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
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 Online Resources
No spectra information available
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 |