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Bartoloside 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 4d280a7e-2034-4b59-91ab-6678c9ee5eb0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[2-chloro-6-(6-chlorododecyl)-3-(6-chloropentadecyl)-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]phenoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CCCCCCCCCC(CCCCCC1=C(C(=C(C(=C1Cl)OC2C(C(C(C(O2)C)O)O)O)CCCCCC(CCCCCC)Cl)O)C3C(C(C(CO3)O)O)O)Cl
SMILES (Isomeric) CCCCCCCCCC(CCCCCC1=C(C(=C(C(=C1Cl)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)CCCCCC(CCCCCC)Cl)O)[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)Cl
InChI InChI=1S/C44H75Cl3O10/c1-4-6-8-10-11-12-16-22-30(46)23-17-13-19-25-31-34(43-40(53)38(51)33(48)27-55-43)37(50)32(26-20-14-18-24-29(45)21-15-9-7-5-2)42(35(31)47)57-44-41(54)39(52)36(49)28(3)56-44/h28-30,33,36,38-41,43-44,48-54H,4-27H2,1-3H3/t28-,29?,30?,33+,36-,38-,39+,40+,41+,43-,44-/m0/s1
InChI Key BRMPFHRPTFWBOB-LLONOIEDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H75Cl3O10
Molecular Weight 870.40 g/mol
Exact Mass 868.442582 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 10.90
Atomic LogP (AlogP) 8.94
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 28

Synonyms

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(2S,3R,4R,5R,6S)-2-[2-chloro-6-(6-chlorododecyl)-3-(6-chloropentadecyl)-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]phenoxy]-6-methyloxane-3,4,5-triol
(2S,3R,4R,5R,6S)-2-(2-chloro-6-(6-chlorododecyl)-3-(6-chloropentadecyl)-5-hydroxy-4-((2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl)phenoxy)-6-methyloxane-3,4,5-triol
RefChem:116593
CHEBI:221463

2D Structure

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2D Structure of Bartoloside D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8353 83.53%
Caco-2 - 0.8492 84.92%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7894 78.94%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.8233 82.33%
OATP1B3 inhibitior + 0.8598 85.98%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7967 79.67%
P-glycoprotein inhibitior + 0.6901 69.01%
P-glycoprotein substrate + 0.5898 58.98%
CYP3A4 substrate + 0.6965 69.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8177 81.77%
CYP3A4 inhibition - 0.8148 81.48%
CYP2C9 inhibition - 0.7950 79.50%
CYP2C19 inhibition - 0.8089 80.89%
CYP2D6 inhibition - 0.8965 89.65%
CYP1A2 inhibition - 0.7460 74.60%
CYP2C8 inhibition + 0.6489 64.89%
CYP inhibitory promiscuity - 0.7108 71.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8177 81.77%
Carcinogenicity (trinary) Non-required 0.6753 67.53%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9034 90.34%
Skin irritation - 0.7628 76.28%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.6908 69.08%
Human Ether-a-go-go-Related Gene inhibition - 0.3820 38.20%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6948 69.48%
skin sensitisation - 0.8375 83.75%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9316 93.16%
Acute Oral Toxicity (c) III 0.4552 45.52%
Estrogen receptor binding + 0.7247 72.47%
Androgen receptor binding + 0.6402 64.02%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5391 53.91%
Aromatase binding + 0.6627 66.27%
PPAR gamma + 0.6546 65.46%
Honey bee toxicity - 0.8600 86.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7151 71.51%
Fish aquatic toxicity + 0.9922 99.22%

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 99.30% 91.11%
CHEMBL240 Q12809 HERG 98.46% 89.76%
CHEMBL230 P35354 Cyclooxygenase-2 97.45% 89.63%
CHEMBL2581 P07339 Cathepsin D 97.18% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.68% 94.73%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 93.94% 85.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.23% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.09% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.53% 92.86%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 92.31% 95.34%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.47% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.91% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.13% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.60% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.47% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.30% 90.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.57% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 83.15% 96.37%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.92% 89.62%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 82.44% 90.24%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.25% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.96% 95.56%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.91% 91.81%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.88% 92.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.57% 97.21%
CHEMBL1951 P21397 Monoamine oxidase A 80.04% 91.49%

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.
There are no matching plants.

Cross-Links

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PubChem 145720605
LOTUS LTS0113690
wikiData Q104944909