1-[(2R,3S)-6-hydroxy-3,7-dimethoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 8423351c-4b67-4f80-9fac-8b03c22388cc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(2R,3S)-6-hydroxy-3,7-dimethoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone
• InChI: InChI=1S/C15H18O5/c1-7(2)12-13(18-4)10-6-9(8(3)16)11(17)15(19-5)14(10)20-12/h6,12-13,17H,1H2,2-5H3/t12-,13+/m1/s1
• InChI Key: QCNWKHBMYIACGV-OLZOCXBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6735	67.35%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6393	63.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8532	85.32%
P-glycoprotein inhibitior	-	0.7591	75.91%
P-glycoprotein substrate	-	0.8082	80.82%
CYP3A4 substrate	+	0.5377	53.77%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8251	82.51%
CYP3A4 inhibition	+	0.6093	60.93%
CYP2C9 inhibition	-	0.8464	84.64%
CYP2C19 inhibition	+	0.7716	77.16%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	+	0.8497	84.97%
CYP2C8 inhibition	-	0.5656	56.56%
CYP inhibitory promiscuity	+	0.7851	78.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4929	49.29%
Eye corrosion	-	0.9426	94.26%
Eye irritation	+	0.7157	71.57%
Skin irritation	-	0.6635	66.35%
Skin corrosion	-	0.9690	96.90%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5947	59.47%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.6409	64.09%
skin sensitisation	-	0.6425	64.25%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7199	71.99%
Acute Oral Toxicity (c)	II	0.6492	64.92%
Estrogen receptor binding	-	0.5064	50.64%
Androgen receptor binding	-	0.5528	55.28%
Thyroid receptor binding	+	0.6758	67.58%
Glucocorticoid receptor binding	-	0.6329	63.29%
Aromatase binding	-	0.6098	60.98%
PPAR gamma	+	0.6478	64.78%
Honey bee toxicity	-	0.7333	73.33%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	97.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.65%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.32%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.87%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	84.79%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.30%	86.33%

Plants that contains it

• Disynaphia halimifolia

Cross-Links

• PubChem: 163078645
• LOTUS: LTS0241377
• wikiData: Q105218371