[(3aR,4R,10aS)-3-oxo-4-(3,4,5-trimethoxyphenyl)-1,4,10,10a-tetrahydro-[2]benzofuro[5,6-f][2]benzofuran-3a-yl] acetate

Details

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Internal ID d938cf55-4ceb-46c0-a2e8-a71224001995
Taxonomy Lignans, neolignans and related compounds > Lignan lactones
IUPAC Name [(3aR,4R,10aS)-3-oxo-4-(3,4,5-trimethoxyphenyl)-1,4,10,10a-tetrahydro-[2]benzofuro[5,6-f][2]benzofuran-3a-yl] acetate
SMILES (Canonical) CC(=O)OC12C(CC3=CC4=COC=C4C=C3C1C5=CC(=C(C(=C5)OC)OC)OC)COC2=O
SMILES (Isomeric) CC(=O)O[C@@]12[C@@H](CC3=CC4=COC=C4C=C3[C@H]1C5=CC(=C(C(=C5)OC)OC)OC)COC2=O
InChI InChI=1S/C25H24O8/c1-13(26)33-25-18(12-32-24(25)27)6-14-5-16-10-31-11-17(16)7-19(14)22(25)15-8-20(28-2)23(30-4)21(9-15)29-3/h5,7-11,18,22H,6,12H2,1-4H3/t18-,22+,25-/m0/s1
InChI Key PGYLPXCYBKEETC-FKRCVWNDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O8
Molecular Weight 452.50 g/mol
Exact Mass 452.14711772 g/mol
Topological Polar Surface Area (TPSA) 93.40 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4R,10aS)-3-oxo-4-(3,4,5-trimethoxyphenyl)-1,4,10,10a-tetrahydro-[2]benzofuro[5,6-f][2]benzofuran-3a-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 + 0.5483 54.83%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7578 75.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9562 95.62%
P-glycoprotein inhibitior + 0.8879 88.79%
P-glycoprotein substrate - 0.6580 65.80%
CYP3A4 substrate + 0.6390 63.90%
CYP2C9 substrate - 0.7982 79.82%
CYP2D6 substrate - 0.8055 80.55%
CYP3A4 inhibition + 0.7050 70.50%
CYP2C9 inhibition + 0.7281 72.81%
CYP2C19 inhibition - 0.5617 56.17%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.8535 85.35%
CYP2C8 inhibition + 0.4857 48.57%
CYP inhibitory promiscuity + 0.6840 68.40%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.3989 39.89%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.8460 84.60%
Skin corrosion - 0.9642 96.42%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8551 85.51%
Micronuclear + 0.6974 69.74%
Hepatotoxicity + 0.6015 60.15%
skin sensitisation - 0.7832 78.32%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.4718 47.18%
Acute Oral Toxicity (c) III 0.5445 54.45%
Estrogen receptor binding + 0.8865 88.65%
Androgen receptor binding + 0.6852 68.52%
Thyroid receptor binding + 0.6747 67.47%
Glucocorticoid receptor binding + 0.8754 87.54%
Aromatase binding - 0.5825 58.25%
PPAR gamma + 0.7397 73.97%
Honey bee toxicity - 0.7338 73.38%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9830 98.30%

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 99.90% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.09% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.74% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.22% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.22% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 89.80% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.35% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.55% 92.62%
CHEMBL2581 P07339 Cathepsin D 85.69% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.95% 91.19%
CHEMBL2535 P11166 Glucose transporter 83.12% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.00% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.83% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.72% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.37% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.99% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.61% 95.50%

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.
Commiphora erlangeriana

Cross-Links

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PubChem 101201268
LOTUS LTS0208010
wikiData Q105208786