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rebaudiosideB

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 0f4bc483-ab7a-46b9-a497-03a9f845a0f1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
IUPAC Name (1R,5R,9S,13S)-13-[(2R,3S,4R,5S,6S)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2R,3S,4R,5R,6S)-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-carboxylic acid
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(C(O7)CO)O)O)O)(C)C(=O)O
SMILES (Isomeric) C[C@@]12CCC[C@@](C1CC[C@]34C2CC[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]([C@@H](O7)CO)O)O)O)(C)C(=O)O
InChI InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(49)50)21(37)6-10-38(16,15-37)56-33-30(55-32-28(48)26(46)23(43)18(13-40)52-32)29(24(44)19(14-41)53-33)54-31-27(47)25(45)22(42)17(12-39)51-31/h17-33,39-48H,1,4-15H2,2-3H3,(H,49,50)/t17-,18-,19-,20?,21?,22-,23-,24-,25+,26+,27-,28-,29+,30-,31+,32+,33+,35+,36+,37+,38-/m0/s1
InChI Key DRSKVOAJKLUMCL-FIPBZOTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O18
Molecular Weight 804.90 g/mol
Exact Mass 804.37796506 g/mol
Topological Polar Surface Area (TPSA) 295.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.37
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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SCHEMBL150940
E80654

2D Structure

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2D Structure of rebaudiosideB

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 - 0.8869 88.69%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 0.8644 86.44%
OATP1B1 inhibitior + 0.8102 81.02%
OATP1B3 inhibitior + 0.8889 88.89%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7596 75.96%
BSEP inhibitior - 0.5971 59.71%
P-glycoprotein inhibitior + 0.6908 69.08%
P-glycoprotein substrate - 0.7496 74.96%
CYP3A4 substrate + 0.6839 68.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8714 87.14%
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 + 0.4855 48.55%
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 - 0.9121 91.21%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8287 82.87%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.5682 56.82%
Acute Oral Toxicity (c) I 0.4494 44.94%
Estrogen receptor binding + 0.7093 70.93%
Androgen receptor binding + 0.7237 72.37%
Thyroid receptor binding - 0.5726 57.26%
Glucocorticoid receptor binding - 0.4774 47.74%
Aromatase binding + 0.6800 68.00%
PPAR gamma + 0.6135 61.35%
Honey bee toxicity - 0.7686 76.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
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 96.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.39% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.81% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.40% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 89.43% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.37% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.78% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 86.86% 98.10%
CHEMBL340 P08684 Cytochrome P450 3A4 85.82% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.63% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.20% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.77% 91.24%
CHEMBL2581 P07339 Cathepsin D 83.35% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.67% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.15% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.02% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.30% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.42% 95.89%

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 3085143
LOTUS LTS0194967
wikiData Q105104333