(7R,8S)-8-(4-hydroxyphenyl)-3-methoxy-6,7-dimethyl-7,8-dihydronaphthalen-2-ol

Details

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Internal ID 0cb14a7f-3520-4f8a-8cfa-df0d0bb038d2
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans
IUPAC Name (7R,8S)-8-(4-hydroxyphenyl)-3-methoxy-6,7-dimethyl-7,8-dihydronaphthalen-2-ol
SMILES (Canonical) CC1C(C2=CC(=C(C=C2C=C1C)OC)O)C3=CC=C(C=C3)O
SMILES (Isomeric) C[C@@H]1[C@H](C2=CC(=C(C=C2C=C1C)OC)O)C3=CC=C(C=C3)O
InChI InChI=1S/C19H20O3/c1-11-8-14-9-18(22-3)17(21)10-16(14)19(12(11)2)13-4-6-15(20)7-5-13/h4-10,12,19-21H,1-3H3/t12-,19-/m0/s1
InChI Key LEXYVOQPVWJBKE-BUXKBTBVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H20O3
Molecular Weight 296.40 g/mol
Exact Mass 296.14124450 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.29
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7R,8S)-8-(4-hydroxyphenyl)-3-methoxy-6,7-dimethyl-7,8-dihydronaphthalen-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.7909 79.09%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7621 76.21%
OATP2B1 inhibitior - 0.8438 84.38%
OATP1B1 inhibitior + 0.8542 85.42%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.7562 75.62%
P-glycoprotein substrate - 0.7328 73.28%
CYP3A4 substrate + 0.5506 55.06%
CYP2C9 substrate - 0.5681 56.81%
CYP2D6 substrate + 0.3514 35.14%
CYP3A4 inhibition + 0.6371 63.71%
CYP2C9 inhibition + 0.8286 82.86%
CYP2C19 inhibition + 0.8462 84.62%
CYP2D6 inhibition - 0.8112 81.12%
CYP1A2 inhibition + 0.8052 80.52%
CYP2C8 inhibition + 0.7568 75.68%
CYP inhibitory promiscuity + 0.9294 92.94%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8581 85.81%
Carcinogenicity (trinary) Non-required 0.4535 45.35%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.6114 61.14%
Skin irritation - 0.7036 70.36%
Skin corrosion - 0.9706 97.06%
Ames mutagenesis - 0.6078 60.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7163 71.63%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.6418 64.18%
skin sensitisation - 0.7339 73.39%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6295 62.95%
Acute Oral Toxicity (c) III 0.6144 61.44%
Estrogen receptor binding + 0.7599 75.99%
Androgen receptor binding + 0.6692 66.92%
Thyroid receptor binding + 0.8039 80.39%
Glucocorticoid receptor binding + 0.8418 84.18%
Aromatase binding + 0.7590 75.90%
PPAR gamma + 0.8432 84.32%
Honey bee toxicity - 0.8610 86.10%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9902 99.02%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.08% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.77% 91.11%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.75% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.70% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.41% 99.15%
CHEMBL2581 P07339 Cathepsin D 87.34% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.28% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.82% 92.94%
CHEMBL301 P24941 Cyclin-dependent kinase 2 84.52% 91.23%
CHEMBL2535 P11166 Glucose transporter 83.76% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.29% 99.17%
CHEMBL3194 P02766 Transthyretin 83.03% 90.71%
CHEMBL3438 Q05513 Protein kinase C zeta 82.96% 88.48%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.91% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.69% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.49% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.27% 95.89%

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.
Knema furfuracea

Cross-Links

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PubChem 102056190
LOTUS LTS0250704
wikiData Q105150876