PhytoHub: Showing entry for 3,5-diiodo-L-thyronine

3,5-diiodo-L-thyronine

Identification

PhytoHub ID

PHUB002382

Name

3,5-diiodo-L-thyronine

Systematic Name

(2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid

Synonyms

3,5-Diiodothyronine (VAN)
L-3,5-Diiodothyronine
L-Tyrosine, O-(4-hydroxyphenyl)-3,5-diiodo-

CAS Number

1041-01-6

Average Mass

525.081

Monoisotopic Mass

524.8934

Chemical Formula

C₁₅H₁₃I₂NO₄

IUPAC Name

(2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid

InChI Key

ZHSOTLOTTDYIIK-ZDUSSCGKSA-N

InChI Identifier

InChI=1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)/t13-/m0/s1

SMILES

[H][C@](N)(CC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 5.23e-02 g/l
LogS (ALOGPS): -4.00
LogP (ALOGPS): 0.45
Hydrogen Acceptors: 4
Hydrogen Donors: 3
Rotatable Bond Count: 5
Polar Surface Area: 92.78
Refractivity: 100.06300000000002
Polarizability: 38.726344401911796
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): 9.232461570060185
pKa (strongest acidic): 0.3317196589453075
Number of Rings: 2
Rule of Five: No
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 92859

Taxonomy as Metabolite

Family: N-containing compound metabolites
Class: Amino acid metabolites
Sub-class: Not Available

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Carboxylic acids and derivatives
Super-class: Organic acids and derivatives
Sub-class: Amino acids, peptides, and analogues
Direct Parent Name: Phenylalanine and derivatives
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "Amino acids", "Amphetamines and derivatives", "Aralkylamines", "Aryl iodides", "Carbonyl compounds", "Carboxylic acids", "Diarylethers", "Diphenylethers", "Hydrocarbon derivatives", "Iodobenzenes", "L-alpha-amino acids", "Monoalkylamines", "Monocarboxylic acids and derivatives", "Organic oxides", "Organoiodides", "Organopnictogen compounds", "Phenol ethers", "Phenoxy compounds", "Phenylpropanoic acids"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "3-phenylpropanoic-acid", "Alpha-amino acid", "Amine", "Amino acid", "Amphetamine or derivatives", "Aralkylamine", "Aromatic homomonocyclic compound", "Aryl halide", "Aryl iodide", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Diaryl ether", "Diphenylether", "Ether", "Halobenzene", "Hydrocarbon derivative", "Iodobenzene", "L-alpha-amino acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organohalogen compound", "Organoiodide", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Phenylalanine or derivatives", "Primary aliphatic amine", "Primary amine"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-Q	Positive	medium	View Spectrum	(89.06,0.017);(94.042,0.03);(95.045,0.019);(102.545,0.015);(109.029,0.016);(113.107,0.013);(117.057,0.015);(118.06,0.015);(119.068,0.015);(141.102,0.014);(181.064,0.015);(182.068,0.073);(185.055,0.018);(186.063,0.047);(198.062,0.04);(199.076,0.029);(199.094,0.021);(200.078,0.183);(210.063,0.062);(211.071,0.042);(216.95,0.015);(217.954,0.015);(225.073,0.02);(226.081,0.05);(227.089,0.122);(232.945,0.035);(233.949,0.031);(238.058,0.069);(256.068,0.03);(260.959,0.014);(287.927,0.036);(288.931,0.052);(311.964,0.022);(312.967,0.061);(323.959,0.017);(324.972,0.046);(325.975,0.258);(326.983,0.126);(336.968,0.048);(337.975,0.072);(338.984,0.012);(339.958,0.02);(340.962,0.084);(352.989,0.11);(353.994,1.0);(354.977,0.015);(358.842,0.021);(359.845,0.017);(372.821,0.027);(373.825,0.028);(382.972,0.235);(387.84,0.013);(466.862,0.021);(467.866,0.13);(479.894,0.067);(480.897,0.943);(526.229,0.017)
LC-MS/MS	LC-ESI-QFT	Positive	medium	View Spectrum	(52.83659744,0.00325701);(54.38810349,0.003334);(59.06105804,0.00402758);(70.80799103,0.00365061);(84.08102417,0.0030061);(85.0353241,0.00364282);(86.06038666,0.00701811);(87.09189606,0.00385618);(89.05995941,0.01725894);(89.87001801,0.00336572);(92.01305389,0.00359162);(93.86849976,0.00334944);(94.04179382,0.03048562);(95.04494476,0.01933175);(96.19608307,0.0033921);(99.09198761,0.00479621);(100.4871674,0.00363959);(102.5448608,0.01500904);(108.052681,0.00335215);(108.0570908,0.00303733);(109.0285034,0.01641139);(110.031868,0.00480755);(113.1072998,0.01257851);(117.0571671,0.01537149);(118.0604935,0.01511305);(118.0646286,0.00561965);(119.0684891,0.01536543);(129.1020355,0.00350682);(141.1017609,0.01360226);(148.1427918,0.00352979);(157.0645599,0.00401075);(158.0681152,0.00467114);(161.023056,0.00485397);(162.0261993,0.00729724);(166.0730591,0.00835714);(172.0834656,0.00697679);(181.0644531,0.01465903);(181.0838013,0.00678572);(182.0677948,0.07347773);(184.0512695,0.00650861);(184.0835114,0.00705599);(184.5094147,0.00376627);(185.0549469,0.01757844);(186.0628357,0.04721371);(187.1432343,0.00412539);(194.067749,0.00469744);(194.305954,0.00316153);(197.059494,0.00529712);(198.0622711,0.04046597);(199.0757904,0.02898757);(199.094162,0.02067616);(200.0783691,0.18329474);(209.0593109,0.00516501);(209.0782623,0.0067861);(210.0627747,0.06226539);(211.0705719,0.04247213);(212.078186,0.00417001);(214.0574646,0.00733135);(216.9503326,0.01496871);(217.9540863,0.01451471);(225.0734406,0.01961953);(226.057251,0.00587601);(226.0812073,0.04965176);(227.0892029,0.12198398);(228.0732422,0.00776538);(232.9454651,0.03498465);(233.9489136,0.03131587);(238.0575714,0.06856437);(238.1112366,0.00364542);(243.9615479,0.00455855);(244.9654694,0.00410101);(245.9164887,0.00536485);(246.920578,0.00491788);(256.067688,0.02958315);(259.9561462,0.0056538);(260.9588013,0.0143878);(264.9319763,0.00364212);(271.4134522,0.00670253);(273.4487915,0.00338554);(281.1525879,0.00637151);(283.8468933,0.00365736);(287.9274292,0.03574381);(288.9309387,0.05155571);(289.9386597,0.00496235);(294.3853455,0.00362418);(297.9794617,0.00387597);(305.2637939,0.00442677);(307.1680908,0.00865387);(311.9637756,0.021651);(312.9673767,0.06101168);(315.0462952,0.00368771);(322.9558106,0.00393551);(323.8077393,0.00362152);(323.9586182,0.01721909);(324.9720154,0.04590981);(325.9752808,0.25829597);(326.9828796,0.12556961);(335.9644775,0.00569);(336.9677124,0.04763144);(336.9891663,0.00893925);(337.9747314,0.07206632);(338.9837952,0.01184326);(339.9578552,0.01976378);(340.9619446,0.08374417);(351.9820252,0.00367718);(352.9885559,0.10999075);(353.9936523,1.0);(354.977356,0.01470188);(358.8416748,0.0205807);(359.8450623,0.01682571);(364.9608154,0.00577354);(365.9703064,0.00606257);(371.869812,0.00373166);(372.074646,0.00368846);(372.8212585,0.0269979);(373.8252869,0.02841157);(381.9671021,0.00642639);(382.972229,0.23533298);(382.9967346,0.00799264);(385.8520203,0.00544521);(386.8357239,0.00645782);(387.8399353,0.01319565);(399.5726318,0.00378094);(403.9779663,0.00416211);(447.3479309,0.00507603);(466.8616638,0.02075895);(467.8656616,0.13034493);(479.8938599,0.06674845);(480.8974915,0.94340146);(490.2461853,0.00574413);(508.2569275,0.00741801);(508.891571,0.00417635);(521.9222412,0.0057968);(526.2285767,0.01732319);(526.2718506,0.00475804);(527.2297363,0.00531704)

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

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for 3,5-diiodo-L-thyronine