PhytoHub: Showing entry for Docosahexaenoic acid

Docosahexaenoic acid

Identification

PhytoHub ID

PHUB002581

Name

Docosahexaenoic acid

Systematic Name

Not Available

Synonyms

4,7,10,13,16,19-Docosahexaenoic acid
DHA

CAS Number

2091-24-9

Average Mass

328.496

Monoisotopic Mass

328.24023027

Chemical Formula

C₂₂H₃₂O₂

IUPAC Name

docosa-4,7,10,13,16,19-hexaenoic acid

InChI Key

MBMBGCFOFBJSGT-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)

SMILES

	CC\C=C/C\C=C/C\C=C\C\C=C/C\C=C/C\C=C/CCC(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.86e-04 g/l
LogS (ALOGPS): -6.25
LogP (ALOGPS): 6.83
Hydrogen Acceptors: 2
Hydrogen Donors: 1
Rotatable Bond Count: 14
Polar Surface Area: 37.3
Refractivity: 111.3892
Polarizability: 39.174295968214274
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): Not Available
pKa (strongest acidic): 4.8854984143453795
Number of Rings: 0
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

Family: Not Available
Class: Not Available
Sub-class: Not Available

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(41.03857442,0.8718795778);(44.99710422,1.954473294);(55.05422362,1.386040792);(69.06987282,0.6834522836);(81.06987282,0.8439880794);(85.02840262,0.8619266658);(95.08552202,1.56385007);(99.04405182,1.013722711);(121.1011712,0.8178257668);(125.059701,0.8346583638);(135.1168204,1.515873247);(139.0753502,0.9819896984);(161.1324696,0.7932366687);(165.0909994,0.8018499057);(175.1481188,1.457813744);(179.1066486,1.484834455);(201.163768,0.7611841755);(205.1222978,0.7753114607);(215.1794172,1.409573756);(219.137947,1.435747449);(241.1950664,0.7360685877);(245.1535962,0.7497444071);(255.2107156,1.368850104);(259.1692454,1.388467182);(267.2107156,0.9596653488);(269.2263648,1.755833296);(282.2341894,1.125040269);(283.242014,1.150474993);(285.1848946,0.7251278603);(299.2005438,1.183873153);(313.216193,1.070776394)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(41.03857442,0.8718795778);(44.99710422,1.954473294);(55.05422362,1.386040792);(69.06987282,0.6834522836);(81.06987282,0.8439880794);(85.02840262,0.8619266658);(95.08552202,1.56385007);(99.04405182,1.013722711);(121.1011712,0.8178257668);(125.059701,0.8346583638);(135.1168204,1.515873247);(139.0753502,0.9819896984);(161.1324696,0.7932366687);(165.0909994,0.8018499057);(175.1481188,1.457813744);(179.1066486,1.484834455);(201.163768,0.7611841755);(205.1222978,0.7753114607);(215.1794172,1.409573756);(219.137947,1.435747449);(241.1950664,0.7360685877);(245.1535962,0.7497444071);(255.2107156,1.368850104);(259.1692454,1.388467182);(267.2107156,0.9596653488);(269.2263648,1.755833296);(282.2341894,1.125040269);(283.242014,1.150474993);(285.1848946,0.7251278603);(299.2005438,1.183873153);(313.216193,1.070776394)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(41.03857442,0.74158934);(55.05422362,1.373629354);(73.04679982,4.296526615);(75.02606472,2.811012518);(81.06987282,0.7178658369);(89.04171392,3.144245436);(90.04953852,0.6801277669);(91.05736312,0.6091880193);(95.08552202,1.330154497);(121.1011712,0.6956131169);(135.1168204,1.289347141);(161.1324696,0.6746985164);(171.0835756,0.7621971332);(175.1481188,1.23996382);(197.0992248,0.6311006956);(201.163768,0.6474358211);(211.114874,1.169071079);(215.1794172,1.198932626);(237.1305232,0.6108719598);(241.1950664,0.6260734075);(251.1461724,1.131644165);(255.2107156,0.8326657981);(267.2107156,0.7350991217);(269.2263648,1.355309511);(283.242014,1.625312054);(291.1774708,1.095562236);(311.2369281,1.315223655);(331.2087692,1.051595767);(371.2400676,0.8963227796);(385.2557168,2.332253301);(386.258535,0.7593558412)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(55.05422362,1.617093629);(57.06987282,1.326979853);(59.03115062,1.440996363);(73.01041552,1.341252716);(75.02606472,5.612838073);(95.08552202,1.031181203);(117.036628,1.140306622);(131.0886615,0.8924815128);(135.1168204,0.999545946);(157.0679264,1.329515131);(175.1481188,0.9612623092);(197.0992248,1.286766951);(215.1794172,0.9294535258);(237.1305232,0.7156748131);(269.2263648,1.050682229);(277.1618216,0.6928230117);(283.242014,1.259997423);(293.19312,0.8490752262);(311.2369281,1.696638272);(327.2318422,0.7180349697);(328.2396668,0.8625139409);(333.2244184,0.8149905293);(373.2557168,0.7879958796);(385.2557168,2.322477088);(386.258535,0.7561728144);(386.2635414,2.448761278);(387.2663612,0.7976569171);(387.271366,1.712741809);(413.2870152,0.6716820825);(427.3026644,2.282451068);(428.3055414,0.8218440009)
LC-MS/MS	LC-ESI-Q	Negative	high	View Spectrum	(57.033,0.01);(59.012,0.295);(69.033,0.013);(71.012,0.011);(83.049,0.037);(107.085,0.031);(117.07,0.012);(119.085,0.01);(121.101,0.037);(133.101,0.023);(135.117,0.059);(136.908,0.036);(147.116,0.025);(149.132,0.034);(161.132,0.013);(163.075,0.01);(163.148,0.022);(175.148,0.022);(177.164,0.043);(191.18,0.031);(203.178,0.01);(229.196,0.162);(249.186,0.046);(255.213,0.012);(283.243,0.708);(299.259,0.023);(309.223,0.026);(327.185,0.083);(327.232,1.0)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(107.088,0.429);(229.198,0.429);(281.236,0.5);(327.195,1.0)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(41.03857658,0.7489925036);(43.05422664,0.5174325599);(55.05422664,0.4071389966);(69.06987671,0.3956738652);(81.06987671,0.7233559029);(83.08552677,0.5174325599);(95.08552677,0.3998143174);(109.1011768,0.4019664214);(121.1011768,0.7303573314);(123.1168269,0.5174325599);(135.1168269,0.4019664214);(149.132477,0.4019664214);(161.132477,0.7142012402);(163.148127,0.5174325599);(175.148127,0.4019664214);(189.1637771,0.4019664214);(201.1637771,0.7142012402);(203.1794272,0.5174325599);(215.1794272,0.4019664214);(229.1950772,0.4019664214);(241.1950772,0.7142012402);(243.2107273,0.5174325599);(255.2107273,0.3848232344);(267.2107273,0.5008609334);(269.2263773,1.979991733);(281.2263773,0.5625204901);(283.2420274,5.074137958);(285.2576775,0.4854700557);(293.2263773,5.159733402);(311.236942,32.86262568);(329.2475067,14.7983642)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(39.02292652,1.484161947);(41.03857658,1.623961685);(53.03857658,0.7992331112);(55.05422664,1.062547286);(69.06987671,0.9777592788);(79.05422664,1.29921721);(81.06987671,1.373650262);(95.08552677,0.9628115706);(109.1011768,1.010401907);(119.0855268,1.253446256);(121.1011768,1.453549467);(135.1168269,1.010401907);(149.132477,1.010401907);(159.1168269,1.253446256);(161.132477,1.257016476);(175.148127,1.010401907);(189.1637771,1.010401907);(199.148127,1.253446256);(201.1637771,1.257016476);(215.1794272,1.010401907);(229.1950772,1.010401907);(239.1794272,1.253446256);(241.1950772,1.257016476);(255.2107273,0.7920769463);(267.2107273,0.8445933204);(269.2263773,3.838602275);(283.2420274,6.630032059);(285.2576775,0.8748018345);(293.2263773,1.12785081);(311.236942,4.154739091);(329.2475067,2.085844874)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.02292652,0.9377997016);(39.02292652,2.324770385);(41.03857658,2.662559027);(51.02292652,0.8418209055);(53.03857658,2.79728512);(55.05422664,1.681543026);(67.05422664,1.866253718);(69.06987671,0.8139594319);(81.06987671,1.168577726);(93.06987671,1.993673357);(107.0855268,2.275828154);(109.1011768,1.436981465);(121.1011768,1.802333107);(133.1011768,2.275828154);(135.1168269,1.436981465);(147.1168269,2.275828154);(149.132477,1.436981465);(161.132477,1.209375038);(173.132477,1.709097684);(175.148127,1.436981465);(187.148127,1.709097684);(189.1637771,1.436981465);(201.1637771,1.209375038);(215.1794272,1.436981465);(229.1950772,1.436981465);(241.1950772,1.209375038);(255.2107273,1.197822512);(267.2107273,2.450612377);(269.2263773,3.050579587);(281.2263773,1.073006187);(285.2576775,0.7788266903)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00328823,0.3825620719);(59.01385292,1.305647492);(281.2274745,0.7369698933);(283.2431246,11.31440896);(309.2223891,15.33636839);(327.2329538,63.02939343)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.00328823,1.439381786);(43.0189383,0.5833831341);(44.99820285,0.8436732528);(59.01385292,4.334304952);(255.2118244,0.4259953369);(267.2118244,0.6927031339);(279.2118244,0.7781174512);(281.2274745,2.341347694);(283.2431246,16.83563769);(291.2118244,1.297843133);(299.2016537,0.5262854722);(309.2223891,22.13257087);(327.2329538,27.81324314)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00328823,8.821485051);(41.03967374,1.482392191);(43.0189383,1.908316367);(44.99820285,2.752896505);(53.03967374,0.9773606797);(59.01385292,14.94211577);(61.02950298,0.7247718175);(67.0553238,0.7236932297);(81.07097387,1.274136309);(93.07097387,0.7236932297);(107.0866239,0.7236932297);(121.102274,1.274136309);(133.102274,0.7236932297);(147.1179241,0.7236932297);(161.1335741,1.274136309);(173.1335741,0.7236932297);(175.1128387,0.6072748303);(187.1492242,0.7236932297);(201.1648743,1.274136309);(213.1648743,0.7236932297);(227.1805243,0.7236932297);(241.1961744,1.274136309);(253.1961744,0.6556633714);(255.2118244,0.7126653908);(267.2118244,1.79540474);(279.2118244,1.2743757);(281.2274745,3.437403132);(283.2431246,2.941265309);(293.191089,0.7463294467);(309.2223891,2.808559241);(327.2329538,0.6489372606)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(53.03858,3.07);(67.05423,5.47);(79.05423,4.8);(81.03349,3.44);(81.06988,4.26);(87.04406,3.24);(89.05971,4.12);(95.04914,7.65);(113.05971,3.74);(131.08553,28.95);(133.10118,8.9);(135.11683,3.97);(145.10118,5.51);(171.11683,11.71);(173.13248,3.16);(175.14813,4.18);(185.13248,5.8);(189.16378,3.98);(199.14813,7.66);(211.14813,12.13);(213.16378,6.06);(225.16378,3.3);(239.17943,4.16);(241.19508,4.34);(265.19508,5.55);(269.22638,4.31);(283.24203,4.45);(293.22638,30.94);(311.23694,95.4);(329.24751,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(53.03858,12.02);(67.05423,20.41);(79.05423,21.67);(81.06988,25.43);(83.04914,19.16);(89.03858,13.51);(91.05423,16.8);(93.06988,24.71);(107.08553,12.11);(117.06988,13.72);(119.08553,22.79);(121.10118,15.31);(129.06988,15.47);(131.08553,100.0);(133.10118,20.33);(145.10118,27.92);(157.10118,17.57);(169.10118,11.11);(171.11683,50.87);(183.11683,13.29);(185.13248,20.44);(197.13248,14.19);(199.14813,15.55);(211.14813,25.35);(213.16378,18.42);(225.16378,13.97);(239.17943,13.71);(293.22638,26.86);(311.23694,57.05);(329.24751,28.51)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(41.03858,12.28);(53.03858,10.1);(67.05423,65.82);(77.03858,28.91);(79.05423,50.32);(81.06988,63.99);(89.03858,33.49);(91.05423,87.63);(93.06988,41.65);(103.05423,31.28);(105.06988,38.81);(107.08553,14.71);(117.06988,16.87);(119.08553,40.32);(129.06988,25.61);(131.08553,100.0);(133.10118,34.29);(145.10118,16.52);(147.11683,16.4);(157.10118,51.67);(169.10118,10.9);(171.11683,53.06);(185.13248,7.97);(195.13796,8.87);(245.15361,10.21);(261.18491,11.55);(275.20056,9.76);(285.18491,9.21);(299.20056,10.13);(301.21621,9.25)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(309.22239,14.55);(327.23295,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(41.00329,4.37);(59.01385,17.15);(135.11792,4.74);(283.24312,7.65);(307.20674,2.38);(309.22239,60.23);(327.23295,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00329,70.46);(44.9982,100.0);(51.02402,13.68);(59.01385,68.84);(63.02402,23.61);(65.03967,34.71);(67.05532,24.29);(71.01385,57.99);(81.03459,12.22);(87.02402,23.41);(107.08662,12.07);(119.08662,12.47);(129.07097,12.12);(131.08662,33.37);(185.13357,16.55);(229.1234,16.47);(253.1234,12.84);(255.13905,12.16);(255.17544,23.76);(257.1547,14.75);(269.1547,17.6);(271.17035,18.04);(281.19109,44.56);(283.17035,13.82);(285.186,28.59);(297.186,19.75);(299.20165,11.8);(309.22239,22.39);(325.2173,15.19);(327.23295,14.64)

Food Sources

	Name	Group
	Avocado	Vegetables, Fruit vegetables	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

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Showing entry for Docosahexaenoic acid