[(2R,3S,4S,5R,6S)-6-(7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

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Internal ID e73eeb8d-7b44-40d5-b429-ccd051019dbc
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-(7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1=CC2=CC(=CC(=C2C(=C1C(=O)C)O)OC3C(C(C(C(O3)COC(=O)C)O)O)O)OC
SMILES (Isomeric) CC1=CC2=CC(=CC(=C2C(=C1C(=O)C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C)O)O)O)OC
InChI InChI=1S/C22H26O10/c1-9-5-12-6-13(29-4)7-14(17(12)19(26)16(9)10(2)23)31-22-21(28)20(27)18(25)15(32-22)8-30-11(3)24/h5-7,15,18,20-22,25-28H,8H2,1-4H3/t15-,18-,20+,21-,22-/m1/s1
InChI Key VZBFIARZRSDENM-BZGGIJSCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O10
Molecular Weight 450.40 g/mol
Exact Mass 450.15259702 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.81
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-(7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5558 55.58%
Caco-2 - 0.7240 72.40%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5179 51.79%
OATP2B1 inhibitior - 0.8490 84.90%
OATP1B1 inhibitior + 0.8365 83.65%
OATP1B3 inhibitior + 0.9049 90.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7400 74.00%
P-glycoprotein inhibitior - 0.5098 50.98%
P-glycoprotein substrate - 0.7776 77.76%
CYP3A4 substrate + 0.6081 60.81%
CYP2C9 substrate - 0.8295 82.95%
CYP2D6 substrate - 0.8721 87.21%
CYP3A4 inhibition - 0.9366 93.66%
CYP2C9 inhibition - 0.9247 92.47%
CYP2C19 inhibition - 0.9382 93.82%
CYP2D6 inhibition - 0.9054 90.54%
CYP1A2 inhibition - 0.6467 64.67%
CYP2C8 inhibition + 0.5768 57.68%
CYP inhibitory promiscuity - 0.8844 88.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7443 74.43%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8930 89.30%
Skin irritation - 0.8393 83.93%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5817 58.17%
Micronuclear + 0.5492 54.92%
Hepatotoxicity - 0.7287 72.87%
skin sensitisation - 0.9307 93.07%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8062 80.62%
Acute Oral Toxicity (c) III 0.6798 67.98%
Estrogen receptor binding + 0.8337 83.37%
Androgen receptor binding - 0.5591 55.91%
Thyroid receptor binding + 0.5258 52.58%
Glucocorticoid receptor binding + 0.7549 75.49%
Aromatase binding + 0.6327 63.27%
PPAR gamma + 0.5244 52.44%
Honey bee toxicity - 0.8567 85.67%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9388 93.88%

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 98.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.55% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.37% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 94.31% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.65% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.08% 96.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.32% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.48% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.32% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.35% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.92% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.09% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.37% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.61% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.14% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.80% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.62% 95.56%

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.
Rumex nepalensis

Cross-Links

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PubChem 162867966
LOTUS LTS0116292
wikiData Q105299611