Sinapine
precursor
Showing entry for Sinapine
Identification
- PhytoHub ID
- PHUB000639
- Name
- Sinapine
- Systematic Name
- Not Available
- Synonyms
- 4-Hydroxy-3,5-dimethoxycinnamate choline
- Sinapic acid choline ester
- CAS Number
- Not Available
- Average Mass
- 310.369
- Monoisotopic Mass
- 310.164899297
- Chemical Formula
- C16H24NO5
- IUPAC Name
- (2-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}ethyl)trimethylazanium
- InChI Key
- HUJXHFRXWWGYQH-UHFFFAOYSA-O
- InChI Identifier
InChI=1S/C16H23NO5/c1-17(2,3)8-9-22-15(18)7-6-12-10-13(20-4)16(19)14(11-12)21-5/h6-7,10-11H,8-9H2,1-5H3/p+1
- SMILES
COC1=CC(\C=C\C(=O)OCC[N+](C)(C)C)=CC(OC)=C1O
- Structure
Structure for Sinapine
Calculated Properties
- Solubility (ALOGPS)
- 1.41e-02 g/l
- LogS (ALOGPS)
- -4.39
- LogP (ALOGPS)
- -0.93
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 1
- Rotatable Bond Count
- 8
- Polar Surface Area
- 64.99000000000001
- Refractivity
- 96.669
- Polarizability
- 34.32545227228419
- Formal Charge
- 1
- Physiological Charge
- 1
- pKa (strongest basic)
- -4.602090062685847
- pKa (strongest acidic)
- 9.288740484436033
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- ChEBI
- 16353
- PubChem
- 89287
- Chemistry Dashboard
- DTXSID10171957
- KNApSAcK
- C00002777
- MetaboLights
- MTBLC16353
- Phenol-Explorer
- 557
- PeakForestCompound
- 000499
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
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
- ["Acyl cholines", "Alkyl aryl ethers", "Amines", "Anisoles", "Carbonyl compounds", "Cinnamic acid esters", "Dimethoxybenzenes", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Methoxyphenols", "Monocarboxylic acids and derivatives", "Organic cations", "Organic oxides", "Organic salts", "Organopnictogen compounds", "Phenoxy compounds", "Styrenes", "Tetraalkylammonium salts"]
- External Descriptor Annotations
- ["Sinapate derivatives", "a small molecule", "acylcholine"]
- Substituent Names
- ["Acyl choline", "Alkyl aryl ether", "Alpha,beta-unsaturated carboxylic ester", "Amine", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cinnamic acid ester", "Coumaric acid or derivatives", "Dimethoxybenzene", "Enoate ester", "Ether", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "M-dimethoxybenzene", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic cation", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organic salt", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Quaternary ammonium salt", "Styrene", "Tetraalkylammonium salt"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (57.05729682,2.085274444);(58.06512142,15.13662022);(59.07294602,4.773652685);(60.08077062,2.350947696);(73.08859522,3.784056309);(74.09641982,5.153070851);(84.08077062,1.877916679);(85.08859522,4.180026317);(86.09641982,9.487606403);(87.10424442,1.869287462);(163.0389659,1.377625674);(164.0467905,1.650520132);(165.0546151,1.655793214);(166.0624397,1.53031297);(176.0467905,1.265727881);(177.0546151,3.331664695);(178.0624397,4.742271896);(179.0702643,2.595276305);(191.03388,1.676973503);(205.0495292,1.611284121);(206.0573538,7.26517136);(207.0651784,3.331926815);(222.0522679,1.932494632);(223.0600925,4.826651575);(236.0679171,1.07930032);(237.0757417,1.080024992);(251.0913909,1.190855827);(293.1257625,1.477586637);(294.1335871,2.412139967);(308.1492363,1.640748201);(309.1570609,1.627190214) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (57.05729682,1.78040668);(58.06512142,7.071817576);(59.07294602,1.675971763);(60.08077062,1.765962572);(71.03115062,1.895845245);(73.04679982,1.815065427);(73.08859522,1.420251531);(74.09641982,3.614447467);(84.08077062,1.208290821);(85.08859522,1.64473798);(86.09641982,2.286869042);(87.10424442,0.7927388258);(182.1175464,0.7567491625);(235.0784897,3.483031502);(238.1019635,0.7354026192);(249.0941389,1.573313334);(250.1019635,1.79625128);(251.1097881,1.469250366);(263.0734038,6.668466119);(264.0758393,1.333060733);(278.0968776,2.796012834);(279.1047022,2.253328795);(294.0917917,0.7521007123);(295.0996163,1.553718778);(308.1492363,1.501387249);(309.1570609,0.8309261177);(310.1648855,0.7234267027);(365.1652863,1.240998795);(366.1731109,4.794163799);(367.1756983,1.255478349);(381.1965847,0.7849472118) | |
| Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (57.05729682,2.35082583);(58.06512142,7.575917087);(59.07294602,3.362895744);(60.08077062,1.950010225);(70.06512142,1.121309203);(73.08859522,1.920261872);(74.09641982,3.699246692);(84.08077062,1.644808851);(85.08859522,2.15329335);(86.09641982,5.959994921);(87.10424442,0.7997145268);(163.0389659,0.989844352);(164.0467905,1.015747934);(165.0546151,1.299255268);(166.0624397,0.8729203775);(176.0467905,1.20913009);(177.0546151,2.410082936);(178.0624397,4.698221309);(179.0702643,2.206827198);(191.03388,1.510704628);(206.0573538,7.260337585);(207.0607542,0.9157675968);(207.0651784,3.382531138);(222.0522679,1.128780543);(223.0600925,2.331866341);(224.0679171,0.740682665);(250.0835663,0.8420798984);(251.0913909,1.01923729);(293.1257625,1.222433296);(294.1335871,1.64343976);(309.1570609,1.508655594) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (251.093,73.03142);(310.165,100.0) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (175.04,2.22377);(207.067,2.75654);(251.092,100.0) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (119.047,7.17949);(147.039,28.84615);(175.037,100.0);(207.065,56.53846);(251.092,68.07692) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (175.036,0.1001);(207.06,0.2002);(250.879,0.1001);(251.087,100.0);(252.091,10.31031);(253.094,0.2002);(310.16,31.93193);(311.163,4.5045);(312.163,0.1001) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (175.037,0.6006);(207.061,1.2012);(208.062,0.1001);(236.064,0.3003);(250.94,0.1001);(251.087,100.0);(251.435,0.1001);(252.091,11.21121);(253.092,0.2002);(310.159,2.3023);(311.163,0.3003) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (119.047,0.1001);(147.042,1.001);(151.036,0.1001);(164.044,0.2002);(175.036,4.7047);(176.039,0.3003);(179.066,0.1001);(207.062,6.80681);(208.063,0.7007);(218.052,0.1001);(235.055,0.3003);(236.064,2.002);(237.067,0.2002);(250.891,0.1001);(251.087,100.0);(251.376,0.1001);(252.09,11.41141);(253.091,0.2002) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (115.052,0.4004);(117.07,0.1001);(119.048,1.5015);(120.052,0.1001);(129.031,0.5005);(131.046,0.1001);(132.02,0.1001);(132.055,0.2002);(134.034,0.1001);(135.043,0.2002);(136.049,0.3003);(143.046,0.1001);(145.062,0.4004);(146.037,0.1001);(146.07,0.1001);(147.042,9.40941);(148.046,0.8008);(149.023,0.1001);(149.056,0.1001);(151.038,0.7007);(160.05,0.1001);(161.059,0.2002);(162.03,0.3003);(163.037,0.6006);(164.045,1.8018);(165.049,0.1001);(174.029,0.4004);(175.037,28.02803);(176.041,2.6026);(177.051,0.2002);(179.069,1.2012);(180.056,0.1001);(181.084,0.2002);(190.059,0.7007);(191.034,0.7007);(192.041,0.7007);(193.047,0.1001);(206.054,0.2002);(207.062,24.62462);(208.062,2.002);(209.049,0.1001);(218.056,0.3003);(219.064,0.2002);(221.044,0.2002);(235.057,2.2022);(236.064,5.50551);(237.065,0.5005);(250.897,0.1001);(251.088,100.0);(251.528,0.1001);(252.091,10.41041);(253.094,0.2002) | |
| LC-MS/MS | LC-ESI-QTOF | positive | Not Available | View Spectrum | (115.052,1.6016);(116.054,0.3003);(117.073,0.3003);(118.041,0.4004);(119.047,12.91291);(120.049,0.8008);(121.028,0.4004);(121.064,0.2002);(123.039,0.1001);(127.051,0.2002);(128.06,0.6006);(129.031,3.3033);(129.072,0.1001);(130.036,0.2002);(131.047,1.4014);(132.023,1.1011);(132.052,1.001);(133.022,0.1001);(133.035,0.2002);(133.06,0.3003);(134.035,1.9019);(135.042,2.1021);(136.048,2.002);(137.053,0.4004);(143.046,0.6006);(144.053,0.5005);(145.027,1.2012);(145.063,0.9009);(146.034,2.8028);(147.042,63.56356);(148.045,5.4054);(149.023,3.3033);(149.06,0.2002);(150.025,0.3003);(151.037,3.4034);(152.043,0.3003);(153.087,0.1001);(157.027,0.1001);(157.065,0.1001);(159.045,0.1001);(160.014,0.7007);(160.046,0.3003);(161.019,0.1001);(161.056,1.001);(162.029,3.8038);(163.036,6.40641);(164.044,11.71171);(165.048,0.7007);(167.067,0.3003);(172.053,0.1001);(173.023,0.1001);(173.057,0.2002);(174.029,1.7017);(175.036,100.0);(176.04,9.40941);(177.024,0.5005);(177.05,0.9009);(178.023,0.1001);(178.056,0.2002);(179.067,8.20821);(180.055,0.8008);(181.04,0.1001);(181.085,0.5005);(189.048,0.5005);(190.058,3.9039);(191.033,3.3033);(191.071,0.1001);(192.038,3.1031);(192.097,0.1001);(193.044,1.6016);(194.047,0.1001);(203.03,0.1001);(205.042,0.1001);(206.054,1.8018);(207.061,54.35435);(208.054,5.90591);(209.038,0.6006);(218.052,0.7007);(218.142,0.1001);(219.06,0.6006);(221.041,1.7017);(222.052,0.2002);(229.946,0.1001);(235.056,12.31231);(235.141,0.1001);(236.063,9.30931);(237.068,0.7007);(251.087,78.17818);(251.181,0.1001);(251.222,0.1001);(252.09,9.40941) | |
| LC-MS/MS | LC-ESI-ITFT | positive | Not Available | View Spectrum | (92.114464,0.05143);(99.745956,0.050711);(119.083969,0.052489);(129.506241,0.054319);(154.216354,0.148883);(198.15889,0.053287);(235.05867,0.05631);(250.632507,0.706163);(251.091461,100.0);(251.552124,0.475099);(251.861069,0.068315);(252.09317,0.099405);(310.168488,0.082508);(311.168091,0.684169) | |
| LC-MS/MS | LC-ESI-ITFT | positive | Not Available | View Spectrum | (94.243469,0.056076);(103.908745,0.05367);(109.625771,0.055139);(110.282104,0.066494);(123.090012,0.058352);(123.367477,0.067537);(145.954025,0.070499);(154.216446,0.157067);(154.765701,0.056038);(155.056595,0.05742);(188.443527,0.069578);(218.464355,0.064463);(220.535416,0.068764);(236.064697,0.05945);(250.329132,0.085384);(251.091553,100.0);(251.383865,0.181165);(251.548431,0.329087);(251.811584,0.08252);(252.094528,0.305295);(283.422455,0.072263);(291.488678,0.057209);(302.515472,0.066377);(305.678986,0.055476) | |
| LC-MS/MS | LC-ESI-ITFT | positive | Not Available | View Spectrum | (99.668678,0.061472);(135.521667,0.063443);(145.250717,0.05775);(154.21492,0.158997);(155.559616,0.057267);(155.850876,0.065506);(174.762253,0.058031);(198.862198,0.072199);(205.717209,0.055355);(241.605606,0.05633);(250.035217,0.061237);(251.091553,100.0);(251.548508,0.34224);(252.094025,0.251455);(253.375946,0.068419);(255.780121,0.059163);(262.734436,0.065928);(295.74231,0.059824);(325.810852,0.075807) | |
| LC-MS/MS | LC-ESI-ITFT | positive | Not Available | View Spectrum | (86.114182,0.050364);(94.024208,0.051962);(101.097107,0.050876);(123.931984,0.05521);(146.457458,0.061894);(154.216476,0.165254);(184.073914,0.047891);(250.034256,0.072753);(250.331787,0.091078);(251.091492,100.0);(251.546066,0.191285);(251.854309,0.075996);(252.094101,0.345331);(280.056213,0.060303) |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
No metabolism information available
Inter-Individual Variations in Metabolism
No data on inter-individual variations available