precursor metabolite

Showing entry for Isobetanidin

Identification

PhytoHub ID
PHUB000408
Name
Isobetanidin
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
389.339
Monoisotopic Mass
389.097941936
Chemical Formula
C18H17N2O8
IUPAC Name
(1E,2S)-2-carboxy-1-{2-[(2S,4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-5,6-dihydroxy-2,3-dihydro-1H-1lambda5-indol-1-ylium
InChI Key
XHJKHSXHWJCBLX-AAEUAGOBSA-O
InChI Identifier
InChI=1S/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13H,4-5H2,(H5,21,22,23,24,25,26,27,28)/p+1/t11-,13-/m0/s1
SMILES
[H]N1C(=C\C(C[C@@]1([H])C(O)=O)=C(/[H])\C=[N+]1/[C@@H](CC2=CC(O)=C(O)C=C12)C(O)=O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.73e-02 g/l
LogS (ALOGPS)
-3.95
LogP (ALOGPS)
0.86
Hydrogen Acceptors
9
Hydrogen Donors
6
Rotatable Bond Count
4
Polar Surface Area
167.39999999999998
Refractivity
106.72429999999997
Polarizability
37.93160639262235
Formal Charge
1
Physiological Charge
-1
pKa (strongest basic)
1.21572394932017
pKa (strongest acidic)
2.4975392839712525
Number of Rings
3
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Alkaloids
Sub-class
Betalains

Taxonomy as Metabolite

Metabolite Family
N-containing compound metabolites
Metabolite Class
Alkaloid metabolites
Metabolite Sub-class
Betalains (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
IsobetaninN-containing compoundsAlkaloidsBetalainsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Indoles and derivatives
Super-class
Organoheterocyclic compounds
Sub-class
Indolecarboxylic acids and derivatives
Direct Parent Name
Indolecarboxylic acids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Azacyclic compounds", "Carbonyl compounds", "Carboxylic acids", "Dialkylamines", "Enamines", "Hydrocarbon derivatives", "L-alpha-amino acids", "Organic cations", "Organic oxides", "Shiff bases", "Tetrahydropyridines", "Tricarboxylic acids and derivatives"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Alpha-amino acid", "Alpha-amino acid or derivatives", "Amine", "Aromatic heteropolycyclic compound", "Azacycle", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Enamine", "Hydrocarbon derivative", "Hydropyridine", "Indolecarboxylic acid", "L-alpha-amino acid", "Organic cation", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Phenol", "Secondary aliphatic amine", "Shiff base", "Tetrahydropyridine", "Tricarboxylic acid or derivatives"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(74.02420337,0.117810139);(76.03985343,0.4725926216);(78.0555035,0.0825177125);(88.03985343,0.0867598517);(176.0922829,0.0653944298);(178.107933,0.0653944298);(190.107933,0.0497119531);(192.1235831,0.0497119531);(202.107933,0.0870682644);(204.1235831,0.1054671025);(216.1235831,0.086155186);(218.1392331,0.086155186);(230.1392331,0.0652658161);(232.1548832,0.0652658161);(270.1705332,0.2409689674);(272.1861833,0.2395978063);(274.2018334,0.2406522836);(331.1869116,0.0613116208);(333.2025616,0.0613116208);(335.2182117,0.0615227463);(341.207647,0.1109342687);(343.2232971,0.1111512513);(345.2025616,0.0545024345);(345.2389472,0.0543658349);(347.2182117,0.0545024345);(359.2182117,1.576848771);(361.2338618,1.579288788);(371.2182117,0.6743003222);(389.2287764,14.9404827);(390.1063155,78.26427582);(390.212792,0.1887118651)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(42.03437413,0.4856273305);(43.01838972,0.3927732797);(45.03403978,0.3013152802);(88.03985343,0.4995096288);(127.0759046,1.650172089);(129.0915547,1.737433235);(131.1072047,1.737433235);(190.107933,0.4027471099);(192.1235831,0.4027471099);(270.1705332,0.3634537099);(272.1861833,0.3535724919);(274.2018334,0.367342937);(311.1970823,0.3681391046);(313.2127324,0.7615364516);(315.2283825,0.7615364516);(331.1869116,0.2584402505);(335.2182117,0.2634822755);(341.207647,2.985580665);(343.2232971,3.069074516);(345.2025616,0.3026574239);(345.2389472,1.377699299);(347.2182117,0.3026574239);(359.2182117,9.781802939);(361.2338618,10.0148327);(371.2182117,3.939048165);(375.2131263,2.420011612);(377.2287764,2.420011612);(389.2287764,24.58043105);(390.1063155,26.76516786);(391.208041,0.4422131232);(391.208041,0.4915496375)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.03912516,3.393868254);(82.06567426,2.311282623);(88.03985343,6.103841734);(104.0711536,1.814692096);(106.0868036,1.814692096);(190.107933,2.842956202);(192.1235831,2.842956202);(204.1235831,1.95061604);(212.1650539,1.884261399);(252.1599686,2.618060435);(254.1756186,2.429407899);(256.1548832,3.161273682);(256.1912687,3.340735232);(258.1705332,2.625589197);(260.1861833,1.908308337);(270.1705332,2.787657475);(272.1861833,2.634267478);(274.2018334,3.375251405);(327.191997,2.136462736);(329.207647,2.136462736);(331.1869116,3.187266797);(333.2025616,3.187266797);(335.2182117,3.305128874);(341.207647,3.034878487);(343.2232971,3.142548239);(345.2025616,4.686422589);(347.2182117,4.686422589);(359.2182117,4.050816507);(361.2338618,4.154374863);(371.2182117,2.122075925);(389.2287764,10.33015507)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.0354965033);(41.00273965,0.0199057792);(44.99765427,0.1037985002);(59.01330434,0.0126514476);(72.0085533,0.0198575911);(174.0766329,0.0368610255);(176.0922829,0.0368610255);(188.0922829,0.0212483457);(190.107933,0.0212483457);(200.0922829,0.0378732657);(202.107933,0.1055717906);(204.1235831,0.067698525);(214.107933,0.1191488333);(216.1235831,0.1191488333);(268.1548832,0.0120846991);(270.1705332,0.0120846991);(343.1869116,0.0287175652);(345.2025616,0.0287175652);(347.2182117,0.0287175652);(357.2025616,0.8459874667);(359.1818262,0.0129372639);(359.2182117,0.8459868837);(361.1974763,0.0129372639);(363.2131263,0.0129372639);(373.1974763,0.0171338733);(375.2131263,0.0171338998);(387.2131263,6.119063441);(388.0906655,90.09238635);(388.1971419,0.2248969532);(389.1923909,0.2539603228);(389.1923909,0.676947114)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(15.0234751,0.4403229347);(17.00273965,0.2180592496);(44.99765427,0.3073418402);(59.01330434,0.4884483212);(71.01330434,0.1998828116);(73.0289544,0.30337776);(86.02420337,0.2305608756);(88.03985343,0.3743309211);(202.107933,0.4890511356);(204.1235831,0.3067383319);(214.107933,0.2683075838);(216.1235831,0.2683075838);(314.1603625,0.265889917);(316.1760126,0.265889917);(318.1916626,0.265889917);(343.1869116,0.3990116894);(345.2025616,0.3990116894);(345.2025616,0.1937657045);(347.2182117,0.3990116894);(357.2025616,3.854448514);(359.1818262,0.2659611114);(359.2182117,3.850122765);(361.1974763,0.2659611114);(363.2131263,0.2659611114);(373.1974763,0.2192117715);(375.2131263,0.2192202229);(387.2131263,8.555039499);(388.0906655,72.67541077);(388.1971419,1.249370992);(389.1923909,2.1225617);(389.1923909,0.3735305568)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(40.01872406,1.024606134);(44.99765427,16.57368465);(59.01330434,1.240472001);(61.0289544,1.161370964);(68.99765427,1.756517867);(70.02928875,4.21180562);(71.01330434,1.631924938);(72.0085533,2.357031653);(86.02420337,11.10929986);(88.03985343,4.625773398);(109.0289544,2.026261962);(111.0446045,1.637105167);(113.0602545,2.038292774);(115.0759046,1.633113376);(127.0759046,4.104529851);(129.0915547,4.771985375);(174.0766329,1.180067102);(176.0922829,1.180067102);(202.107933,2.28761797);(204.1235831,1.583776433);(343.1869116,1.783091089);(345.2025616,1.885761611);(357.2025616,5.668571816);(359.1818262,1.69511827);(359.2182117,5.321681246);(361.1974763,1.69511827);(363.2131263,1.69511827);(375.2131263,2.016735839);(387.2131263,4.750046894);(388.0906655,2.58791667);(389.1923909,2.765535826)

Food Sources

NameGroup
Swiss chardVegetables, Leaf vegetables PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
IsobetaninPrickly pearFruit, Tropical fruits PublicationsShow
IsobetaninSwiss chardVegetables, Leaf vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Isobetanin Isobetanidinhuman ratplasma, urineunchangedNot AvailableNot Available<1%C18H17N2O8389.097941936 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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