3,5-dihydroxycinnamic acid
Showing entry for 3,5-dihydroxycinnamic acid
Identification
- PhytoHub ID
- PHUB002398
- Name
- 3,5-dihydroxycinnamic acid
- Systematic Name
- (E)-3-(3,5-dihydroxyphenyl)prop-2-enoic acid
- Synonyms
- 3-(3,5-Dihydroxyphenyl)-2-propenoic acid
- CAS Number
- 127791-54-2
- Average Mass
- 180.159
- Monoisotopic Mass
- 180.042258738
- Chemical Formula
- C9H8O4
- IUPAC Name
- (2E)-3-(3,5-dihydroxyphenyl)prop-2-enoic acid
- InChI Key
- MFFCZSWTQMCKFP-OWOJBTEDSA-N
- InChI Identifier
InChI=1S/C9H8O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h1-5,10-11H,(H,12,13)/b2-1+
- SMILES
[H]\C(=C(\[H])C1=CC(O)=CC(O)=C1)C(O)=O
- Structure
Structure for 3,5-dihydroxycinnamic acid
Calculated Properties
- Solubility (ALOGPS)
- 1.45e+00 g/l
- LogS (ALOGPS)
- -2.10
- LogP (ALOGPS)
- 1.47
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 2
- Polar Surface Area
- 77.76
- Refractivity
- 47.0217
- Polarizability
- 17.360146122171855
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -5.678551146790086
- pKa (strongest acidic)
- 3.442603270513811
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- PubChem
- 6443769
Taxonomy as Metabolite
- Family
- Miscellaneous phytochemical metabolites
- Class
- Alkylresorcinol metabolites
- Sub-class
- Not Available
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| 3-(3,5-Dihydroxyphenyl)propanoic acid | (Poly)phenol metabolites | Alkylresorcinol metabolites | Not Available | 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", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids and derivatives", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Resorcinols", "Styrenes"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "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", "Organooxygen compound", "Phenol", "Resorcinol", "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 | (59.03115062,1.613012918);(71.03115062,1.085702332);(72.03897522,1.063636028);(73.04679982,11.76331803);(74.04796012,1.006542851);(74.05462442,1.241161298);(75.02606472,3.800400814);(75.06244902,0.960942163);(89.04171392,2.248395722);(169.0679264,1.045140576);(181.0679264,0.9134681138);(263.091801,1.213529388);(265.1074502,1.517755796);(278.1152748,1.239256153);(279.1230994,4.295332519);(280.1250329,1.126166282);(280.130924,1.161230223);(283.1180135,0.9961396969);(295.1180135,1.87585713);(306.1101889,0.8615503745);(307.1180135,6.651795536);(308.1200082,1.820945961);(322.105103,0.8860581551);(323.1129276,2.963152606);(324.1207522,2.750890577);(325.1285768,1.641304467);(380.1289776,0.8409274298);(381.1368022,6.474863627);(382.1385449,2.253574352);(383.1363383,1.066127771);(396.160276,0.982429959) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (43.98927962,1.66258921);(44.99710422,3.464227535);(46.00492882,0.8429030629);(49.00727602,1.128001605);(65.03857442,1.60029246);(68.99710422,0.7439376021);(91.01783932,0.7930835165);(91.98927962,0.7326544093);(94.00492882,1.043984187);(107.0491377,0.6791665318);(109.0284026,1.447708769);(110.0362272,2.158455996);(111.0440518,1.366719433);(132.020578,2.910911865);(133.0284026,3.781341703);(133.9998429,0.6793659728);(134.0362272,9.726510142);(135.0076675,0.6437257586);(135.0396186,0.8870701293);(135.0440518,4.739367757);(136.0154921,0.9807141052);(136.0518764,7.101577674);(137.0552772,0.6498037335);(161.0233167,0.9927333058);(162.0311413,9.152416598);(163.0345318,0.9405947278);(163.0389659,4.061805522);(178.0260554,0.676995503);(179.03388,2.356133458);(180.0417046,10.91170399);(181.0451064,1.128761699) | |
| Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (43.98927962,1.619695097);(44.99710422,3.3748519);(46.00492882,0.8211565131);(65.03857442,0.8526653794);(68.99710422,0.7236774678);(91.98927962,0.7137522291);(94.00492882,1.017049828);(109.0284026,1.406092521);(110.0362272,2.102768726);(111.0440518,1.331458638);(132.020578,3.641207092);(133.0284026,6.380840909);(133.9998429,0.6618386122);(134.0362272,10.37141331);(135.0076675,0.6271179008);(135.0396186,0.945886121);(135.0440518,8.970000816);(136.0154921,0.9554120876);(136.0474479,0.8194212159);(136.0518764,6.599781091);(162.0311413,7.172414594);(163.0345318,0.7371097327);(163.0389659,3.455724486);(178.0260554,2.341725921);(179.03388,1.373383861);(180.0417046,10.46712031);(181.0451064,1.082771722) | |
| Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (43.98927962,1.619695097);(44.99710422,3.3748519);(46.00492882,0.8211565131);(65.03857442,0.8526653794);(68.99710422,0.7236774678);(91.98927962,0.7137522291);(94.00492882,1.017049828);(109.0284026,1.406092521);(110.0362272,2.102768726);(111.0440518,1.331458638);(132.020578,3.641207092);(133.0284026,6.380840909);(133.9998429,0.6618386122);(134.0362272,10.37141331);(135.0076675,0.6271179008);(135.0396186,0.945886121);(135.0440518,8.970000816);(136.0154921,0.9554120876);(136.0474479,0.8194212159);(136.0518764,6.599781091);(162.0311413,7.172414594);(163.0345318,0.7371097327);(163.0389659,3.455724486);(178.0260554,2.341725921);(179.03388,1.373383861);(180.0417046,10.46712031);(181.0451064,1.082771722) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (53.00219107,0.9693769114);(71.01275576,0.7011253365);(133.0284058,0.8214792626);(135.0440559,7.547878128);(163.0389705,63.1089201);(181.0495352,22.95566087) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (53.00219107,2.861277153);(71.01275576,2.329797963);(135.0440559,28.89367703);(137.0597059,2.039224029);(163.0389705,34.99326609);(181.0495352,11.9204134) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (25.00727645,5.764961458);(49.00727645,4.611046084);(51.02292652,2.949564862);(53.00219107,3.282919435);(65.03857658,5.499541689);(68.99710569,1.841301051);(91.01784114,3.210348256);(92.99710569,2.763772024);(93.0334912,4.314146815);(107.0491413,6.133171672);(111.0440559,2.09622877);(117.0334912,6.116339745);(119.0491413,1.778926051);(121.0284058,1.851159873);(133.0284058,5.605920042);(135.0440559,16.67716628);(137.0597059,1.792888623);(163.0389705,4.509616424) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (109.029503,0.485272953);(133.029503,0.7896456053);(135.045153,11.76921267);(151.0400677,0.4993448702);(161.0244176,17.27996638);(179.0349823,67.76752456) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (109.029503,1.342998712);(133.029503,2.939510293);(135.045153,18.86642084);(151.0400677,2.733826038);(161.0244176,30.91241207);(179.0349823,35.21221625) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00328823,8.699008047);(44.99820285,5.989485011);(107.0502384,6.496336208);(109.029503,8.761729025);(117.0345884,3.118266884);(119.0138529,2.823168545);(133.029503,10.39196478);(135.0087675,3.04842742);(135.045153,8.254223369);(151.0400677,5.668822777);(161.0244176,18.31463782) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (135.04515,81.08);(135.04515,81.08);(135.04515,81.08);(135.04515,81.08);(179.03498,100.0);(179.03498,100.0);(179.03498,100.0);(179.03498,100.0) | |
| Predicted LC-MS/MS | Not Available | Negative | medium | View Spectrum | (93.03459,7.47);(93.03459,7.47);(93.03459,7.47);(133.0295,13.65);(133.0295,13.65);(133.0295,13.65);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0);(135.04515,100.0) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00329,100.0);(65.03967,47.4);(68.9982,43.73);(68.9982,43.73);(91.01894,42.03);(91.01894,42.03);(93.03459,42.11);(93.03459,42.11);(93.03459,42.11);(107.05024,60.63);(133.0295,92.32);(133.0295,92.32);(133.0295,92.32);(135.04515,60.6);(135.04515,60.6);(135.04515,60.6);(135.04515,60.6) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (135.04406,20.6);(135.04406,20.6);(135.04406,20.6);(135.04406,20.6);(135.04406,20.6);(135.04406,20.6);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0);(163.03897,100.0) | |
| Predicted LC-MS/MS | Not Available | Positive | medium | View Spectrum | (65.03858,6.74);(91.01784,5.84);(91.01784,5.84);(93.03349,12.2);(93.03349,12.2);(93.03349,12.2);(95.04914,7.83);(95.04914,7.83);(95.04914,7.83);(107.04914,11.16);(117.03349,6.97);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(163.03897,55.94);(163.03897,55.94);(163.03897,55.94);(163.03897,55.94);(163.03897,55.94);(181.04954,7.36);(181.04954,7.36);(181.04954,7.36);(181.04954,7.36) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (51.02293,74.51);(65.03858,30.54);(67.05423,14.43);(77.00219,19.85);(79.01784,38.56);(91.01784,35.92);(91.01784,35.92);(93.03349,38.32);(93.03349,38.32);(93.03349,38.32);(95.04914,9.56);(95.04914,9.56);(95.04914,9.56);(107.04914,31.88);(111.04406,11.68);(111.04406,11.68);(111.04406,11.68);(111.04406,11.68);(117.03349,48.13);(119.01276,8.55);(119.01276,8.55);(119.01276,8.55);(133.02841,9.71);(133.02841,9.71);(133.02841,9.71);(133.02841,9.71);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(135.04406,100.0);(161.02332,10.12) |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
No food source information available of its precursor(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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 3-(3,5-Dihydroxyphenyl)propanoic acid | 3,5-dihydroxycinnamic acid | human | urine | host metabolism | Not Available | Not Available | 10-30% | C9H8O4 | 180.042258738 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| 3-(3,5-Dihydroxyphenyl)propanoic acid | 3,5-dihydroxycinnamic acid | Sex | Effect, clusters | Publications |