[(2R,3R,4S)-3-(acetyloxymethyl)-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl acetate

Details

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Internal ID 40407d45-6622-4a22-972f-b65abd5abf39
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans
IUPAC Name [(2R,3R,4S)-3-(acetyloxymethyl)-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1CC2=CC(=C(C=C2C(C1COC(=O)C)C3=CC(=C(C(=C3)OC)O)OC)O)OC
SMILES (Isomeric) CC(=O)OC[C@@H]1CC2=CC(=C(C=C2[C@@H]([C@H]1COC(=O)C)C3=CC(=C(C(=C3)OC)O)OC)O)OC
InChI InChI=1S/C25H30O9/c1-13(26)33-11-17-6-15-7-21(30-3)20(28)10-18(15)24(19(17)12-34-14(2)27)16-8-22(31-4)25(29)23(9-16)32-5/h7-10,17,19,24,28-29H,6,11-12H2,1-5H3/t17-,19-,24-/m0/s1
InChI Key BIFQTLQVGXVHMQ-KDLAUNOPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H30O9
Molecular Weight 474.50 g/mol
Exact Mass 474.18898253 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.17
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S)-3-(acetyloxymethyl)-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-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 + 0.9824 98.24%
Caco-2 + 0.5323 53.23%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8689 86.89%
OATP2B1 inhibitior - 0.8631 86.31%
OATP1B1 inhibitior + 0.8339 83.39%
OATP1B3 inhibitior - 0.2784 27.84%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8996 89.96%
P-glycoprotein inhibitior + 0.6115 61.15%
P-glycoprotein substrate - 0.5551 55.51%
CYP3A4 substrate + 0.5915 59.15%
CYP2C9 substrate - 0.6075 60.75%
CYP2D6 substrate - 0.7488 74.88%
CYP3A4 inhibition - 0.9257 92.57%
CYP2C9 inhibition - 0.5289 52.89%
CYP2C19 inhibition - 0.7515 75.15%
CYP2D6 inhibition - 0.9159 91.59%
CYP1A2 inhibition - 0.6486 64.86%
CYP2C8 inhibition + 0.5693 56.93%
CYP inhibitory promiscuity - 0.7088 70.88%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8652 86.52%
Carcinogenicity (trinary) Non-required 0.6277 62.77%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8320 83.20%
Skin irritation - 0.8592 85.92%
Skin corrosion - 0.9750 97.50%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4210 42.10%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9002 90.02%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6392 63.92%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8245 82.45%
Acute Oral Toxicity (c) III 0.6472 64.72%
Estrogen receptor binding + 0.7577 75.77%
Androgen receptor binding + 0.6679 66.79%
Thyroid receptor binding + 0.6382 63.82%
Glucocorticoid receptor binding + 0.8781 87.81%
Aromatase binding - 0.6199 61.99%
PPAR gamma - 0.4907 49.07%
Honey bee toxicity - 0.8515 85.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9966 99.66%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.49% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.43% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.33% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.96% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.59% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.32% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.47% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.70% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.50% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.20% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.63% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.54% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.29% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.66% 89.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.87% 95.56%
CHEMBL4208 P20618 Proteasome component C5 82.56% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.04% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.79% 95.89%
CHEMBL2535 P11166 Glucose transporter 81.43% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.30% 89.00%

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.
Pinalia yunnanensis

Cross-Links

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PubChem 100978860
LOTUS LTS0185080
wikiData Q104936436