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Rebaudioside F

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 758a1f8d-be90-44e2-b158-6d4a8737a444
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
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,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)O)O)(C)C(=O)OC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)(C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C43H68O22/c1-17-11-42-9-5-22-40(2,7-4-8-41(22,3)39(57)64-37-32(56)29(53)26(50)20(13-45)60-37)23(42)6-10-43(17,16-42)65-38-34(63-35-30(54)24(48)18(47)15-58-35)33(27(51)21(14-46)61-38)62-36-31(55)28(52)25(49)19(12-44)59-36/h18-38,44-56H,1,4-16H2,2-3H3/t18-,19-,20-,21-,22+,23+,24+,25-,26-,27-,28+,29+,30-,31-,32-,33+,34-,35+,36+,37+,38+,40-,41-,42-,43+/m1/s1
InChI Key HYLAUKAHEAUVFE-AVBZULRRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H68O22
Molecular Weight 937.00 g/mol
Exact Mass 936.42022379 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -4.47
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

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(-)-Rebaudioside F
Rebaudioside F, (-)-
438045-89-7
UNII-9JYN4KSY90
9JYN4KSY90
REBF
DTXSID001019862
13-((o-beta-D-Glucopyranosyl-(1->3)-O-(beta-D-xylopyranosyl-(1->2))-beta-D-glucopyranosyl)oxy)-, beta-D-glucopyranosyl ester, (4alpha)-kaur-16-en-18-oic acid
KAUR-16-EN-18-oic acid, 13-((o-beta-D-glucopyranosyl-(1->3)-O-(beta-D-xylopyranosyl-(1->2))-beta-D-glucopyranosyl)oxy)-, beta-D-glucopyranosyl ester, (4alpha)-
REBAUDIOSIDE F(P)
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Rebaudioside F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6945 69.45%
Caco-2 - 0.9043 90.43%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7110 71.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8153 81.53%
OATP1B3 inhibitior + 0.9085 90.85%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7129 71.29%
BSEP inhibitior + 0.6129 61.29%
P-glycoprotein inhibitior + 0.7226 72.26%
P-glycoprotein substrate - 0.5742 57.42%
CYP3A4 substrate + 0.7157 71.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.9378 93.78%
CYP2C9 inhibition - 0.8798 87.98%
CYP2C19 inhibition - 0.8716 87.16%
CYP2D6 inhibition - 0.9345 93.45%
CYP1A2 inhibition - 0.8804 88.04%
CYP2C8 inhibition + 0.5463 54.63%
CYP inhibitory promiscuity - 0.9577 95.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7007 70.07%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.5526 55.26%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7497 74.97%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.9227 92.27%
skin sensitisation - 0.8964 89.64%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7712 77.12%
Acute Oral Toxicity (c) I 0.5424 54.24%
Estrogen receptor binding + 0.7639 76.39%
Androgen receptor binding + 0.7209 72.09%
Thyroid receptor binding - 0.5698 56.98%
Glucocorticoid receptor binding + 0.5766 57.66%
Aromatase binding + 0.6351 63.51%
PPAR gamma + 0.6961 69.61%
Honey bee toxicity - 0.6975 69.75%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9652 96.52%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.09% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.71% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.77% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.32% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.82% 91.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.23% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.68% 95.50%
CHEMBL2581 P07339 Cathepsin D 89.10% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 89.05% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.66% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 88.53% 98.10%
CHEMBL226 P30542 Adenosine A1 receptor 88.32% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 88.07% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.72% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.23% 94.33%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 83.86% 80.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.35% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.68% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.54% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.50% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.46% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.06% 82.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Stevia rebaudiana

Cross-Links

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PubChem 72941817
LOTUS LTS0083118
wikiData Q27272648