4,4a,7,7a-tetramethyl-6,7-dihydro-4H-cyclopenta[f][1]benzofuran-2,5-dione

Details

Top
Internal ID c781dd10-54dd-461b-ab18-dc9b62008e4d
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name 4,4a,7,7a-tetramethyl-6,7-dihydro-4H-cyclopenta[f][1]benzofuran-2,5-dione
SMILES (Canonical) CC1CC(=O)C2(C1(C=C3C(=CC(=O)O3)C2C)C)C
SMILES (Isomeric) CC1CC(=O)C2(C1(C=C3C(=CC(=O)O3)C2C)C)C
InChI InChI=1S/C15H18O3/c1-8-5-12(16)15(4)9(2)10-6-13(17)18-11(10)7-14(8,15)3/h6-9H,5H2,1-4H3
InChI Key HKNJJLPZSUGXIH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C15H18O3
Molecular Weight 246.30 g/mol
Exact Mass 246.125594432 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.62
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 4,4a,7,7a-tetramethyl-6,7-dihydro-4H-cyclopenta[f][1]benzofuran-2,5-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9975 99.75%
Caco-2 + 0.7229 72.29%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.7571 75.71%
Subcellular localzation Mitochondria 0.6232 62.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9128 91.28%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.9307 93.07%
P-glycoprotein inhibitior - 0.9076 90.76%
P-glycoprotein substrate - 0.8011 80.11%
CYP3A4 substrate + 0.5170 51.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8973 89.73%
CYP3A4 inhibition - 0.8405 84.05%
CYP2C9 inhibition - 0.9473 94.73%
CYP2C19 inhibition - 0.9333 93.33%
CYP2D6 inhibition - 0.9620 96.20%
CYP1A2 inhibition + 0.5564 55.64%
CYP2C8 inhibition - 0.8737 87.37%
CYP inhibitory promiscuity - 0.8264 82.64%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9117 91.17%
Carcinogenicity (trinary) Non-required 0.4449 44.49%
Eye corrosion - 0.9704 97.04%
Eye irritation - 0.7528 75.28%
Skin irritation + 0.6032 60.32%
Skin corrosion - 0.7871 78.71%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3953 39.53%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6045 60.45%
skin sensitisation + 0.5789 57.89%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6728 67.28%
Acute Oral Toxicity (c) III 0.6578 65.78%
Estrogen receptor binding + 0.5339 53.39%
Androgen receptor binding + 0.5937 59.37%
Thyroid receptor binding - 0.6418 64.18%
Glucocorticoid receptor binding - 0.7771 77.71%
Aromatase binding - 0.6133 61.33%
PPAR gamma - 0.6354 63.54%
Honey bee toxicity - 0.8806 88.06%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9754 97.54%

Targets

Top

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
CHEMBL2039 P27338 Monoamine oxidase B 93.01% 92.51%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.15% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 88.09% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.03% 85.30%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.01% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.57% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.43% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.04% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 83.81% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.13% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.59% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.48% 97.09%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.99% 86.00%

Plants that contains it

Top
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.
Aneura pinguis

Cross-Links

Top
PubChem 162902774
LOTUS LTS0058204
wikiData Q105029785