1-[(2S)-6-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 99032cbd-10cc-4329-8c72-bf822a1867a3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(2S)-6-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1)CC(O2)C(C)(C)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1)C[C@H](O2)C(C)(C)O)O
• InChI: InChI=1S/C13H16O4/c1-7(14)9-4-8-5-12(13(2,3)16)17-11(8)6-10(9)15/h4,6,12,15-16H,5H2,1-3H3/t12-/m0/s1
• InChI Key: JYQJCLCFUNEZCM-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.4919	49.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7811	78.11%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.9353	93.53%
P-glycoprotein substrate	-	0.8722	87.22%
CYP3A4 substrate	-	0.5352	53.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7943	79.43%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	-	0.8235	82.35%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.9066	90.66%
CYP1A2 inhibition	+	0.7751	77.51%
CYP2C8 inhibition	-	0.8491	84.91%
CYP inhibitory promiscuity	-	0.7812	78.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5393	53.93%
Eye corrosion	-	0.9765	97.65%
Eye irritation	+	0.7641	76.41%
Skin irritation	-	0.5982	59.82%
Skin corrosion	-	0.8404	84.04%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5719	57.19%
Micronuclear	-	0.5582	55.82%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6559	65.59%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6937	69.37%
Acute Oral Toxicity (c)	III	0.6527	65.27%
Estrogen receptor binding	-	0.5997	59.97%
Androgen receptor binding	-	0.8259	82.59%
Thyroid receptor binding	-	0.5812	58.12%
Glucocorticoid receptor binding	-	0.6870	68.70%
Aromatase binding	-	0.5544	55.44%
PPAR gamma	+	0.7686	76.86%
Honey bee toxicity	-	0.9280	92.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9128	91.28%

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	98.33%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.06%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.46%	85.14%
CHEMBL217	P14416	Dopamine D2 receptor	88.10%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.91%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.80%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.22%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.64%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.38%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.91%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.86%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.59%	89.00%

Plants that contains it

• Stylotrichium rotundifolium

Cross-Links

• PubChem: 163043753
• LOTUS: LTS0218951
• wikiData: Q105137149