Isobetanin
precursor
Showing entry for Isobetanin
Identification
- PhytoHub ID
- PHUB000406
- Name
- Isobetanin
- Systematic Name
- Not Available
- Synonyms
- isobetanidin 5-O-beta-glucoside
- CAS Number
- 15121-53-6
- Average Mass
- 550.473
- Monoisotopic Mass
- 550.143488905
- Chemical Formula
- C24H26N2O13
- IUPAC Name
- (1E,2S)-1-{2-[(2R,4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-1lambda5-indol-1-ylium-2-carboxylate
- InChI Key
- DHHFDKNIEVKVKS-RYGANQNKSA-N
- InChI Identifier
InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27,29-31H,4-5,8H2,(H4,28,32,33,34,35,36,37)/t12-,14+,17-,18-,19+,20-,24-/m1/s1
- SMILES
OC[C@H]1O[C@@H](OC2=C(O)C=C3C(C[C@@H](C([O-])=O)\[N+]3=C/C=C3\C[C@@H](NC(=C3)C(O)=O)C(O)=O)=C2)[C@H](O)[C@@H](O)[C@@H]1O
- Structure
Structure for Isobetanin
Calculated Properties
- Solubility (ALOGPS)
- 5.00e-01 g/l
- LogS (ALOGPS)
- -3.08
- LogP (ALOGPS)
- 0.21
- Hydrogen Acceptors
- 14
- Hydrogen Donors
- 8
- Rotatable Bond Count
- 7
- Polar Surface Area
- 249.37999999999997
- Refractivity
- 149.70579999999998
- Polarizability
- 52.475488709427225
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.6483953658807287
- pKa (strongest acidic)
- 2.4023261997458794
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
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 Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Isobetanin | N-containing compounds | Alkaloids | Betalains | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Betalains
- Super-class
- Alkaloids and derivatives
- Sub-class
- Betacyanins and derivatives
- Direct Parent Name
- Betacyanins and derivatives
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "Acetals", "Amino acids", "Azacyclic compounds", "Carbonyl compounds", "Carboxylic acid salts", "Carboxylic acids", "D-alpha-amino acids", "Dialkylamines", "Enamines", "Hexoses", "Hydrocarbon derivatives", "Indolecarboxylic acids", "L-alpha-amino acids", "O-glycosyl compounds", "Organic oxides", "Organic salts", "Organic zwitterions", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Polyols", "Primary alcohols", "Propargyl-type 1,3-dipolar organic compounds", "Secondary alcohols", "Shiff bases", "Tetrahydropyridines", "Tricarboxylic acids and derivatives"]
- External Descriptor Annotations
- ["Betacyanins", "betalain", "glycoside"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "Acetal", "Alcohol", "Alpha-amino acid", "Alpha-amino acid or derivatives", "Amine", "Amino acid", "Amino acid or derivatives", "Aromatic heteropolycyclic compound", "Azacycle", "Benzenoid", "Betacyanin", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid salt", "D-alpha-amino acid", "Enamine", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydropyridine", "Indole or derivatives", "Indolecarboxylic acid", "Indolecarboxylic acid derivative", "L-alpha-amino acid", "Monosaccharide", "O-glycosyl compound", "Organic 1,3-dipolar compound", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organic salt", "Organic zwitterion", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Phenolic glycoside", "Polyol", "Primary alcohol", "Propargyl-type 1,3-dipolar organic compound", "Secondary alcohol", "Secondary aliphatic amine", "Secondary amine", "Shiff base", "Tetrahydropyridine", "Tricarboxylic acid or derivatives"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (31.01838972,0.2751813329);(43.01838972,1.343931691);(45.03403978,0.6043691411);(47.04968984,0.2869635566);(55.01838972,0.2980365108);(73.0289544,1.516884208);(75.04460446,0.407546565);(76.03985343,0.380951582);(85.0289544,0.6803555004);(103.0395191,1.836881118);(105.0551691,0.5406397114);(115.0395191,0.2254630442);(133.0500838,0.7938559181);(135.0657338,0.3427235082);(145.0500838,0.9170582343);(147.0657338,0.25073576);(163.0606485,6.488805811);(165.0762985,0.3450654072);(181.0712131,1.444967808);(389.2287764,0.6108572282);(391.2444265,0.5689898829);(405.223691,0.8463842788);(407.2393411,0.8463842788);(449.2499058,0.1893596068);(451.2655558,0.1893596068);(507.2553851,0.2457833772);(521.2710351,1.214843359);(523.2866852,1.214843359);(533.2710351,1.160804619);(551.1513139,54.21887462);(551.2815998,19.71309937) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (43.01838972,3.191836601);(45.03403978,1.812603961);(47.04968984,0.4381213744);(55.01838972,0.928436741);(57.03403978,0.4027472674);(59.04968984,0.4264419709);(73.0289544,1.009706986);(75.04460446,0.5850887803);(85.0289544,0.3973378397);(103.0395191,0.4990295036);(105.0551691,0.3659839531);(145.0500838,5.525420042);(147.0657338,2.395178673);(163.0606485,10.88718364);(165.0762985,1.70981438);(289.128728,0.7115741278);(291.1443781,0.7115741278);(293.1600281,0.4453061429);(389.2287764,0.3837310856);(405.223691,0.435442288);(407.2393411,0.435442288);(503.2604704,0.7213569088);(503.2604704,2.508773325);(505.2761205,3.230130234);(507.2917706,1.093709921);(521.2710351,2.624538459);(523.2866852,2.624538459);(533.2710351,14.84709169);(533.2710351,4.490958191);(551.1513139,6.272415737);(551.2815998,27.8884853) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (27.0234751,1.377819409);(31.01838972,1.319636857);(43.01838972,10.81216737);(45.03403978,5.596536031);(47.04968984,1.066434548);(55.01838972,2.802912839);(57.03403978,1.60555346);(59.01330434,2.594643783);(61.0289544,2.070016696);(73.0289544,4.086558411);(75.04460446,1.44160436);(85.0289544,1.147102174);(87.00821896,2.87018992);(89.02386902,2.763169372);(91.03951908,1.710807292);(101.023869,2.821559176);(103.0395191,4.613330031);(105.0551691,2.397872079);(133.0500838,1.055403075);(145.0500838,5.846920304);(147.0657338,5.941962983);(163.0606485,16.74648065);(387.2131263,1.913560104);(389.2287764,3.83432558);(391.2444265,1.999280714);(405.223691,1.976061808);(407.2393411,1.976061808);(507.2553851,1.347064852);(533.2710351,1.900320261);(533.2710351,1.080341886);(551.2815998,1.284302165) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (17.00273965,0.3290128567);(31.01838972,0.356283753);(41.00273965,0.3421045385);(43.01838972,0.9076651651);(45.03403978,0.5666941625);(56.99765427,2.009948679);(59.01330434,1.433078964);(71.01330434,0.4038862394);(73.0289544,1.702164837);(85.0289544,0.4695975006);(87.00821896,1.769091182);(89.02386902,3.513137875);(91.03951908,0.3838439483);(101.023869,0.5476852144);(103.0395191,3.781991493);(105.0551691,0.3545467904);(119.0344337,0.6078281392);(133.0500838,2.865701458);(135.0657338,0.6024367009);(149.0449984,1.34892786);(151.0606485,0.3203580134);(161.0449984,3.492735332);(177.039913,0.4888332303);(179.0555631,7.489455401);(519.2553851,0.5615423644);(521.2710351,0.5615423644);(535.2502997,0.3349478432);(537.2659498,0.3349478432);(549.1356639,52.86393268);(549.2659498,8.638247666);(551.2452143,0.6178298999) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (17.00273965,0.9534395903);(41.00273965,1.725931231);(43.01838972,4.289702912);(45.03403978,2.427239669);(56.99765427,0.6137670905);(59.01330434,4.188214036);(71.01330434,1.591819506);(73.0289544,7.042846541);(75.00821896,0.520980701);(75.04460446,0.9183735169);(87.00821896,0.6319925669);(89.02386902,1.50288826);(101.023869,1.668833011);(103.0395191,2.347062535);(105.0551691,0.586709808);(117.0551691,0.7306330555);(131.0344337,1.933509718);(133.0500838,4.047395249);(135.0657338,0.5466792749);(149.0449984,1.126350612);(161.0449984,9.979283575);(177.039913,0.5914536374);(179.0555631,10.00439918);(519.2553851,1.657261306);(521.2710351,1.657261306);(535.2502997,1.271924449);(537.2659498,1.271924449);(549.1356639,23.64151998);(549.2659498,8.644624646);(550.2499653,0.5878586731);(551.2452143,1.298119909) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (25.00782503,0.7151140969);(29.00273965,1.532065809);(41.00273965,9.749448209);(43.01838972,16.19840732);(44.99765427,1.311938626);(45.03403978,5.965000437);(55.01838972,1.520386872);(56.99765427,3.641595274);(59.01330434,10.31515887);(61.0289544,1.967152537);(71.01330434,4.649861688);(73.0289544,7.667908195);(75.04460446,0.9333484378);(85.0289544,0.8866950777);(86.02420337,1.106188591);(87.00821896,1.265437529);(89.02386902,5.05999913);(101.023869,1.697424624);(103.0395191,3.07892668);(119.0344337,0.7398321763);(131.0344337,4.175382382);(133.0500838,1.088396056);(143.0344337,0.8911798287);(147.0293483,2.23516078);(149.0449984,1.082298499);(161.0449984,4.591968895);(179.0555631,2.444566362);(403.208041,0.9678611427);(405.223691,0.9678611427);(445.2186056,0.7767173671);(447.2342557,0.7767173671) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Prickly pear | Fruit, Tropical fruits | Publications | Show | |
| Swiss chard | Vegetables, Leaf vegetables | Publications | Show |
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Isobetanin | Prickly pear | Fruit, Tropical fruits | Publications | Show | |
| Isobetanin | Swiss chard | Vegetables, Leaf vegetables | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Isobetanin | Isobetanin | human rat | plasma, urine | unchanged | Not Available | 5-20µmol/L | <1% | C24H26N2O13 | 550.143488905 | Detailed Intervention Studies | Publications | ||
| Isobetanin | Isobetanidin | human rat | plasma, urine | unchanged | Not Available | Not Available | <1% | C18H17N2O8 | 389.097941936 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Isobetanin | Isobetanin | Age | Not studied | |||
| Isobetanin | Isobetanin | Bmi | Not studied | |||
| Isobetanin | Isobetanin | Ethnicity | Not studied | |||
| Isobetanin | Isobetanin | Genotype | Not studied | |||
| Isobetanin | Isobetanin | Health_status | Not studied | |||
| Isobetanin | Isobetanin | Microbiota | Not studied | |||
| Isobetanin | Isobetanin | Sex | Not studied | |||
| Isobetanin | Isobetanin | Smoking | Not studied |