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Bartoloside B

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 9f3b28d7-d348-4464-98f7-8b84561da549
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[2-(6-chlorododecyl)-5-(6-chloropentadecyl)-3-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]phenoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CCCCCCCCCC(CCCCCC1=CC(=C(C(=C1C2C(C(C(CO2)O)O)O)O)CCCCCC(CCCCCC)Cl)OC3C(C(C(C(O3)C)O)O)O)Cl
SMILES (Isomeric) CCCCCCCCCC(CCCCCC1=CC(=C(C(=C1[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)CCCCCC(CCCCCC)Cl)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)Cl
InChI InChI=1S/C44H76Cl2O10/c1-4-6-8-10-11-12-17-23-32(46)24-18-13-15-21-30-27-35(56-44-42(53)40(51)37(48)29(3)55-44)33(26-20-14-19-25-31(45)22-16-9-7-5-2)38(49)36(30)43-41(52)39(50)34(47)28-54-43/h27,29,31-32,34,37,39-44,47-53H,4-26,28H2,1-3H3/t29-,31?,32?,34+,37-,39-,40+,41+,42+,43-,44-/m0/s1
InChI Key RVFXECPBKXNNPT-OAOLDTQYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H76Cl2O10
Molecular Weight 836.00 g/mol
Exact Mass 834.4815540 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 10.30
Atomic LogP (AlogP) 8.28
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 28

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Bartoloside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8465 84.65%
Caco-2 - 0.8491 84.91%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7996 79.96%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8230 82.30%
OATP1B3 inhibitior + 0.8577 85.77%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7836 78.36%
P-glycoprotein inhibitior + 0.6889 68.89%
P-glycoprotein substrate + 0.6356 63.56%
CYP3A4 substrate + 0.6860 68.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8094 80.94%
CYP3A4 inhibition - 0.7982 79.82%
CYP2C9 inhibition - 0.8150 81.50%
CYP2C19 inhibition - 0.7913 79.13%
CYP2D6 inhibition - 0.9037 90.37%
CYP1A2 inhibition - 0.7480 74.80%
CYP2C8 inhibition + 0.6778 67.78%
CYP inhibitory promiscuity - 0.7359 73.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8377 83.77%
Carcinogenicity (trinary) Non-required 0.6987 69.87%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.7694 76.94%
Skin corrosion - 0.9366 93.66%
Ames mutagenesis - 0.5786 57.86%
Human Ether-a-go-go-Related Gene inhibition + 0.7728 77.28%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7665 76.65%
skin sensitisation - 0.8360 83.60%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9393 93.93%
Acute Oral Toxicity (c) III 0.4793 47.93%
Estrogen receptor binding + 0.7574 75.74%
Androgen receptor binding + 0.6151 61.51%
Thyroid receptor binding - 0.5353 53.53%
Glucocorticoid receptor binding + 0.5452 54.52%
Aromatase binding + 0.6500 65.00%
PPAR gamma + 0.6389 63.89%
Honey bee toxicity - 0.8278 82.78%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6861 68.61%
Fish aquatic toxicity + 0.9891 98.91%

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 99.67% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.74% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 98.67% 89.63%
CHEMBL3401 O75469 Pregnane X receptor 95.21% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.16% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.99% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.43% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.90% 96.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.68% 89.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.41% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.35% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.33% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.70% 95.17%
CHEMBL5805 Q9NR97 Toll-like receptor 8 87.45% 96.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.59% 96.61%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.34% 92.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.17% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.11% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.68% 92.94%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 81.91% 95.34%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.40% 86.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.35% 100.00%
CHEMBL3891 P07384 Calpain 1 81.02% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.20% 92.62%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.02% 91.81%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 145720603
LOTUS LTS0164801
wikiData Q105246007