4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate
Showing entry for 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate
Identification
- PhytoHub ID
- PHUB001989
- Name
- 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate
- Systematic Name
- 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-3'-sulfate
- Synonyms
- 4-hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-3'-sulfate
- 4-hydroxy-5-(4-hydroxyphenyl)valeric acid-3-sulfate
- 5-(4-hydroxyphenyl)-4-hydroxyvaleric acid-3-sulfate
- 5-(4'-hydroxyphenyl)-4-hydroxyvaleric acid-3'-sulfate
- CAS Number
- Not Available
- Average Mass
- 306.29
- Monoisotopic Mass
- 306.040938585
- Chemical Formula
- C11H14O8S
- IUPAC Name
- 4-hydroxy-5-[4-hydroxy-3-(sulfooxy)phenyl]pentanoic acid
- InChI Key
- HROSNTXKMPHTSL-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C11H14O8S/c12-8(2-4-11(14)15)5-7-1-3-9(13)10(6-7)19-20(16,17)18/h1,3,6,8,12-13H,2,4-5H2,(H,14,15)(H,16,17,18)
- SMILES
OC(CCC(O)=O)CC1=CC(OS(O)(=O)=O)=C(O)C=C1
- Structure
Structure for 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate
Calculated Properties
- Solubility (ALOGPS)
- 1.61e+00 g/l
- LogS (ALOGPS)
- -2.28
- LogP (ALOGPS)
- -0.89
- Hydrogen Acceptors
- 7
- Hydrogen Donors
- 4
- Rotatable Bond Count
- 7
- Polar Surface Area
- 141.35999999999999
- Refractivity
- 66.7917
- Polarizability
- 27.884187617109323
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -2.7437791410730012
- pKa (strongest acidic)
- -1.9991922497948977
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Flavonoid metabolites
- Sub-class
- Phenylvalerolactones and phenylvaleric acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Apple Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Cocoa Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| (-)-Epicatechin | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Fatty Acyls
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Fatty acids and conjugates
- Direct Parent Name
- Sulfated fatty acids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Hydroxy fatty acids", "Medium-chain fatty acids", "Medium-chain hydroxy acids and derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylsulfates", "Secondary alcohols", "Sulfuric acid monoesters"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "Alcohol", "Aromatic homomonocyclic compound", "Arylsulfate", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Hydroxy fatty acid", "Medium-chain fatty acid", "Medium-chain hydroxy acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "Phenol", "Phenoxy compound", "Phenylsulfate", "Secondary alcohol", "Sulfate-ester", "Sulfated fatty acid", "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 | (73.04679982,4.907878655);(74.05462442,0.7569187376);(75.02606472,5.318983441);(89.04171392,2.367554727);(90.04953852,0.8860936651);(91.05736312,0.7854350267);(117.036628,1.464044577);(129.0730123,1.093221101);(131.0886615,0.9046113025);(145.0679264,0.7893103485);(195.0835756,1.339254411);(247.1180135,2.205125491);(275.0403879,2.232885697);(276.0482125,0.8566502954);(297.1336627,1.913228761);(377.090475,2.57734056);(378.0923519,0.7007182269);(405.1217734,2.86752377);(406.1237715,0.8455306275);(427.1786639,0.9908402969);(432.1088629,0.7662995304);(433.1166875,2.823872347);(434.1187379,0.8653282487);(441.1943131,1.230496412);(442.2021377,1.15313299);(449.1116016,1.756511476);(450.1194262,1.69501102);(451.1272508,0.9734178813);(507.1354762,7.377777221);(508.1372853,2.80894377);(509.1347001,1.688612702) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (27.02292522,0.908677842);(44.99710422,3.057727586);(58.00492882,0.8658693672);(59.01275342,0.8355615916);(60.02057802,1.060231692);(71.01275342,0.8433819443);(73.02840262,1.213115003);(74.03622722,0.8985461067);(103.0389659,1.247614172);(123.0440518,2.150092265);(153.0546151,1.738340771);(188.9852149,2.01874406);(189.9930395,0.9622537241);(200.9852149,5.897382975);(201.9930395,1.401737164);(203.0008641,12.66484233);(204.0039207,1.129389428);(204.0086887,1.698553509);(205.0165133,2.944015773);(212.9852149,0.8574919712);(215.0008641,1.764078618);(225.0757417,0.9828583296);(230.9957782,1.102706753);(232.0036028,1.012127175);(233.0114274,1.825082947);(247.0270766,1.216972455);(260.0349012,0.8559679038);(261.0427258,0.9397149765);(262.0505504,0.8893260779);(288.0298153,2.427447819);(289.0376399,2.268070011) | |
| Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (27.02292522,0.908677842);(44.99710422,3.057727586);(58.00492882,0.8658693672);(59.01275342,0.8355615916);(60.02057802,1.060231692);(71.01275342,0.8433819443);(73.02840262,1.213115003);(74.03622722,0.8985461067);(103.0389659,1.247614172);(123.0440518,2.150092265);(153.0546151,1.738340771);(188.9852149,2.01874406);(189.9930395,0.9622537241);(200.9852149,5.897382975);(201.9930395,1.401737164);(203.0008641,12.66484233);(204.0039207,1.129389428);(204.0086887,1.698553509);(205.0165133,2.944015773);(212.9852149,0.8574919712);(215.0008641,1.764078618);(225.0757417,0.9828583296);(230.9957782,1.102706753);(232.0036028,1.012127175);(233.0114274,1.825082947);(247.0270766,1.216972455);(260.0349012,0.8559679038);(261.0427258,0.9397149765);(262.0505504,0.8893260779);(288.0298153,2.427447819);(289.0376399,2.268070011) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (188.9852207,1.624670652);(189.0546206,1.037021612);(203.0008707,1.252205321);(243.0321709,2.781605429);(261.0427356,3.67366699);(271.0270855,18.57857617);(289.0376502,39.34101865);(307.0482149,11.87602887) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (41.00219107,1.163339166);(55.01784114,1.109313643);(57.0334912,1.247121117);(59.01275576,2.522287462);(61.02840582,1.477105117);(73.02840582,1.589790375);(80.96409131,1.762371662);(85.02840582,1.177862944);(99.04405588,0.8987905802);(103.0389705,0.864407079);(123.0440559,2.080051248);(167.0702706,1.269082975);(181.0859207,2.323602386);(187.0059561,0.8354494161);(188.9852207,0.8444507173);(191.0702706,0.9315642214);(200.9852207,0.8359355448);(203.0008707,2.376607928);(205.0165208,0.8504262998);(209.0808353,8.601295583);(227.0008707,1.585863664);(227.0914,2.185352891);(229.0165208,3.835875007);(243.0321709,3.976613067);(245.0478209,0.9641170644);(247.0270855,1.58310383);(259.0270855,1.271004883);(261.0427356,5.340997786);(271.0270855,7.142133719);(289.0376502,8.593796913);(307.0482149,2.103348516) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (27.02292652,3.283180765);(43.01784114,1.309293654);(49.00727645,1.656011838);(51.02292652,2.246311626);(55.01784114,1.055648388);(57.0334912,2.563678358);(59.01275576,1.625044573);(65.03857658,3.135457204);(68.99710569,3.624197215);(73.02840582,2.383405184);(79.01784114,1.701396384);(93.0334912,2.258231252);(105.0334912,1.842114892);(107.0491413,1.281068534);(123.0440559,1.000422465);(123.0804414,1.053613188);(147.0440559,1.198910539);(151.075356,2.567761435);(153.0910061,1.175099805);(163.075356,1.557010549);(167.0702706,1.407830176);(172.9903061,1.479590874);(188.9852207,1.690087877);(189.0546206,1.05892793);(203.0008707,2.146615858);(227.0008707,1.052550391);(229.0165208,1.054353638);(243.0321709,2.304026573);(245.0478209,1.439654876);(261.0427356,1.243399725);(271.0270855,1.258967503) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (203.0019679,2.774477287);(243.033268,3.517700323);(261.0438327,5.912196926);(269.0125326,2.438416274);(287.0230973,20.27004954);(305.033662,47.05089238) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (41.00328823,1.048553813);(59.01385292,3.992591854);(73.02950298,1.467852138);(80.96518847,1.119806454);(96.96010309,1.94369976);(121.029503,1.360848);(123.045153,1.546232791);(165.0557177,1.322478989);(167.0713678,1.104281106);(179.0713678,2.681935195);(181.0870179,2.15736527);(191.0713678,1.20357912);(203.0019679,3.293872747);(207.0662824,15.27005101);(219.0298969,1.042033894);(221.045547,1.613655659);(223.061197,1.901235877);(225.0768471,10.68828076);(243.033268,3.871708432);(261.0438327,3.138215357);(269.0125326,1.250560054);(287.0230973,10.24906636);(305.033662,7.689686407) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00328823,5.552410693);(44.99820285,1.582931759);(55.0189383,0.8693323677);(59.01385292,21.41690901);(64.97027385,1.463998262);(73.02950298,0.9406486248);(80.96518847,9.039385922);(82.98083854,1.555818844);(84.9964886,2.240406252);(96.96010309,1.988988471);(101.0244176,0.9991854559);(113.0244176,1.055457351);(121.029503,2.657311677);(123.045153,1.674264072);(151.0400677,1.902933609);(165.0557177,1.326474751);(179.0713678,3.675873322);(181.0870179,3.42749552);(203.0019679,0.8748633405);(205.0506323,0.8176303784);(207.0662824,10.18948055);(225.0768471,2.927041305);(259.0281827,0.9728172803);(287.0230973,1.079303334) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (243.03327,26.38);(243.03327,26.38);(261.04383,23.59);(261.04383,23.59);(261.04383,23.59);(261.04383,23.59);(261.04383,23.59);(261.04383,23.59);(287.0231,22.04);(287.0231,22.04);(287.0231,22.04);(287.0231,22.04);(287.0231,22.04);(287.0231,22.04);(287.0231,22.04);(305.03366,100.0);(305.03366,100.0);(305.03366,100.0);(305.03366,100.0);(305.03366,100.0);(305.03366,100.0);(305.03366,100.0) | |
| Predicted LC-MS/MS | Not Available | Negative | medium | View Spectrum | (55.01894,7.38);(59.01385,18.4);(73.0295,8.6);(80.96519,9.43);(96.9601,38.77);(101.02442,7.45);(200.98632,8.47);(200.98632,8.47);(200.98632,8.47);(203.00197,69.76);(203.00197,69.76);(203.00197,69.76);(203.00197,69.76);(215.00197,41.26);(215.00197,41.26);(215.00197,41.26);(215.00197,41.26);(217.01762,18.44);(217.01762,18.44);(217.01762,18.44);(243.03327,100.0);(243.03327,100.0);(261.04383,24.86);(261.04383,24.86);(261.04383,24.86);(261.04383,24.86);(261.04383,24.86);(261.04383,24.86);(269.01253,14.79);(269.01253,14.79);(287.0231,22.51);(287.0231,22.51);(287.0231,22.51);(287.0231,22.51);(287.0231,22.51);(287.0231,22.51);(287.0231,22.51);(305.03366,21.08);(305.03366,21.08);(305.03366,21.08);(305.03366,21.08);(305.03366,21.08);(305.03366,21.08);(305.03366,21.08) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00329,11.33);(80.96519,87.74);(85.0295,12.47);(85.0295,12.47);(93.03459,26.62);(96.9601,100.0);(105.03459,12.91);(109.0295,15.98);(121.0295,76.46);(123.00877,17.79);(123.04515,63.67);(124.9914,13.18);(125.02442,15.0);(137.02442,12.29);(146.97575,40.94);(151.04007,22.37);(151.04007,22.37);(153.05572,10.38);(153.05572,10.38);(176.98632,27.21);(179.00197,15.32);(183.06628,16.92);(200.98632,29.69);(200.98632,29.69);(200.98632,29.69);(203.00197,87.26);(203.00197,87.26);(203.00197,87.26);(203.00197,87.26);(205.01762,12.41);(205.01762,12.41);(205.01762,12.41);(205.01762,12.41);(215.00197,86.27);(215.00197,86.27);(215.00197,86.27);(215.00197,86.27);(217.01762,17.22);(217.01762,17.22);(217.01762,17.22);(230.99688,16.24);(230.99688,16.24);(230.99688,16.24);(230.99688,16.24);(230.99688,16.24);(230.99688,16.24);(231.03327,25.68);(233.01253,22.02);(233.01253,22.02);(233.01253,22.02);(233.01253,22.02);(233.01253,22.02);(243.03327,18.82);(243.03327,18.82);(251.0231,34.46);(303.01801,24.37);(303.01801,24.37) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (123.04406,5.26);(203.00087,7.17);(203.00087,7.17);(205.04954,10.04);(205.04954,10.04);(205.04954,10.04);(207.06519,21.07);(207.06519,21.07);(207.06519,21.07);(207.06519,21.07);(209.08084,38.47);(209.08084,38.47);(209.08084,38.47);(217.01652,5.0);(229.01652,5.13);(229.01652,5.13);(243.03217,10.68);(261.04274,5.6);(261.04274,5.6);(261.04274,5.6);(271.02709,25.08);(271.02709,25.08);(271.02709,25.08);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(289.03765,100.0);(307.04821,54.2);(307.04821,54.2);(307.04821,54.2);(307.04821,54.2);(307.04821,54.2);(307.04821,54.2);(307.04821,54.2) | |
| Predicted LC-MS/MS | Not Available | Positive | medium | View Spectrum | (87.04406,19.6);(87.04406,19.6);(107.04914,27.2);(107.04914,27.2);(107.04914,27.2);(123.04406,59.16);(135.04406,12.04);(135.04406,12.04);(135.04406,12.04);(137.05971,8.06);(137.05971,8.06);(137.05971,8.06);(149.05971,23.7);(149.05971,23.7);(149.05971,23.7);(151.07536,9.39);(151.07536,9.39);(151.07536,9.39);(151.07536,9.39);(153.05462,41.8);(153.05462,41.8);(153.05462,41.8);(163.07536,10.56);(167.07027,43.24);(167.07027,43.24);(181.08592,21.56);(189.05462,12.1);(189.05462,12.1);(191.07027,37.27);(191.07027,37.27);(193.08592,10.25);(193.08592,10.25);(203.00087,20.49);(203.00087,20.49);(205.04954,9.02);(205.04954,9.02);(205.04954,9.02);(207.06519,13.32);(207.06519,13.32);(207.06519,13.32);(207.06519,13.32);(209.08084,100.0);(209.08084,100.0);(209.08084,100.0);(217.01652,11.84);(233.01144,8.14);(233.01144,8.14);(242.99579,8.16);(243.03217,25.71);(245.04782,10.4);(247.02709,10.84);(247.02709,10.84);(247.02709,10.84);(257.01144,13.42);(259.02709,17.14);(259.02709,17.14);(261.04274,30.6);(261.04274,30.6);(261.04274,30.6);(271.02709,52.71);(271.02709,52.71);(271.02709,52.71);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(289.03765,58.04);(307.04821,12.71);(307.04821,12.71);(307.04821,12.71);(307.04821,12.71);(307.04821,12.71);(307.04821,12.71);(307.04821,12.71) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (55.01784,17.07);(57.03349,30.61);(59.04914,16.14);(85.02841,14.13);(85.02841,14.13);(85.02841,14.13);(93.03349,16.17);(105.03349,87.28);(107.04914,99.11);(107.04914,99.11);(107.04914,99.11);(109.06479,20.95);(109.06479,20.95);(109.06479,20.95);(121.02841,25.84);(121.02841,25.84);(123.04406,64.72);(125.05971,21.2);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(137.05971,39.11);(137.05971,39.11);(137.05971,39.11);(141.05462,21.33);(143.07027,21.05);(147.04406,32.32);(147.04406,32.32);(151.03897,52.0);(151.03897,52.0);(151.03897,52.0);(153.05462,17.22);(153.05462,17.22);(153.05462,17.22);(161.05971,43.71);(163.07536,26.12);(165.05462,38.57);(165.05462,38.57);(165.05462,38.57);(167.07027,26.92);(167.07027,26.92);(187.03897,15.85);(187.03897,15.85);(189.05462,45.3);(189.05462,45.3);(191.07027,56.24);(191.07027,56.24);(193.08592,15.24);(193.08592,15.24);(195.06519,51.61);(197.08084,54.11);(241.01652,22.58);(243.03217,24.47) |
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Apple Flavan-3-ols | 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C11H14O8S | 306.040938585 | Detailed Intervention Studies | Publications | ||
| Cocoa Flavan-3-ols | 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 20-50 nmol/L | 1-5% | C11H14O8S | 306.040938585 | Detailed Intervention Studies | Publications | ||
| (-)-Epicatechin | 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | <1% | C11H14O8S | 306.040938585 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Apple Flavan-3-ols | 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate | Microbiota | Effect, clusters | Publications | ||
| Cocoa Flavan-3-ols | 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate | Microbiota | Effect, clusters | Publications | ||
| (-)-Epicatechin | 4-hydroxy-5-(4'-hydroxyphenyl)valeric acid-3'-sulfate | Microbiota | Effect, clusters | Publications |