Ferulic acid-4'-sulfate
Showing entry for Ferulic acid-4'-sulfate
Identification
- PhytoHub ID
- PHUB001171
- Name
- Ferulic acid-4'-sulfate
- Systematic Name
- 3’-Methoxycinnamic acid-4’-sulfate
- Synonyms
- 3-methoxycinnamic acid-4-sulfate
- ferulic acid-4-sulfate
- ferulic acid-4'-sulfate
- trans-Ferulic acid sulfate
- CAS Number
- 86321-29-1
- Average Mass
- 274.24
- Monoisotopic Mass
- 274.014723836
- Chemical Formula
- C10H10O7S
- IUPAC Name
- (2E)-3-[3-methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid
- InChI Key
- PZPATWACAAOHTJ-HWKANZROSA-N
- InChI Identifier
InChI=1S/C10H10O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2-6H,1H3,(H,11,12)(H,13,14,15)/b5-3+
- SMILES
COC1=C(OS(O)(=O)=O)C=CC(\C=C\C(O)=O)=C1
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 4.25e-01 g/l
- LogS (ALOGPS)
- -2.81
- LogP (ALOGPS)
- -0.32
- Hydrogen Acceptors
- 6
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 5
- Polar Surface Area
- 110.13000000000001
- Refractivity
- 61.4958
- Polarizability
- 24.618891951368088
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -4.920485309517196
- pKa (strongest acidic)
- -2.247037321131993
- 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)
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
- Coumaric acids and derivatives
- Alternative Parent Names
- ["Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylsulfates", "Styrenes", "Sulfuric acid monoesters"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Arylsulfate", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric acid or derivatives", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "Phenol ether", "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 | (44.99710422,1.962495667);(80.96408832,1.181406794);(107.0127534,1.182502192);(108.020578,0.7786590238);(109.0284026,0.9142523917);(147.0440518,1.96693642);(148.0518764,0.9487050148);(149.059701,2.056160962);(165.0546151,1.172398672);(175.0389659,1.745304999);(176.0467905,1.571203872);(177.0546151,1.594094995);(179.03388,1.024183782);(190.0260554,1.184705105);(191.03388,1.565259824);(192.0417046,1.450373301);(193.0495292,1.856482289);(194.0573538,3.218051519);(227.0008641,1.318947363);(228.0086887,2.098674654);(229.0165133,1.714857047);(229.9879536,0.92669646);(230.0243379,1.512809014);(230.9957782,1.88531087);(244.0036028,1.080854534);(256.0036028,2.734083022);(257.0114274,2.76952823);(257.9828677,1.433389747);(258.9906923,2.184198985);(273.0063415,0.8573433155);(274.0141661,2.71933106) | |
Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (57.01550142,0.9668700619);(59.03115062,0.9773553867);(71.03115062,0.9066270671);(73.04679982,7.398469359);(74.05462442,0.8080640995);(75.02606472,1.868453218);(89.04171392,2.216549249);(90.04953852,0.8162599017);(149.059701,1.013452598);(177.0546151,1.774100234);(181.0679264,1.012685788);(227.0008641,1.488832656);(228.0086887,1.495930398);(229.0165133,1.845002435);(230.0243379,1.283329551);(251.0734038,1.986383159);(257.0114274,2.351836004);(263.0734038,1.240502481);(264.0812284,0.8425016144);(265.089053,3.4468174);(266.0968776,1.540369122);(273.0063415,1.556184702);(274.0141661,1.315633756);(275.0219907,0.8872723736);(301.0196528,0.7940743317);(303.035302,0.8144130909);(329.0509512,1.096925543);(330.0223915,1.199886224);(331.0302161,4.679118308);(332.0324879,0.9251974824);(346.0536899,1.121058406) | |
Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (44.99710422,1.962495667);(80.96408832,1.181406794);(107.0127534,1.182502192);(108.020578,0.7786590238);(109.0284026,0.9142523917);(147.0440518,1.96693642);(148.0518764,0.9487050148);(149.059701,2.056160962);(165.0546151,1.172398672);(175.0389659,1.745304999);(176.0467905,1.571203872);(177.0546151,1.594094995);(179.03388,1.024183782);(190.0260554,1.184705105);(191.03388,1.565259824);(192.0417046,1.450373301);(193.0495292,1.856482289);(194.0573538,3.218051519);(227.0008641,1.318947363);(228.0086887,2.098674654);(229.0165133,1.714857047);(229.9879536,0.92669646);(230.0243379,1.512809014);(230.9957782,1.88531087);(244.0036028,1.080854534);(256.0036028,2.734083022);(257.0114274,2.76952823);(257.9828677,1.433389747);(258.9906923,2.184198985);(273.0063415,0.8573433155);(274.0141661,2.71933106) | |
Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (177.0546206,1.557865403);(227.0008707,1.164012874);(229.0165208,6.158948056);(239.0008707,1.199453594);(257.0114354,53.94351411);(275.0220001,18.90075522) | |
Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (53.00219107,1.039885801);(71.01275576,1.917531293);(80.96409131,3.479472509);(131.0491413,1.151673783);(147.0440559,2.428335711);(149.0597059,6.384991977);(159.0440559,0.9432881982);(177.0546206,15.51779747);(193.0495352,1.015934195);(195.0651853,5.733703566);(203.0008707,0.9972495915);(211.0059561,3.139746777);(213.0216062,1.130561664);(227.0008707,1.457479091);(229.0165208,8.267537306);(239.0008707,3.290005043);(257.0114354,17.19378137);(275.0220001,4.911645264) | |
Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (25.00727645,3.235352279);(41.00219107,2.446013422);(49.00727645,4.251898034);(51.02292652,3.17987416);(63.02292652,1.347544764);(68.99710569,1.355169584);(71.01275576,1.608025448);(75.02292652,1.877530628);(77.03857658,4.762398959);(80.96409131,1.367688144);(92.99710569,1.43012989);(93.0334912,1.167823134);(98.974656,1.503199037);(105.0334912,1.764580099);(107.0491413,2.262574751);(117.0334912,1.760161774);(119.0491413,3.762398801);(121.0284058,2.058268795);(131.0491413,6.616501806);(133.0284058,1.393628043);(133.0647913,2.995787309);(135.0440559,1.728455344);(147.0440559,2.090518212);(161.0597059,1.197504429);(177.0546206,0.97473338);(184.9903061,2.099325346);(196.9903061,1.594665784);(203.0008707,1.501524141);(212.9852207,2.272148933);(227.0008707,1.288299708);(229.0165208,2.210692914) | |
Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (96.96010309,1.272351741);(175.0400677,1.543692129);(193.0506323,3.46827939);(229.017618,9.64505151);(254.9968825,14.62589077);(273.0074472,60.98268601) | |
Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (96.96010309,2.366494561);(147.045153,4.203055557);(149.0608031,3.39105431);(161.0244176,1.964586369);(163.0400677,1.686419509);(175.0400677,9.3375237);(177.0193322,8.109793683);(191.0349823,2.826032042);(193.0506323,16.51667296);(212.9863178,2.937760863);(229.017618,4.886936862);(254.9968825,9.078566102);(256.9761471,2.405292143);(273.0074472,11.76637543) | |
Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (44.99820285,2.797721062);(59.01385292,1.866672994);(80.96518847,14.74783596);(82.98083854,2.0612722);(96.96010309,2.412184697);(133.029503,1.343522792);(147.0087675,1.18125049);(147.045153,4.523867409);(149.0244176,2.984703976);(149.0608031,3.915607249);(161.0244176,3.911092517);(163.0400677,2.763465673);(175.0400677,9.608448127);(177.0193322,17.09310902);(184.9914032,1.966009258);(193.0506323,3.812765577);(212.9863178,2.255827748);(228.9812325,1.90809493) | |
Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (229.01762,31.5);(229.01762,31.5);(229.01762,31.5);(229.01762,31.5);(229.01762,31.5);(273.00745,100.0);(273.00745,100.0);(273.00745,100.0);(273.00745,100.0);(273.00745,100.0) | |
Predicted LC-MS/MS | Not Available | Negative | medium | View Spectrum | (96.9601,95.72);(147.04515,9.08);(184.9914,11.99);(212.98632,21.62);(229.01762,100.0);(229.01762,100.0);(229.01762,100.0);(229.01762,100.0);(229.01762,100.0);(273.00745,20.47);(273.00745,20.47);(273.00745,20.47);(273.00745,20.47);(273.00745,20.47) | |
Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (77.03967,5.57);(80.96519,4.9);(95.01385,3.03);(96.9601,100.0);(97.0295,3.44);(105.03459,9.43);(105.03459,9.43);(107.05024,16.47);(119.05024,5.91);(121.0295,5.88);(146.97575,5.45);(150.97067,3.13);(170.97575,3.61);(184.9914,8.93);(212.98632,7.21);(229.01762,4.19);(229.01762,4.19);(229.01762,4.19);(229.01762,4.19);(229.01762,4.19) | |
Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (175.03897,11.37);(175.03897,11.37);(175.03897,11.37);(175.03897,11.37);(175.03897,11.37);(177.05462,14.65);(177.05462,14.65);(177.05462,14.65);(177.05462,14.65);(177.05462,14.65);(177.05462,14.65);(257.01144,100.0);(257.01144,100.0);(257.01144,100.0);(257.01144,100.0);(257.01144,100.0);(257.01144,100.0);(257.01144,100.0);(275.022,11.16);(275.022,11.16);(275.022,11.16);(275.022,11.16);(275.022,11.16);(275.022,11.16) | |
Predicted LC-MS/MS | Not Available | Positive | medium | View Spectrum | (147.04406,10.87);(147.04406,10.87);(147.04406,10.87);(149.05971,41.37);(149.05971,41.37);(159.04406,17.46);(161.02332,10.75);(161.02332,10.75);(161.05971,15.94);(163.03897,25.48);(163.03897,25.48);(163.03897,25.48);(175.03897,17.21);(175.03897,17.21);(175.03897,17.21);(175.03897,17.21);(175.03897,17.21);(177.05462,100.0);(177.05462,100.0);(177.05462,100.0);(177.05462,100.0);(177.05462,100.0);(177.05462,100.0);(193.04954,11.4);(193.04954,11.4);(193.04954,11.4);(193.04954,11.4);(193.04954,11.4);(195.06519,17.58);(195.06519,17.58);(195.06519,17.58);(195.06519,17.58);(195.06519,17.58);(195.06519,17.58);(195.06519,17.58);(229.01652,16.63);(229.01652,16.63);(229.01652,16.63);(229.01652,16.63);(239.00087,10.13);(257.01144,34.95);(257.01144,34.95);(257.01144,34.95);(257.01144,34.95);(257.01144,34.95);(257.01144,34.95);(257.01144,34.95);(275.022,21.7);(275.022,21.7);(275.022,21.7);(275.022,21.7);(275.022,21.7);(275.022,21.7) | |
Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (64.96918,79.4);(77.03858,18.08);(80.96409,37.54);(82.97974,9.76);(98.97466,10.2);(107.04914,15.58);(107.04914,15.58);(107.04914,15.58);(119.01276,11.5);(119.01276,11.5);(121.02841,17.01);(121.02841,17.01);(123.04406,16.0);(123.04406,16.0);(123.04406,16.0);(123.04406,16.0);(131.04914,88.61);(133.06479,100.0);(135.04406,17.43);(135.04406,17.43);(135.04406,17.43);(135.04406,17.43);(147.04406,26.82);(147.04406,26.82);(147.04406,26.82);(149.05971,70.33);(149.05971,70.33);(159.04406,53.24);(161.05971,71.62);(175.03897,30.6);(175.03897,30.6);(175.03897,30.6);(175.03897,30.6);(175.03897,30.6);(177.05462,43.88);(177.05462,43.88);(177.05462,43.88);(177.05462,43.88);(177.05462,43.88);(177.05462,43.88) |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
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 | Ferulic acid-4'-sulfate | rat | plasma | Not Available | Not Available | Not Available | Not Available | C10H10O7S | 274.014723836 | Publications | |||
Ferulic acid | Ferulic acid-4'-sulfate | human rat | plasma, urine | host metabolism | 1h-3h | 50-200 nmol/L | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Rosmarinic acid | Ferulic acid-4'-sulfate | rat | plasma, urine | Not Available | Not Available | Not Available | Not Available | C10H10O7S | 274.014723836 | Publications | |||
Orange flavanones | Ferulic acid-4'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 1h-3h | <20 nmol/L | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Hazelnut Flavan-3-ols | Ferulic acid-4'-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Black tea Flavan-3-ols | Ferulic acid-4'-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Cranberry (Poly)phenols | Ferulic acid-4'-sulfate | human | plasma, urine | host metabolism | 1h-3h | 2-5µmol/L | 5-10% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Coffee Chlorogenic acids | Ferulic acid-4'-sulfate | human | plasma, urine | host metabolism | <1h | 50-200 nmol/L | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Yerba mate Chlorogenic acids | Ferulic acid-4'-sulfate | human | plasma, urine | host metabolism | <1h | <20 nmol/L | <1% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Grape (Poly)phenols | Ferulic acid-4'-sulfate | human | plasma, urine | host metabolism | 1h-3h | 50-200 nmol/L | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Red Raspberries Anthocyanins | Ferulic acid-4'-sulfate | human | plasma, urine | host metabolism | 1h-3h | 20-50 nmol/L | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Orange (Poly)phenols | Ferulic acid-4'-sulfate | human | plasma, urine | host metabolism | 1h-3h | 50-200 nmol/L | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Rosemary tea (poly)phenols | Ferulic acid-4'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 3h-5h | 200-500 nmol/L | 1-5% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Tomato (Poly)phenols | Ferulic acid-4'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | Not Available | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Olive oil (Poly)phenols | Ferulic acid-4'-sulfate | human | plasma | host-gut microbiota co-metabolite | Not Available | 5-20µmol/L | Not Available | C10H10O7S | 274.014723836 | Detailed Intervention Studies | |||
Globe artichoke (Poly)phenols | Ferulic acid-4'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 0.5-2µmol/L | <1% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Red grape pomace (Poly)phenols | Ferulic acid-4'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | <20 nmol/L | <1% | C10H10O7S | 274.014723836 | Detailed Intervention Studies | Publications | ||
Coffee hydroxycinnamates | Ferulic acid-4'-sulfate | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C10H10O7S | 274.014723836 | Detailed Intervention Studies |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value | |||
---|---|---|---|---|---|---|
Coffee Chlorogenic acids | Ferulic acid-4'-sulfate | Microbiota | Effect, clusters | Publications | ||
Globe artichoke (Poly)phenols | Ferulic acid-4'-sulfate | Microbiota | Effect, clusters | Publications | ||
Red grape pomace (Poly)phenols | Ferulic acid-4'-sulfate | Microbiota | Effect, clusters | Publications |