PhytoHub: Showing entry for Coumaric acid-4'-sulfate

Coumaric acid-4'-sulfate

Identification

PhytoHub ID

PHUB001199

Name

Coumaric acid-4'-sulfate

Systematic Name

Cinnamic acid-4′-sulfate

Synonyms

Coumaric acid sulfate (p-)

CAS Number

Not Available

Average Mass

244.22

Monoisotopic Mass

244.004159152

Chemical Formula

C₉H₈O₆S

IUPAC Name

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

InChI Key

OYDCCWNLILCHDJ-ZZXKWVIFSA-N

InChI Identifier

InChI=1S/C9H8O6S/c10-9(11)6-3-7-1-4-8(5-2-7)15-16(12,13)14/h1-6H,(H,10,11)(H,12,13,14)/b6-3+

SMILES

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

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.33e-01 g/l
LogS (ALOGPS): -2.75
LogP (ALOGPS): -0.45
Hydrogen Acceptors: 5
Hydrogen Donors: 2
Rotatable Bond Count: 4
Polar Surface Area: 100.89999999999999
Refractivity: 55.032599999999995
Polarizability: 21.73435060599172
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): Not Available
pKa (strongest acidic): -2.207843112633197
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
Coumaric acid (p-)	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Coffee Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Globe artichoke (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Olive oil (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Tomato (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Grape (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Cinnamic acids and derivatives
Super-class: Phenylpropanoids and polyketides
Sub-class: Cinnamic acids
Direct Parent Name: Cinnamic acids
Alternative Parent Names: ["Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylsulfates", "Styrenes", "Sulfuric acid monoesters"]
External Descriptor Annotations: Not Available
Substituent Names: ["Aromatic homomonocyclic compound", "Arylsulfate", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "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	(57.01550142,1.175684709);(59.03115062,1.319102763);(71.03115062,1.120428705);(73.04679982,9.141496414);(74.05462442,1.282983106);(75.02606472,2.07239532);(75.06244902,0.991678061);(89.04171392,2.320311041);(90.04953852,0.8574556184);(117.0334885,1.338872233);(119.0491377,1.057418639);(196.9903008,1.345605913);(197.9981254,1.527572772);(199.00595,4.64897229);(200.0137746,1.431409579);(201.0215992,1.240645381);(205.0679264,0.9638532379);(207.0835756,1.495531328);(221.0628405,2.183983534);(227.0008641,7.100485274);(233.0628405,0.8826246566);(234.0706651,0.8933951716);(235.0784897,1.986133048);(236.0863143,1.641602408);(242.9957782,1.696776977);(244.0036028,1.344343572);(245.0114274,1.080987196);(299.0403879,1.163891992);(300.0118282,0.8415171558);(301.0196528,3.174385819);(316.0431266,1.233823044)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(43.98927962,0.8498257279);(44.99710422,2.814793298);(80.96408832,1.339871595);(108.020578,0.7968460482);(109.0284026,1.243801418);(117.0334885,3.047838309);(118.0413131,1.296716598);(119.0491377,3.365529863);(120.0569623,1.024638529);(133.0284026,1.723875336);(134.0362272,1.03326197);(135.0440518,3.378664781);(145.0284026,1.281098263);(146.0362272,2.079151346);(147.0440518,2.112631806);(148.0518764,1.147036122);(160.0154921,1.361877099);(161.0233167,1.397349861);(162.0311413,1.667274445);(163.0389659,2.643285379);(164.0467905,3.638815367);(195.9824762,1.136639543);(196.9903008,1.574711629);(197.9981254,3.029618941);(199.00595,2.455179685);(200.0137746,2.429872839);(225.9930395,3.389961652);(227.0008641,3.06480756);(228.980129,0.9361689225);(242.9957782,1.421296498);(244.0036028,3.422494274)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.98927962,0.8392620705);(44.99710422,1.74871505);(80.96408832,1.323216481);(108.020578,0.7869409483);(109.0284026,1.227985683);(117.0334885,1.658730758);(119.0491377,2.338940363);(120.0569623,1.013707818);(133.0284026,1.762891189);(134.0362272,1.02041813);(135.0440518,3.449945943);(145.0284026,1.312011673);(146.0362272,1.996808683);(147.0440518,1.850621559);(148.0518764,1.132778027);(160.0154921,1.344948448);(161.0233167,1.378116301);(162.0311413,1.646549588);(163.0389659,2.901354522);(164.0467905,3.588730611);(195.9824762,1.122040192);(196.9903008,2.592134404);(197.9981254,4.936141332);(199.00595,4.052402951);(200.0137746,2.39768912);(225.9930395,3.158836959);(227.0008641,2.662947432);(228.980129,0.9245319863);(241.9879536,1.799593498);(242.9957782,1.148006715);(244.0036028,3.349862311)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.98927962,0.8392620705);(44.99710422,1.74871505);(80.96408832,1.323216481);(108.020578,0.7869409483);(109.0284026,1.227985683);(117.0334885,1.658730758);(119.0491377,2.338940363);(120.0569623,1.013707818);(133.0284026,1.762891189);(134.0362272,1.02041813);(135.0440518,3.449945943);(145.0284026,1.312011673);(146.0362272,1.996808683);(147.0440518,1.850621559);(148.0518764,1.132778027);(160.0154921,1.344948448);(161.0233167,1.378116301);(162.0311413,1.646549588);(163.0389659,2.901354522);(164.0467905,3.588730611);(195.9824762,1.122040192);(196.9903008,2.592134404);(197.9981254,4.936141332);(199.00595,4.052402951);(200.0137746,2.39768912);(225.9930395,3.158836959);(227.0008641,2.662947432);(228.980129,0.9245319863);(241.9879536,1.799593498);(242.9957782,1.148006715);(244.0036028,3.349862311)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(96.9579,2.68);(119.0481,15.82);(163.038,100.0);(199.0044,3.11);(242.9947,64.32)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(93.0335,3.51);(117.0337,1.55);(119.0493,100.0);(163.0391,9.84)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(93.0335,3.46);(117.0336,1.57);(119.0492,100.0);(163.0391,9.82)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(96.9579,2.71);(119.0481,15.86);(163.038,100.0);(199.0044,3.17);(242.9946,64.38)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(79.9552,0.00358453);(96.9579,0.02684685);(119.0481,0.15824059);(163.038,1.0);(199.0044,0.03112878);(242.9947,0.64324324)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(79.9567,0.00452961);(91.0546,0.00712167);(93.0335,0.03512084);(96.9594,0.00667462);(117.0337,0.01552743);(119.0493,1.0);(163.0391,0.09841303)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(79.9551,0.00381272);(96.9579,0.02706538);(119.0481,0.15864166);(135.0423,0.0005925);(163.038,1.0);(163.1076,0.00052027);(199.0044,0.03172833);(242.9946,0.64381652);(243.0326,0.00083705)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(79.9568,0.00470985);(91.0546,0.00727372);(93.0335,0.03458942);(96.9594,0.00699179);(117.0336,0.01569343);(119.0492,1.0);(163.0391,0.09817518)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(147.0440559,2.692917622);(172.9903061,1.167415608);(199.0059561,6.228021572);(208.9903061,1.233890752);(227.0008707,55.41783565);(245.0114354,18.97588173)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(71.01275576,1.811694541);(80.96409131,3.401860418);(101.0385766,1.975441181);(117.0334912,2.321674674);(119.0491413,6.741153949);(129.0334912,1.837139677);(147.0440559,19.24037625);(165.0546206,5.881517779);(180.9953914,3.228943986);(199.0059561,8.296236006);(208.9903061,3.406908684);(227.0008707,17.50202571);(245.0114354,4.832526993)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(25.00727645,3.234153938);(41.00219107,2.511614637);(49.00727645,2.064359255);(51.02292652,1.51866868);(59.01275576,1.462607393);(63.02292652,5.832021812);(68.99710569,2.153227748);(71.01275576,1.620628596);(75.02292652,3.195879998);(77.03857658,2.306718649);(87.02292652,6.283210484);(89.03857658,14.72951061);(91.05422664,2.651729517);(101.0385766,9.60255708);(103.0542266,4.720451572);(115.0178411,1.599074136);(117.0334912,3.306878487);(131.0127558,3.530330382);(131.0491413,1.658346119);(135.0440559,1.275142181);(147.0440559,1.706763388);(172.9903061,1.82103644);(199.0059561,2.282638215)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(96.96010309,1.187997301);(145.029503,2.305931564);(163.0400677,3.592215424);(199.0070533,9.688322324);(224.9863178,16.95345445);(242.9968825,60.12931832)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(117.0345884,6.31525157);(119.0502384,5.580062943);(145.029503,14.8916404);(163.0400677,22.58010678);(199.0070533,6.468140868);(224.9863178,12.45677889);(242.9968825,13.58721952)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(44.99820285,3.999502493);(80.96518847,11.08786596);(117.0345884,12.0288168);(119.0502384,11.69944695);(145.029503,29.59537492);(163.0400677,9.195130194);(224.9863178,3.199748776)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(242.99688,100.0);(242.99688,100.0);(242.99688,100.0);(242.99688,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(96.9601,7.46);(172.9914,5.96);(172.9914,5.96);(172.9914,5.96);(199.00705,45.23);(199.00705,45.23);(199.00705,45.23);(199.00705,45.23);(224.98632,12.11);(224.98632,12.11);(224.98632,12.11);(242.99688,100.0);(242.99688,100.0);(242.99688,100.0);(242.99688,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(75.02402,48.26);(77.03967,36.25);(80.96519,86.95);(96.9601,100.0);(119.05024,57.0);(121.0295,36.25);(122.97575,54.48);(146.97575,81.33);(146.97575,81.33);(148.9914,41.39);(172.9914,54.3);(172.9914,54.3);(172.9914,54.3);(199.00705,83.86);(199.00705,83.86);(199.00705,83.86);(199.00705,83.86)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(147.04406,21.79);(147.04406,21.79);(147.04406,21.79);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(131.04914,11.43);(147.04406,75.54);(147.04406,75.54);(147.04406,75.54);(208.99031,68.18);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0);(227.00087,100.0);(245.01144,25.55);(245.01144,25.55);(245.01144,25.55);(245.01144,25.55)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(77.03858,13.35);(101.03858,39.49);(103.05423,60.05);(105.03349,13.45);(119.04914,28.14);(129.03349,90.18);(131.04914,100.0);(145.02841,12.86);(147.04406,37.53);(147.04406,37.53);(147.04406,37.53);(208.99031,18.65);(224.98522,13.3)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Coumaric acid (p-)	American cranberry	Fruit, Berries	Publications	Show
Coumaric acid (p-)	Apple	Fruit, Pomes	Publications	Show
Coumaric acid (p-)	Apple cider	Beverages, Alcoholic	Publications	Show
Coumaric acid (p-)	Apple juice	Beverages, Non-alcoholic	Publications	Show
Coumaric acid (p-)	Beer	Beverages, Alcoholic	Publications	Show
Coumaric acid (p-)	Blackberry	Fruit, Berries	Publications	Show
Coumaric acid (p-)	Coffee	Coffee and coffee products	Publications	Show
Coumaric acid (p-)	European cranberry	Fruit, Berries	Publications	Show
Coumaric acid (p-)	Olive, black	Fruit, Drupes	Publications	Show
Coumaric acid (p-)	Olive, green	Fruit, Drupes	Publications	Show
Coumaric acid (p-)	Orange juice	Beverages, Non-alcoholic	Publications	Show
Coumaric acid (p-)	Peanut	Nuts	Publications	Show
Coumaric acid (p-)	Strawberry	Fruit, Berries	Publications	Show
Coumaric acid (p-)	Tomato	Vegetables, Fruit vegetables	Publications	Show
Coumaric acid (p-)	Wheat bread	Cereals and cereal products	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
Coumaric acid (p-)	Coumaric acid-4'-sulfate	human rat	plasma	host metabolism	Not Available	0.5-2µmol/L	Not Available	C₉H₈O₆S	244.004159152	Detailed Intervention Studies	Publications
Orange flavanones	Coumaric acid-4'-sulfate	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₉H₈O₆S	244.004159152	Detailed Intervention Studies	Publications
Coffee Chlorogenic acids	Coumaric acid-4'-sulfate	human	plasma, urine	host-gut microbiota co-metabolite	1h-3h	Not Available	<1%	C₉H₈O₆S	244.004159152	Detailed Intervention Studies	Publications
Globe artichoke (Poly)phenols	Coumaric acid-4'-sulfate	human	plasma, urine	host metabolism	1h-3h	<20 nmol/L	<1%	C₉H₈O₆S	244.004159152	Detailed Intervention Studies	Publications
Olive oil (Poly)phenols	Coumaric acid-4'-sulfate	human	plasma	host-gut microbiota co-metabolite	Not Available	0.5-2µmol/L	Not Available	C₉H₈O₆S	244.004159152	Detailed Intervention Studies
Tomato (Poly)phenols	Coumaric acid-4'-sulfate	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₉H₈O₆S	244.004159152	Detailed Intervention Studies
Grape (Poly)phenols	Coumaric acid-4'-sulfate	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₉H₈O₆S	244.004159152	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value
	Coffee Chlorogenic acids		Coumaric acid-4'-sulfate	Microbiota	Effect, clusters	Publications

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Showing entry for Coumaric acid-4'-sulfate