6-(1-Ethoxy-2,3-dihydroxy-3-methylbutyl)-7-methoxychromen-2-one

Details

• Internal ID: 50f89a82-f633-49d5-b04c-78f0e1f62e10
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 6-(1-ethoxy-2,3-dihydroxy-3-methylbutyl)-7-methoxychromen-2-one
• SMILES (Canonical): CCOC(C1=C(C=C2C(=C1)C=CC(=O)O2)OC)C(C(C)(C)O)O
• SMILES (Isomeric): CCOC(C1=C(C=C2C(=C1)C=CC(=O)O2)OC)C(C(C)(C)O)O
• InChI: InChI=1S/C17H22O6/c1-5-22-15(16(19)17(2,3)20)11-8-10-6-7-14(18)23-12(10)9-13(11)21-4/h6-9,15-16,19-20H,5H2,1-4H3
• InChI Key: SPEUNNBYNAGBGC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8470	84.70%
Caco-2	+	0.7707	77.07%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7814	78.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6831	68.31%
P-glycoprotein inhibitior	-	0.7661	76.61%
P-glycoprotein substrate	-	0.6812	68.12%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6589	65.89%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.8631	86.31%
CYP2C9 inhibition	-	0.5724	57.24%
CYP2C19 inhibition	+	0.5369	53.69%
CYP2D6 inhibition	-	0.8493	84.93%
CYP1A2 inhibition	+	0.7626	76.26%
CYP2C8 inhibition	-	0.7100	71.00%
CYP inhibitory promiscuity	-	0.5836	58.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8887	88.87%
Skin irritation	-	0.8230	82.30%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7413	74.13%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8956	89.56%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4528	45.28%
Acute Oral Toxicity (c)	III	0.6908	69.08%
Estrogen receptor binding	+	0.6633	66.33%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5335	53.35%
Glucocorticoid receptor binding	+	0.6249	62.49%
Aromatase binding	+	0.5949	59.49%
PPAR gamma	+	0.6612	66.12%
Honey bee toxicity	-	0.9061	90.61%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9631	96.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.18%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.56%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.24%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.99%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.03%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.98%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.45%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.09%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%

Plants that contains it

• Angelica pubescens

Cross-Links

• PubChem: 162984336
• LOTUS: LTS0057016
• wikiData: Q105257390