Bretschneideroside A

Details

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Internal ID 2e9a2e96-c182-4c5a-bcd9-9c763a4f9067
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-methoxybenzaldehyde
SMILES (Canonical) COC1=C(C=CC(=C1)C=O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O
InChI InChI=1S/C19H26O12/c1-27-11-4-9(5-20)2-3-10(11)30-17-15(24)14(23)13(22)12(31-17)6-28-18-16(25)19(26,7-21)8-29-18/h2-5,12-18,21-26H,6-8H2,1H3/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1
InChI Key YXENUAMDNJCOBE-OTCFHACESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H26O12
Molecular Weight 446.40 g/mol
Exact Mass 446.14242626 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -2.85
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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CHEMBL1223572

2D Structure

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2D Structure of Bretschneideroside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6374 63.74%
Caco-2 - 0.8569 85.69%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7226 72.26%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.8894 88.94%
OATP1B3 inhibitior + 0.9578 95.78%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7097 70.97%
P-glycoprotein inhibitior - 0.7579 75.79%
P-glycoprotein substrate - 0.6987 69.87%
CYP3A4 substrate + 0.6157 61.57%
CYP2C9 substrate - 0.8084 80.84%
CYP2D6 substrate - 0.8249 82.49%
CYP3A4 inhibition - 0.8740 87.40%
CYP2C9 inhibition - 0.8880 88.80%
CYP2C19 inhibition - 0.8556 85.56%
CYP2D6 inhibition - 0.9105 91.05%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.5461 54.61%
CYP inhibitory promiscuity - 0.8492 84.92%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6045 60.45%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9433 94.33%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9538 95.38%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6487 64.87%
Micronuclear - 0.6226 62.26%
Hepatotoxicity - 0.6958 69.58%
skin sensitisation - 0.8411 84.11%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6794 67.94%
Acute Oral Toxicity (c) III 0.7127 71.27%
Estrogen receptor binding + 0.7506 75.06%
Androgen receptor binding - 0.6793 67.93%
Thyroid receptor binding + 0.5945 59.45%
Glucocorticoid receptor binding - 0.4804 48.04%
Aromatase binding + 0.6672 66.72%
PPAR gamma + 0.6727 67.27%
Honey bee toxicity - 0.8299 82.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.4901 49.01%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.55% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.65% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.76% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.56% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 91.97% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.13% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.93% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.49% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.48% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.08% 95.89%
CHEMBL4208 P20618 Proteasome component C5 84.66% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 84.55% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.30% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.90% 89.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.57% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 82.40% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.77% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.46% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.94% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.35% 99.17%
CHEMBL2581 P07339 Cathepsin D 80.21% 98.95%

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.
Bretschneidera sinensis

Cross-Links

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PubChem 46938554
LOTUS LTS0007824
wikiData Q105367531