Stevioside
precursor
Showing entry for Stevioside
Identification
- PhytoHub ID
- PHUB002045
- Name
- Stevioside
- Systematic Name
- Not Available
- Synonyms
- Steviosin
- CAS Number
- Not Available
- Average Mass
- 804.88
- Monoisotopic Mass
- 804.377965092
- Chemical Formula
- C38H60O18
- IUPAC Name
- (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate
- InChI Key
- UEDUENGHJMELGK-HYDKPPNVSA-N
- InChI Identifier
InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1
- SMILES
[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]2([H])O[C@@]23C[C@]4(CC2=C)CC[C@]2([H])[C@@](C)(CCC[C@@]2(C)[C@]4([H])CC3)C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
- Structure
Structure for Stevioside
Calculated Properties
- Solubility (ALOGPS)
- 4.51e+00 g/l
- LogS (ALOGPS)
- -2.25
- LogP (ALOGPS)
- -1.20
- Hydrogen Acceptors
- 17
- Hydrogen Donors
- 11
- Rotatable Bond Count
- 10
- Polar Surface Area
- 294.98
- Refractivity
- 186.14949999999993
- Polarizability
- 81.28519610991569
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -3.6483775957536797
- pKa (strongest acidic)
- 11.841073042119964
- Number of Rings
- 7
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Diterpenoids
- Sub-class
- Not Available
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| LC-MS/MS | LC-ESI-QQ | Negative | high | View Spectrum | (316.5,0.02202202);(317.2,0.27027027);(370.9,0.01501502);(460.3,0.01001001);(460.9,0.07807808);(461.6,0.01401401);(478.3,0.11911912);(479.0,1.0);(479.6,0.05005005);(480.5,0.01401401);(640.3,0.36636637);(641.0,0.85585586);(641.7,0.10510511);(642.6,0.01401401) | |
| LC-MS/MS | LC-ESI-QQ | Negative | high | View Spectrum | (479.1,0.01301301);(640.2,0.2012012);(640.9,1.0);(641.4,0.04304304) | |
| LC-MS/MS | LC-ESI-QQ | Negative | medium | View Spectrum | (640.2,0.27127127);(640.9,1.0);(641.4,0.04704705);(803.1,0.01601602) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Stevioside | Steviol | human | plasma | gut microbiota metabolite | 5h-8h | 200-500 nmol/L | Not Available | C20H30O3 | 318.219494826 | Detailed Intervention Studies | Publications | ||
| Stevioside | Steviol glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 8h-12h | 50-200 nmol/L | 30-50% | C26H38O9 | 494.251582804 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|