(2R)-1-[(2S)-4,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]-2-methylbutan-1-one

Details

• Internal ID: d5973331-802c-4e4c-8ad7-d474ede44611
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Butyrophenones
• IUPAC Name: (2R)-1-[(2S)-4,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]-2-methylbutan-1-one
• InChI: InChI=1S/C16H20O4/c1-5-9(4)15(18)14-11(17)7-13-10(16(14)19)6-12(20-13)8(2)3/h7,9,12,17,19H,2,5-6H2,1,3-4H3/t9-,12+/m1/s1
• InChI Key: OSZVUNAFZZWWGU-SKDRFNHKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5567	55.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5311	53.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7193	71.93%
P-glycoprotein inhibitior	-	0.8876	88.76%
P-glycoprotein substrate	-	0.7067	70.67%
CYP3A4 substrate	-	0.5447	54.47%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.5416	54.16%
CYP2C9 inhibition	+	0.5317	53.17%
CYP2C19 inhibition	+	0.6256	62.56%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	+	0.8450	84.50%
CYP2C8 inhibition	-	0.8252	82.52%
CYP inhibitory promiscuity	+	0.8320	83.20%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.5080	50.80%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9063	90.63%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6137	61.37%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.4844	48.44%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8529	85.29%
Acute Oral Toxicity (c)	III	0.3824	38.24%
Estrogen receptor binding	+	0.5291	52.91%
Androgen receptor binding	+	0.5236	52.36%
Thyroid receptor binding	+	0.6246	62.46%
Glucocorticoid receptor binding	+	0.5837	58.37%
Aromatase binding	-	0.5397	53.97%
PPAR gamma	+	0.7186	71.86%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	98.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.48%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.70%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.75%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.28%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.20%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.17%	93.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.81%	96.37%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.32%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.89%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.64%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.21%	95.89%

Plants that contains it

• Helichrysum cephaloideum

Cross-Links

• PubChem: 162845552
• LOTUS: LTS0115795
• wikiData: Q105199426