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

Details

• 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

• 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Humulus lupulus

Cross-Links

• PubChem: 163105037
• LOTUS: LTS0229577
• wikiData: Q105165234