Amygdalin
precursor
Showing entry for Amygdalin
Identification
- PhytoHub ID
- PHUB001449
- Name
- Amygdalin
- Systematic Name
- Not Available
- Synonyms
- Amygdaloside
- Glucoprunasin
- Mandelonitrile gentiobioside
- CAS Number
- Not Available
- Average Mass
- 457.432
- Monoisotopic Mass
- 457.158410693
- Chemical Formula
- C20H27NO11
- IUPAC Name
- 2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile
- InChI Key
- XUCIJNAGGSZNQT-SWRVSKMJSA-N
- InChI Identifier
InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10?,11-,12-,13-,14-,15+,16+,17-,18-,19-,20-/m1/s1
- SMILES
[H]C(O[C@]1([H])O[C@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)(C#N)C1=CC=CC=C1
- Structure
Structure for Amygdalin
Calculated Properties
- Solubility (ALOGPS)
- 3.53e+01 g/l
- LogS (ALOGPS)
- -1.11
- LogP (ALOGPS)
- -1.29
- Hydrogen Acceptors
- 12
- Hydrogen Donors
- 7
- Rotatable Bond Count
- 7
- Polar Surface Area
- 202.31999999999996
- Refractivity
- 102.50969999999998
- Polarizability
- 43.18380001262791
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -2.981083422322401
- pKa (strongest acidic)
- 11.908818353210288
- Number of Rings
- 3
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
External Links
No external links
Taxonomy as Food Phytochemical
- Family
- Miscellaneous phytochemicals
- Class
- Not Available
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Organooxygen compounds
- Super-class
- Organic oxygen compounds
- Sub-class
- Carbohydrates and carbohydrate conjugates
- Direct Parent Name
- Cyanogenic glycosides
- Alternative Parent Names
- ["Acetals", "Benzene and substituted derivatives", "Disaccharides", "Hydrocarbon derivatives", "Nitriles", "O-glycosyl compounds", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols"]
- External Descriptor Annotations
- ["cyanogenic glycoside", "disaccharide derivative", "gentiobioside"]
- Substituent Names
- ["Acetal", "Alcohol", "Aromatic heteromonocyclic compound", "Benzenoid", "Carbonitrile", "Cyanogenic glycoside", "Disaccharide", "Hydrocarbon derivative", "Monocyclic benzene moiety", "Nitrile", "O-glycosyl compound", "Organic nitrogen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Polyol", "Primary alcohol", "Secondary alcohol"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (43.01838972,0.5386128459);(73.0289544,0.5279463154);(103.0395191,0.6919096792);(105.0340398,0.5370732502);(116.0500242,14.09278693);(118.0656743,0.5321817224);(132.0449388,0.5267198434);(133.0500838,0.3987445896);(134.0605889,32.54736331);(145.0500838,0.5818064189);(161.0449984,0.471126609);(163.0606485,3.457679244);(177.0762985,0.3947566401);(181.0712131,0.5190386021);(193.0712131,0.6455229466);(205.0712131,0.4434617778);(235.0817778,0.5207334383);(260.0922829,0.4270558084);(265.0923425,1.006819531);(278.1028476,3.769867552);(295.1029072,0.3987445896);(296.1134123,2.422409952);(307.1029072,0.3687510631);(325.1134719,1.758503274);(396.1294563,0.4593469961);(422.1451063,0.4255351115);(422.1451063,0.7469230686);(423.1291219,0.3758247119);(440.155671,15.45255555);(441.1396866,1.421730519);(458.1662357,13.53846811) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (43.01838972,0.8112098345);(45.03403978,1.211435412);(79.05477522,1.348872659);(105.0340398,3.341355851);(107.0496898,2.176532377);(108.0449388,0.3626638497);(116.0500242,24.47824446);(118.0656743,0.4755402571);(121.0653399,0.9822046058);(132.0449388,1.221162024);(134.0605889,39.09610074);(145.0500838,2.176320654);(147.0657338,0.437282044);(161.0449984,0.4459221901);(163.0606485,4.546700666);(165.0762985,0.6497226165);(174.0555035,0.3042903123);(278.1028476,3.262005561);(279.0868632,1.484286781);(281.1025133,0.6077530711);(283.1181633,0.3614776689);(296.1134123,3.127222559);(307.1029072,0.9365961269);(325.1134719,0.9921547944);(422.1451063,0.3250247317);(423.1291219,0.5897178574);(428.155671,0.4102011122);(431.1553367,0.4036732047);(440.155671,1.998429932);(441.1396866,0.6815846141);(458.1662357,0.7543114376) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01838972,2.276506963);(45.03403978,2.424685296);(51.0234751,1.425155111);(57.03403978,1.170869605);(65.03912516,0.8194232797);(79.05477522,6.333615962);(87.00821896,1.649828604);(89.02386902,0.7652654262);(105.0340398,5.989275829);(107.0496898,3.86063994);(116.0500242,16.08900225);(118.0292887,0.8019231781);(118.0656743,1.064136937);(132.0449388,1.787581822);(134.0605889,26.56133701);(138.091889,0.8008459591);(140.1075391,0.7685657688);(142.1231891,0.7685657688);(145.0500838,1.786849066);(147.0657338,2.756878141);(161.0449984,1.218143068);(163.0606485,8.471226938);(175.0606485,1.346243837);(177.0762985,1.574623061);(205.0712131,0.9060046321);(278.1028476,1.035354838);(307.1029072,0.9161019841);(309.1185573,0.9369227775);(396.1294563,1.63476703);(398.1451063,1.022075545);(440.155671,1.037584376) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (56.99765427,2.5905325);(59.01330434,1.225020292);(71.01330434,0.8212087398);(73.0289544,1.039533321);(87.00821896,2.376290997);(89.02386902,2.169746149);(101.023869,1.308252847);(103.0395191,2.200132739);(114.0343741,2.391646195);(132.0449388,20.31080144);(133.0500838,1.800123928);(149.0449984,1.108761647);(161.0449984,4.899405354);(174.0555035,1.256860649);(179.0555631,6.152401858);(190.0504181,0.7454849463);(235.0817778,0.767470804);(247.0817778,0.743750173);(251.0766924,1.400652505);(265.0923425,2.035170479);(276.0871975,2.318923842);(294.0977622,4.882874235);(295.1029072,1.712351142);(311.0978218,0.9987488211);(318.0977622,0.8184394324);(323.0978218,0.7706488833);(336.1083269,1.08907038);(341.1083865,0.9647356644);(426.140021,1.864010874);(438.140021,6.782557533);(456.1505857,20.45439164) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (43.01838972,3.142253939);(53.99798862,1.153446582);(59.01330434,1.903748066);(71.01330434,0.9036864497);(73.0289544,4.849219622);(75.00821896,0.8719766429);(77.03912516,4.654195141);(87.00821896,0.7992951557);(89.02386902,1.192539579);(103.0395191,1.1250151);(105.0340398,3.568028934);(114.0343741,1.565727411);(131.0344337,1.07841164);(132.0449388,33.25780986);(133.0500838,1.846069551);(144.0449388,0.9381829101);(149.0449984,1.03124);(161.0449984,9.909179179);(174.0555035,1.016470605);(177.039913,0.9681934967);(179.0555631,7.264039621);(190.0504181,0.7762973974);(276.0871975,1.708489302);(293.0872571,0.696436925);(294.0977622,1.542026024);(295.1029072,0.9110440876);(336.1083269,0.9891683593);(341.1083865,0.9451135973);(426.140021,1.628614143);(438.140021,5.678623625);(456.1505857,2.085457051) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (26.003074,1.202704677);(41.00273965,2.137657357);(43.01838972,5.483551937);(45.03403978,1.303580197);(53.99798862,3.532324293);(56.99765427,0.9341077938);(59.01330434,3.837812901);(71.01330434,0.9345571295);(73.0289544,1.686029505);(77.03912516,17.22144646);(85.0289544,0.6830006813);(89.02386902,0.9322331609);(103.0183897,1.866710151);(103.0395191,0.7563042951);(105.0340398,5.830328062);(105.0551691,0.5465272823);(114.0343741,0.9788680568);(116.0500242,0.9150638171);(119.0344337,0.5634929534);(130.0292887,2.911662882);(131.0344337,0.7492745485);(132.0449388,32.68200238);(147.0293483,0.5119824948);(161.0449984,2.059560248);(174.0555035,0.5861799591);(179.0555631,5.711610502);(203.0555631,1.140111842);(207.0868632,0.589222928);(233.0661278,0.5147270489);(341.1083865,0.6206992467);(366.1188916,0.5766652113) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Almond | Nuts | Publications | Show | |
| apple seeds | Fruit, Pomes | Publications | Show | |
| Apricot kernel | Fruit, Drupes | Publications | Show | |
| Cherry pit | Fruit, Drupes | Publications | Show | |
| Peach pit | Fruit, Drupes | Publications | Show | |
| Plum kernel | Fruit, Drupes | Publications | Show |
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