precursor metabolite

Showing entry for Betanin

Identification

PhytoHub ID
PHUB000405
Name
Betanin
Systematic Name
Not Available
Synonyms
  • betanidin 5-O-beta-glucoside
CAS Number
7659-95-2
Average Mass
550.473
Monoisotopic Mass
550.143488905
Chemical Formula
C24H26N2O13
IUPAC Name
(1E,2S)-1-{2-[(2S,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-FMOSSLLZSA-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+/m0/s1
SMILES
OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)\[N+](=C\C=C2/C[C@H](NC(=C2)C(O)=O)C(O)=O)[C@@H](C3)C([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O
Structure
Similar Structures

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
249.37999999999994
Refractivity
149.70580000000004
Polarizability
53.111732984461504
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 PhytochemicalFamilyClassSub-class
BetaninN-containing compoundsAlkaloidsBetalainsShow Food Phytochemical

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks

Food Sources

NameGroup
Prickly pearFruit, Tropical fruits PublicationsShow
Red beet JuiceBeverages, Non-alcoholic PublicationsShow
Swiss chardVegetables, Leaf vegetables PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
BetaninPrickly pearFruit, Tropical fruits PublicationsShow
BetaninRed beet JuiceBeverages, Non-alcoholic PublicationsShow
BetaninSwiss chardVegetables, Leaf vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Betanin Betaninhuman ratplasma, urineunchanged3h-5h50-200 nmol/L<1%C24H26N2O13550.143488905 Detailed Intervention Studies Publications
Betanin BetanidinhumanurineunknownNot AvailableNot AvailableNot AvailableC18H16N2O8388.090665483 Detailed Intervention Studies
Betanin 2-decarboxy-betaninratplasmaunknownNot AvailableNot AvailableNot AvailableC23H27N2O11507.160936118 Detailed Intervention Studies Publications
Betanin 15-decarboxy-betaninratplasma, urineunknownNot AvailableNot AvailableNot AvailableC23H27N2O11507.160936118 Detailed Intervention Studies Publications
Betanin 2,17-didecarboxy-betaninhuman in vitro (rat)plasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC22H27N2O9463.171106878 Detailed Intervention Studies Publications
Betanin 2,15,17-tridecarboxy-betaninhumanplasma, urineunknownNot AvailableNot AvailableNot AvailableC21H27N2O7419.181277638 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Betanin BetaninAgeNot studied
Betanin BetaninBmiNot studied
Betanin BetaninEthnicityNot studied
Betanin BetaninGenotypeNot studied
Betanin BetaninHealth_statusNot studied
Betanin BetaninMicrobiotaNot studied
Betanin BetaninSexNot studied
Betanin BetaninSmokingNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninAgeNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninBmiNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninEthnicityNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninGenotypeNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninHealth_statusNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninMicrobiotaNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninSexNot studied
Betanin 2,15,17-tridecarboxy-2,3-dehydro-neobetaninSmokingNot studied
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