precursor metabolite

Showing entry for Steviol

Identification

PhytoHub ID
PHUB002044
Name
Steviol
Systematic Name
Not Available
Synonyms
  • (-)-Steviol
  • (14-alpha)-13-Hydroxykaur-16-en-18-oic acid
  • (4alpha)-13-Hydroxykaur-16-en-18-oic acid hydrate
  • 13alpha-hydroxy-5beta,8alpha,9beta,10alpha-kaur-16-en-18-oic acid
  • Hydroxydehydrostevic acid
  • Steviol (Hydroxydehydrostevic acid)
  • Steviol hydrate
CAS Number
471-80-7
Average Mass
318.457
Monoisotopic Mass
318.219494826
Chemical Formula
C20H30O3
IUPAC Name
(1R,4S,5R,9S,10R,13S)-13-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid
InChI Key
QFVOYBUQQBFCRH-VQSWZGCSSA-N
InChI Identifier
InChI=1S/C20H30O3/c1-13-11-19-9-5-14-17(2,7-4-8-18(14,3)16(21)22)15(19)6-10-20(13,23)12-19/h14-15,23H,1,4-12H2,2-3H3,(H,21,22)/t14-,15-,17+,18+,19+,20-/m0/s1
SMILES
[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.58e-02 g/l
LogS (ALOGPS)
-4.31
LogP (ALOGPS)
3.18
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
57.53
Refractivity
88.89169999999999
Polarizability
36.013434996605426
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-0.9240323527129165
pKa (strongest acidic)
4.704006032449091
Number of Rings
4
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Taxonomy as Metabolite

Metabolite Family
Terpenoid metabolites
Metabolite Class
Diterpenoid metabolites
Metabolite Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Rebaudioside ATerpenoidsDiterpenoidsNot AvailableShow Food Phytochemical
SteviosideTerpenoidsDiterpenoidsNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Diterpenoids
Direct Parent Name
Kaurane diterpenoids
Alternative Parent Names
["Carbonyl compounds", "Carboxylic acids", "Cyclic alcohols and derivatives", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Tertiary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["Alcohol", "Aliphatic homopolycyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cyclic alcohol", "Hydrocarbon derivative", "Kaurane diterpenoid", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Tertiary alcohol"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
Stevia (Stevia rebaudiana)Vegetables, Leaf vegetables PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
Rebaudioside AStevia (Stevia rebaudiana)Vegetables, Leaf vegetables PublicationsShow
SteviosideStevia (Stevia rebaudiana)Vegetables, Leaf vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Rebaudioside A Steviolhumanplasmagut microbiota metaboliteNot Available0.5-2µmol/LNot AvailableC20H30O3318.219494826 Detailed Intervention Studies Publications
Stevioside Steviolhumanplasmagut microbiota metabolite5h-8h200-500 nmol/LNot AvailableC20H30O3318.219494826 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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