PhytoHub: Showing entry for Steviol

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

External Links

PubChem: 452967
HMDB: HMDB0036706
KNApSAcK: C00034695
FooDB (Compounds): FDB015642

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 Phytochemical	Family	Class	Sub-class
Rebaudioside A	Terpenoids	Diterpenoids	Not Available	Show Food Phytochemical
Stevioside	Terpenoids	Diterpenoids	Not Available	Show 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 Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

	Name	Group
	Stevia (Stevia rebaudiana)	Vegetables, Leaf vegetables	Publications	Show

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Rebaudioside A	Stevia (Stevia rebaudiana)	Vegetables, Leaf vegetables	Publications	Show
	Stevioside	Stevia (Stevia rebaudiana)	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
	Rebaudioside A		Steviol	human	plasma	gut microbiota metabolite	Not Available	0.5-2µmol/L	Not Available	C₂₀H₃₀O₃	318.219494826	Detailed Intervention Studies	Publications
	Stevioside		Steviol	human	plasma	gut microbiota metabolite	5h-8h	200-500 nmol/L	Not Available	C₂₀H₃₀O₃	318.219494826	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Steviol