1-(3'-hydroxy-2',2',6'-trimethylspiro[3H-1-benzofuran-2,1'-cyclohexane]-5-yl)ethanone

Details

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Internal ID 340bc218-a7bf-407b-90cd-be7ec1e6969b
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name 1-(3'-hydroxy-2',2',6'-trimethylspiro[3H-1-benzofuran-2,1'-cyclohexane]-5-yl)ethanone
SMILES (Canonical) CC1CCC(C(C12CC3=C(O2)C=CC(=C3)C(=O)C)(C)C)O
SMILES (Isomeric) CC1CCC(C(C12CC3=C(O2)C=CC(=C3)C(=O)C)(C)C)O
InChI InChI=1S/C18H24O3/c1-11-5-8-16(20)17(3,4)18(11)10-14-9-13(12(2)19)6-7-15(14)21-18/h6-7,9,11,16,20H,5,8,10H2,1-4H3
InChI Key DATNQPSGIFVQCG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H24O3
Molecular Weight 288.40 g/mol
Exact Mass 288.17254462 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-(3'-hydroxy-2',2',6'-trimethylspiro[3H-1-benzofuran-2,1'-cyclohexane]-5-yl)ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6936 69.36%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8051 80.51%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.9186 91.86%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.7039 70.39%
P-glycoprotein inhibitior - 0.8766 87.66%
P-glycoprotein substrate - 0.6550 65.50%
CYP3A4 substrate + 0.5853 58.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6905 69.05%
CYP3A4 inhibition - 0.7182 71.82%
CYP2C9 inhibition - 0.6486 64.86%
CYP2C19 inhibition - 0.6038 60.38%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition + 0.6117 61.17%
CYP2C8 inhibition - 0.6462 64.62%
CYP inhibitory promiscuity - 0.8573 85.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5388 53.88%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9435 94.35%
Skin irritation - 0.6144 61.44%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6630 66.30%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5717 57.17%
skin sensitisation - 0.8433 84.33%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5153 51.53%
Estrogen receptor binding + 0.8495 84.95%
Androgen receptor binding + 0.5290 52.90%
Thyroid receptor binding - 0.5324 53.24%
Glucocorticoid receptor binding + 0.5781 57.81%
Aromatase binding + 0.6401 64.01%
PPAR gamma + 0.7823 78.23%
Honey bee toxicity - 0.9556 95.56%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6152 61.52%
Fish aquatic toxicity + 0.9900 99.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.60% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.64% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 90.29% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.21% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.23% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 89.05% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.57% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.02% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.89% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.92% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.81% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.76% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.52% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.23% 90.24%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.68% 94.80%

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.
Heliotropium taltalense

Cross-Links

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PubChem 162962344
LOTUS LTS0067423
wikiData Q104973957