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Rebaudioside D

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 62d73465-4fe0-4bc4-a794-0dba2a0baf6a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
IUPAC Name [(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]oxyoxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3/t19-,20-,21-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,39-,40-,41+,42+,43+,44+,45+,47-,48-,49-,50+/m1/s1
InChI Key RPYRMTHVSUWHSV-CUZJHZIBSA-N
Popularity 26 references in papers

Physical and Chemical Properties

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Molecular Formula C50H80O28
Molecular Weight 1129.20 g/mol
Exact Mass 1128.48361189 g/mol
Topological Polar Surface Area (TPSA) 453.00 Ų
XlogP -4.40
Atomic LogP (AlogP) -7.29
H-Bond Acceptor 28
H-Bond Donor 17
Rotatable Bonds 15

Synonyms

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63279-13-0
(-)-Rebaudioside D
Rebaudioside D, (-)-
1SU114WXBX
FEMA NO. 4921
CHEBI:145022
DTXSID601019860
KAUR-16-EN-18-oic acid, 13-((o-beta-D-glucopyranosyl-(1->2)-O-(beta-D-glucopyranosyl-(1->3))-beta-D-glucopyranosyl)oxy)-, 2-o-beta-D-glucopyranosyl-beta-D-glucopyranosyl ester, (4alpha)-
RefChem:46981
DTXCID101477730
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 D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6491 64.91%
Caco-2 - 0.8832 88.32%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8264 82.64%
OATP1B3 inhibitior + 0.8889 88.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7596 75.96%
BSEP inhibitior + 0.8413 84.13%
P-glycoprotein inhibitior + 0.7381 73.81%
P-glycoprotein substrate - 0.6701 67.01%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.9600 96.00%
CYP2C9 inhibition - 0.8814 88.14%
CYP2C19 inhibition - 0.8658 86.58%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.8532 85.32%
CYP2C8 inhibition + 0.5071 50.71%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7066 70.66%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8064 80.64%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6470 64.70%
Acute Oral Toxicity (c) I 0.4494 44.94%
Estrogen receptor binding + 0.7680 76.80%
Androgen receptor binding + 0.7360 73.60%
Thyroid receptor binding - 0.5191 51.91%
Glucocorticoid receptor binding + 0.6302 63.02%
Aromatase binding + 0.6046 60.46%
PPAR gamma + 0.7308 73.08%
Honey bee toxicity - 0.7231 72.31%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9769 97.69%

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 97.54% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.41% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.56% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.94% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.85% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.11% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.89% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.70% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 89.70% 92.50%
CHEMBL2581 P07339 Cathepsin D 89.45% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.48% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.33% 97.36%
CHEMBL237 P41145 Kappa opioid receptor 85.77% 98.10%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.39% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 85.37% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.79% 94.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.03% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.49% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.26% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.77% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.45% 95.58%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.04% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.86% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.77% 82.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.37% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.29% 89.00%

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 71773169
LOTUS LTS0152415
wikiData Q27252844