7-[(2S)-2,3-dihydroxy-3-methylbutoxy]-8-methoxychromen-2-one

Details

• Internal ID: 8cbc850e-22b7-4f4d-bfa8-5b1ba3218d85
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(2S)-2,3-dihydroxy-3-methylbutoxy]-8-methoxychromen-2-one
• InChI: InChI=1S/C15H18O6/c1-15(2,18)11(16)8-20-10-6-4-9-5-7-12(17)21-13(9)14(10)19-3/h4-7,11,16,18H,8H2,1-3H3/t11-/m0/s1
• InChI Key: QKZKNVOELVZISQ-NSHDSACASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9562	95.62%
Caco-2	+	0.6311	63.11%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7314	73.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9397	93.97%
OATP1B3 inhibitior	+	0.8647	86.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5896	58.96%
P-glycoprotein inhibitior	-	0.9016	90.16%
P-glycoprotein substrate	-	0.7923	79.23%
CYP3A4 substrate	-	0.5536	55.36%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9508	95.08%
CYP2C9 inhibition	-	0.9433	94.33%
CYP2C19 inhibition	-	0.8923	89.23%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	+	0.7945	79.45%
CYP2C8 inhibition	-	0.7366	73.66%
CYP inhibitory promiscuity	-	0.9399	93.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6749	67.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.8146	81.46%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7767	77.67%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8708	87.08%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7614	76.14%
Acute Oral Toxicity (c)	III	0.6973	69.73%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.6781	67.81%
Thyroid receptor binding	+	0.5695	56.95%
Glucocorticoid receptor binding	+	0.6657	66.57%
Aromatase binding	+	0.5478	54.78%
PPAR gamma	+	0.7363	73.63%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9264	92.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.80%	97.21%
CHEMBL4040	P28482	MAP kinase ERK2	91.35%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.16%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	89.56%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.28%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.19%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.21%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.68%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.37%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.95%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.86%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.34%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.15%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.94%	96.00%

Plants that contains it

• Artemisia laciniata

Cross-Links

• PubChem: 163053915
• LOTUS: LTS0149352
• wikiData: Q105223433