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 Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView

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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