1-[(2S)-5-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-4-yl]-2-methylpropan-1-one

Details

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Internal ID e4cf6ac6-7d35-4517-8ca6-4d35d937b35e
Taxonomy Organoheterocyclic compounds > Coumarans
IUPAC Name 1-[(2S)-5-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-4-yl]-2-methylpropan-1-one
SMILES (Canonical) CC(C)C(=O)C1=C(C=CC2=C1CC(O2)C(C)(C)O)O
SMILES (Isomeric) CC(C)C(=O)C1=C(C=CC2=C1C[C@H](O2)C(C)(C)O)O
InChI InChI=1S/C15H20O4/c1-8(2)14(17)13-9-7-12(15(3,4)18)19-11(9)6-5-10(13)16/h5-6,8,12,16,18H,7H2,1-4H3/t12-/m0/s1
InChI Key MIUCKEYAKGZFDI-LBPRGKRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O4
Molecular Weight 264.32 g/mol
Exact Mass 264.13615911 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(2S)-5-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-4-yl]-2-methylpropan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 + 0.5467 54.67%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7670 76.70%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9434 94.34%
OATP1B3 inhibitior + 0.9468 94.68%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9477 94.77%
P-glycoprotein inhibitior - 0.9257 92.57%
P-glycoprotein substrate - 0.8877 88.77%
CYP3A4 substrate - 0.5364 53.64%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate - 0.8021 80.21%
CYP3A4 inhibition - 0.9064 90.64%
CYP2C9 inhibition - 0.7544 75.44%
CYP2C19 inhibition - 0.6636 66.36%
CYP2D6 inhibition - 0.8754 87.54%
CYP1A2 inhibition + 0.7983 79.83%
CYP2C8 inhibition - 0.8931 89.31%
CYP inhibitory promiscuity - 0.6971 69.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5168 51.68%
Eye corrosion - 0.9807 98.07%
Eye irritation - 0.7898 78.98%
Skin irritation - 0.6015 60.15%
Skin corrosion - 0.8291 82.91%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6203 62.03%
Micronuclear - 0.5882 58.82%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.7162 71.62%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6244 62.44%
Acute Oral Toxicity (c) III 0.5941 59.41%
Estrogen receptor binding + 0.6622 66.22%
Androgen receptor binding - 0.5278 52.78%
Thyroid receptor binding + 0.6001 60.01%
Glucocorticoid receptor binding - 0.4899 48.99%
Aromatase binding - 0.8065 80.65%
PPAR gamma + 0.8388 83.88%
Honey bee toxicity - 0.9316 93.16%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9186 91.86%

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 99.01% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.50% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.36% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 90.55% 94.73%
CHEMBL2581 P07339 Cathepsin D 90.03% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.06% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.04% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.39% 96.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.02% 100.00%
CHEMBL1907588 P02708 Acetylcholine receptor; alpha1/beta1/delta/gamma 83.76% 98.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.74% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.80% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.59% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.04% 92.62%

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.
Humulus lupulus

Cross-Links

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PubChem 163105037
LOTUS LTS0229577
wikiData Q105165234