2-[(2S)-5-acetyl-4-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-enal

Details

• Internal ID: ffdca2af-0270-4e05-9b85-dab2de023bf6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 2-[(2S)-5-acetyl-4-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-enal
• InChI: InChI=1S/C13H12O4/c1-7(6-14)12-5-10-11(17-12)4-3-9(8(2)15)13(10)16/h3-4,6,12,16H,1,5H2,2H3/t12-/m0/s1
• InChI Key: XXLABZQBOVMNJO-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.5691	56.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8043	80.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8503	85.03%
P-glycoprotein inhibitior	-	0.9491	94.91%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	-	0.5214	52.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8210	82.10%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	+	0.5576	55.76%
CYP2C19 inhibition	-	0.5518	55.18%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	+	0.8188	81.88%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.5715	57.15%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9268	92.68%
Carcinogenicity (trinary)	Non-required	0.5111	51.11%
Eye corrosion	-	0.9402	94.02%
Eye irritation	+	0.5830	58.30%
Skin irritation	-	0.5559	55.59%
Skin corrosion	-	0.9055	90.55%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6387	63.87%
Micronuclear	+	0.7518	75.18%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5451	54.51%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6010	60.10%
Acute Oral Toxicity (c)	II	0.4146	41.46%
Estrogen receptor binding	-	0.6832	68.32%
Androgen receptor binding	-	0.5557	55.57%
Thyroid receptor binding	-	0.5397	53.97%
Glucocorticoid receptor binding	+	0.5754	57.54%
Aromatase binding	-	0.6174	61.74%
PPAR gamma	-	0.5280	52.80%
Honey bee toxicity	-	0.8711	87.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	97.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.74%	91.49%
CHEMBL2581	P07339	Cathepsin D	83.37%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.42%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.00%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.28%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

• Osteospermum imbricatum

Cross-Links

• PubChem: 163060501
• LOTUS: LTS0134351
• wikiData: Q105344083