precursor

Showing entry for 4-Sinapoylquinic acid

Identification

PhytoHub ID
PHUB000546
Name
4-Sinapoylquinic acid
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
398.364
Monoisotopic Mass
398.121296908
Chemical Formula
C18H22O10
IUPAC Name
1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid
InChI Key
WKRKXTOYTASIOP-NSINOORBSA-N
InChI Identifier
InChI=1S/C18H22O10/c1-26-12-5-9(6-13(27-2)15(12)22)3-4-14(21)28-16-10(19)7-18(25,17(23)24)8-11(16)20/h3-6,10-11,16,19-20,22,25H,7-8H2,1-2H3,(H,23,24)/b4-3+/t10?,11?,16?,18-
SMILES
COC1=CC(\C=C\C(=O)OC2C(O)C[C@](O)(CC2O)C(O)=O)=CC(OC)=C1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.49e+00 g/l
LogS (ALOGPS)
-2.43
LogP (ALOGPS)
0.28
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
7
Polar Surface Area
162.98
Refractivity
94.1802
Polarizability
39.06639943593915
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.246160427306909
pKa (strongest acidic)
3.379134653903912
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxycinnamic acids

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Organooxygen compounds
Super-class
Organic oxygen compounds
Sub-class
Alcohols and polyols
Direct Parent Name
Quinic acids and derivatives
Alternative Parent Names
["Alkyl aryl ethers", "Alpha hydroxy acids and derivatives", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acid esters", "Coumaric acids and derivatives", "Cyclohexanols", "Dicarboxylic acids and derivatives", "Dimethoxybenzenes", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Methoxyphenols", "Organic oxides", "Phenoxy compounds", "Polyols", "Styrenes", "Tertiary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["Alkyl aryl ether", "Alpha,beta-unsaturated carboxylic ester", "Alpha-hydroxy acid", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Cinnamic acid ester", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Cyclohexanol", "Dicarboxylic acid or derivatives", "Dimethoxybenzene", "Enoate ester", "Ether", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "Hydroxy acid", "Hydroxycinnamic acid or derivatives", "M-dimethoxybenzene", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxide", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Quinic acid", "Secondary alcohol", "Styrene", "Tertiary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(129.0551691,2.162113786);(131.0708192,0.9750838563);(145.0500838,1.874497669);(147.0657338,1.277795256);(157.0500838,2.721945863);(159.0657338,0.7495966281);(161.0449984,0.4041374185);(163.0606485,0.5980793412);(167.0708192,1.927249329);(169.0864693,1.594808579);(173.0449984,0.8039422184);(175.0606485,6.57815961);(177.0762985,0.6903409299);(179.0708192,0.7999602116);(187.0242629,0.4653529061);(193.0712131,4.907543177);(205.0500838,1.776255657);(207.0657338,14.01603863);(225.0762985,0.7558079801);(231.0504777,0.4553266295);(233.0661278,0.897112831);(245.0661278,0.5771827598);(335.1130779,3.994671157);(337.128728,0.7491352877);(351.1079926,1.38515281);(353.1236426,11.62968792);(355.1392927,1.438894846);(363.1079926,1.768379945);(367.1029072,0.6287498965);(381.1185573,10.88207524);(399.1291219,20.51492163)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(129.0551691,1.27290621);(131.0708192,0.6247961812);(145.0500838,4.490966321);(147.0657338,3.144919203);(149.0602545,0.8627131604);(149.0813839,2.143661017);(157.0500838,1.846017008);(167.0708192,4.605736052);(173.0449984,0.6402627899);(175.0395191,1.253323057);(175.0606485,10.01840895);(177.0551691,2.587565051);(177.0762985,1.596993972);(179.0708192,4.592842019);(193.0712131,8.104440328);(199.0606485,1.027986941);(205.0500838,1.730280176);(207.0657338,19.67849223);(231.0504777,0.8309959285);(245.0661278,0.8515055279);(323.1130779,1.551468876);(335.1130779,3.405293594);(337.128728,1.050093132);(351.1079926,1.021095577);(353.1236426,4.716711638);(355.1392927,0.9272900556);(363.1079926,3.157316104);(367.1029072,1.505262759);(369.1185573,1.379539221);(381.1185573,5.680002308);(399.1291219,3.701114604)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,4.499737861);(45.03403978,4.292833624);(117.0551691,2.062730348);(119.0344337,1.552080463);(129.0551691,9.738467325);(131.0344337,1.222885646);(131.0708192,1.636936373);(135.0446045,2.939779718);(137.0602545,1.760310311);(143.0344337,1.662505241);(145.0500838,12.19774513);(147.0657338,3.880490622);(153.0551691,2.139115613);(157.0500838,4.593723732);(159.0657338,2.616986971);(163.0606485,1.099462468);(167.0708192,4.364393733);(173.0449984,1.840701328);(175.0395191,2.097194859);(175.0606485,10.71602817);(177.0551691,1.994579257);(179.0708192,2.833164862);(187.0242629,1.14560477);(187.0606485,1.388544871);(191.0344337,2.051503248);(199.0606485,1.738623459);(205.0500838,1.643029551);(207.0657338,6.421085986);(325.0923425,1.207595466);(335.1130779,1.66592708);(337.0923425,0.9962319163)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(57.03403978,0.310853634);(87.00821896,2.012080964);(103.0395191,1.050826812);(129.0551691,0.6203434245);(143.0344337,0.3870955154);(145.0500838,1.663271487);(147.0657338,1.647519501);(155.0344337,0.293507434);(165.0551691,0.3386441182);(167.0708192,0.4197929559);(173.0449984,3.838954556);(179.0708192,1.230764351);(191.0555631,9.240686179);(205.0500838,5.575012601);(207.0293483,0.5092234617);(221.0449984,0.2455094376);(223.0606485,5.314145143);(231.0504777,0.437529265);(279.0868632,0.5287675633);(321.0974279,0.5456549538);(323.1130779,0.549737123);(333.0974279,0.2641025927);(335.1130779,6.031481388);(337.0923425,1.796611279);(351.1079926,2.968466606);(353.1236426,19.16064265);(365.0872571,0.410833265);(367.1029072,1.348997389);(379.1029072,3.164482048);(381.0821717,0.4041220536);(397.1134719,27.69034025)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(57.03403978,1.299147906);(87.00821896,2.499586829);(103.0395191,2.840994462);(129.0551691,6.693780197);(131.0708192,1.703764974);(143.0344337,1.368544411);(145.0500838,5.013448453);(147.0657338,4.994454037);(151.0395191,1.443909907);(165.0551691,5.149975516);(167.0708192,1.402511679);(173.0449984,4.488010499);(179.0708192,1.924254144);(187.0606485,1.309308372);(191.0555631,6.006829425);(205.0500838,6.079721182);(207.0293483,3.948147163);(223.0606485,9.804684027);(229.0348276,0.8797859847);(231.0504777,1.427355487);(309.0974279,1.010942792);(323.0766924,1.148165655);(323.1130779,1.133397074);(335.1130779,4.02183259);(337.0923425,4.088698534);(351.1079926,2.37622194);(353.1236426,7.19126609);(367.1029072,1.172501455);(379.1029072,2.479328141);(381.0821717,0.9251934341);(397.1134719,4.174237643)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(44.99765427,0.60092109);(103.0395191,1.743265167);(105.0340398,0.7561543463);(129.0551691,0.6197863417);(133.0289544,3.036456041);(143.0344337,3.42200016);(145.0500838,14.83297452);(147.0657338,9.57287047);(149.023869,6.537983574);(151.0395191,2.935532126);(163.0395191,0.9403881455);(165.0187836,0.6211614848);(173.0449984,2.349562226);(175.0395191,0.9976835965);(177.0551691,0.8431619821);(179.0708192,1.830566352);(185.0449984,1.418778037);(187.0606485,1.482027122);(189.0187836,0.6972800465);(191.0344337,3.386834416);(191.0555631,2.359784648);(193.0500838,2.388652586);(203.0344337,0.5996563961);(205.0500838,7.102895274);(207.0293483,13.37117194);(207.0657338,1.199988914);(223.0606485,10.23160652);(279.0868632,0.8558370692);(337.0923425,1.45607507);(351.0716071,0.6177302563);(367.1029072,1.191214079)

Food Sources

No food source information available

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

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