(5-acetyl-2',2',4'-trimethylspiro[3H-1-benzofuran-2,3'-cyclohexane]-1'-yl) 3-methylbut-2-enoate

Details

Top
Internal ID 154303f0-3fe1-43cc-ab8e-69b0effc6957
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name (5-acetyl-2',2',4'-trimethylspiro[3H-1-benzofuran-2,3'-cyclohexane]-1'-yl) 3-methylbut-2-enoate
SMILES (Canonical) CC1CCC(C(C12CC3=C(O2)C=CC(=C3)C(=O)C)(C)C)OC(=O)C=C(C)C
SMILES (Isomeric) CC1CCC(C(C12CC3=C(O2)C=CC(=C3)C(=O)C)(C)C)OC(=O)C=C(C)C
InChI InChI=1S/C23H30O4/c1-14(2)11-21(25)26-20-10-7-15(3)23(22(20,5)6)13-18-12-17(16(4)24)8-9-19(18)27-23/h8-9,11-12,15,20H,7,10,13H2,1-6H3
InChI Key AXJLAMRDMMTQFT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H30O4
Molecular Weight 370.50 g/mol
Exact Mass 370.21440943 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.90
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5-acetyl-2',2',4'-trimethylspiro[3H-1-benzofuran-2,3'-cyclohexane]-1'-yl) 3-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 + 0.7086 70.86%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8086 80.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8995 89.95%
OATP1B3 inhibitior - 0.2725 27.25%
MATE1 inhibitior - 0.6200 62.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6582 65.82%
P-glycoprotein inhibitior + 0.7356 73.56%
P-glycoprotein substrate - 0.6078 60.78%
CYP3A4 substrate + 0.6407 64.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.5230 52.30%
CYP2C9 inhibition - 0.5101 51.01%
CYP2C19 inhibition + 0.6550 65.50%
CYP2D6 inhibition - 0.9160 91.60%
CYP1A2 inhibition + 0.7148 71.48%
CYP2C8 inhibition + 0.6354 63.54%
CYP inhibitory promiscuity - 0.5460 54.60%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5810 58.10%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9413 94.13%
Skin irritation - 0.6769 67.69%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7176 71.76%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5467 54.67%
skin sensitisation - 0.7639 76.39%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5345 53.45%
Acute Oral Toxicity (c) IV 0.3819 38.19%
Estrogen receptor binding + 0.8614 86.14%
Androgen receptor binding + 0.6096 60.96%
Thyroid receptor binding + 0.6472 64.72%
Glucocorticoid receptor binding + 0.6633 66.33%
Aromatase binding + 0.6378 63.78%
PPAR gamma + 0.7678 76.78%
Honey bee toxicity - 0.8166 81.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5848 58.48%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.87% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.75% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.46% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 90.79% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.41% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.37% 100.00%
CHEMBL4208 P20618 Proteasome component C5 86.83% 90.00%
CHEMBL2581 P07339 Cathepsin D 86.39% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.95% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.82% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.98% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.70% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.37% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.53% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 82.50% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.94% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.38% 94.80%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.26% 89.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.20% 90.24%

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.
Heliotropium taltalense

Cross-Links

Top
PubChem 162856078
LOTUS LTS0008820
wikiData Q104920595