5-[(1R)-1-hydroxyethyl]-2-methoxy-3-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 23c81311-c77e-4df7-a552-a7ac1399706f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones > 2-methoxychromones
• IUPAC Name: 5-[(1R)-1-hydroxyethyl]-2-methoxy-3-(3-methylbut-2-enyl)chromen-4-one
• InChI: InChI=1S/C17H20O4/c1-10(2)8-9-13-16(19)15-12(11(3)18)6-5-7-14(15)21-17(13)20-4/h5-8,11,18H,9H2,1-4H3/t11-/m1/s1
• InChI Key: BXMBWQPESURQSA-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• 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	+	0.9891	98.91%
Caco-2	+	0.9063	90.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.8883	88.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5373	53.73%
P-glycoprotein inhibitior	-	0.5921	59.21%
P-glycoprotein substrate	-	0.8087	80.87%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.7774	77.74%
CYP3A4 inhibition	-	0.8555	85.55%
CYP2C9 inhibition	+	0.5858	58.58%
CYP2C19 inhibition	+	0.8157	81.57%
CYP2D6 inhibition	-	0.7432	74.32%
CYP1A2 inhibition	+	0.7446	74.46%
CYP2C8 inhibition	-	0.9011	90.11%
CYP inhibitory promiscuity	+	0.7673	76.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6166	61.66%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.6153	61.53%
Skin irritation	-	0.7518	75.18%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6839	68.39%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8071	80.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7681	76.81%
Acute Oral Toxicity (c)	III	0.6977	69.77%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	-	0.4918	49.18%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	+	0.7483	74.83%
Aromatase binding	+	0.6234	62.34%
PPAR gamma	+	0.8502	85.02%
Honey bee toxicity	-	0.8014	80.14%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	97.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.96%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.07%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.92%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.60%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.22%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.09%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.64%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.24%	99.17%

Plants that contains it

• Bothriocline longipes

Cross-Links

• PubChem: 162943756
• LOTUS: LTS0187400
• wikiData: Q104948061