detailed Intervention Studies	Publications
Grape (Poly)phenols	Caffeic acid 3'-sulfate	human	plasma, urine	host metabolism	1h-3h	20-50 nmol/L	<1%	C₉H₈O₇S	259.999073772	Detailed Intervention Studies	Publications
Globe artichoke (Poly)phenols	Caffeic acid 3'-sulfate	human	plasma, urine	host metabolism	1h-3h	2-5µmol/L	<1%	C₉H₈O₇S	259.999073772	Detailed Intervention Studies	Publications
Red Raspberries Anthocyanins	Caffeic acid 3'-sulfate	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₉H₈O₇S	259.999073772	Detailed Intervention Studies	Publications
Coffee hydroxycinnamates	Caffeic acid 3'-sulfate	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₉H₈O₇S	259.999073772	Detailed Intervention Studies

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value
	Coffee Chlorogenic acids		Caffeic acid 3'-sulfate	Microbiota	Effect, clusters	Publications
	Globe artichoke (Poly)phenols		Caffeic acid 3'-sulfate	Microbiota	Effect, clusters	Publications

Back

Showing entry for Caffeic acid 3'-sulfate