rel-1,1'-[(1R,2S,3R,4S)-3,4-Dimethyl-1,2-cyclobutanediyl]bis[2,4,5-trimethoxybenzene]

Details

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Internal ID 3d5758bd-226e-435f-b9be-ff59518e46f0
Taxonomy Lignans, neolignans and related compounds > Cyclobutane lignans
IUPAC Name 1-[(1R,2S,3R,4S)-2,3-dimethyl-4-(2,4,5-trimethoxyphenyl)cyclobutyl]-2,4,5-trimethoxybenzene
SMILES (Canonical) CC1C(C(C1C2=CC(=C(C=C2OC)OC)OC)C3=CC(=C(C=C3OC)OC)OC)C
SMILES (Isomeric) C[C@@H]1[C@@H]([C@H]([C@H]1C2=CC(=C(C=C2OC)OC)OC)C3=CC(=C(C=C3OC)OC)OC)C
InChI InChI=1S/C24H32O6/c1-13-14(2)24(16-10-20(28-6)22(30-8)12-18(16)26-4)23(13)15-9-19(27-5)21(29-7)11-17(15)25-3/h9-14,23-24H,1-8H3/t13-,14+,23-,24+
InChI Key WCERJEZPIONOJU-HFSFOFKDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O6
Molecular Weight 416.50 g/mol
Exact Mass 416.21988874 g/mol
Topological Polar Surface Area (TPSA) 55.40 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.89
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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DTXSID101128155
rel-1,1'-[(1R,2S,3R,4S)-3,4-Dimethyl-1,2-cyclobutanediyl]bis[2,4,5-trimethoxybenzene]
70280-35-2

2D Structure

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2D Structure of rel-1,1'-[(1R,2S,3R,4S)-3,4-Dimethyl-1,2-cyclobutanediyl]bis[2,4,5-trimethoxybenzene]

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 + 0.8852 88.52%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.8143 81.43%
Subcellular localzation Mitochondria 0.8537 85.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8925 89.25%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9097 90.97%
P-glycoprotein inhibitior + 0.8440 84.40%
P-glycoprotein substrate - 0.8265 82.65%
CYP3A4 substrate - 0.6333 63.33%
CYP2C9 substrate - 0.5665 56.65%
CYP2D6 substrate + 0.3822 38.22%
CYP3A4 inhibition - 0.5052 50.52%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition + 0.6949 69.49%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition + 0.7771 77.71%
CYP2C8 inhibition - 0.8606 86.06%
CYP inhibitory promiscuity + 0.8126 81.26%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7350 73.50%
Carcinogenicity (trinary) Non-required 0.4436 44.36%
Eye corrosion - 0.9644 96.44%
Eye irritation - 0.8236 82.36%
Skin irritation - 0.8289 82.89%
Skin corrosion - 0.9677 96.77%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8138 81.38%
Micronuclear - 0.5467 54.67%
Hepatotoxicity + 0.6159 61.59%
skin sensitisation - 0.8914 89.14%
Respiratory toxicity - 0.8667 86.67%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.8625 86.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6056 60.56%
Estrogen receptor binding + 0.8462 84.62%
Androgen receptor binding + 0.5632 56.32%
Thyroid receptor binding + 0.8129 81.29%
Glucocorticoid receptor binding + 0.6897 68.97%
Aromatase binding + 0.5313 53.13%
PPAR gamma + 0.6327 63.27%
Honey bee toxicity - 0.8356 83.56%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.8100 81.00%
Fish aquatic toxicity + 0.9715 97.15%

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 92.30% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.43% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.71% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.28% 91.11%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 83.19% 96.86%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.03% 89.62%

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.
Asarum fauriei var. takaoi

Cross-Links

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PubChem 13846426
NPASS NPC294550
LOTUS LTS0120343
wikiData Q105301385