8-Methoxyobliquin

Details

• Internal ID: 5ff1530d-6fb1-4712-aaa0-5f7fef51fe04
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-g]coumarins
• IUPAC Name: 5-methoxy-2-prop-1-en-2-yl-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one
• SMILES (Canonical): CC(=C)C1COC2=C(O1)C=C3C=CC(=O)OC3=C2OC
• SMILES (Isomeric): CC(=C)C1COC2=C(O1)C=C3C=CC(=O)OC3=C2OC
• InChI: InChI=1S/C15H14O5/c1-8(2)11-7-18-14-10(19-11)6-9-4-5-12(16)20-13(9)15(14)17-3/h4-6,11H,1,7H2,2-3H3
• InChI Key: UKSGFFQLAZFFBP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 8-Methoxyobliquin
• (-)-8-Methoxyobliquin
• AKOS040736396
• 5-Methoxy-2-prop-1-en-2-yl-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.7074	70.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6532	65.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4913	49.13%
P-glycoprotein inhibitior	-	0.7028	70.28%
P-glycoprotein substrate	-	0.8492	84.92%
CYP3A4 substrate	-	0.5372	53.72%
CYP2C9 substrate	-	0.7071	70.71%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	+	0.7617	76.17%
CYP2C9 inhibition	-	0.7813	78.13%
CYP2C19 inhibition	+	0.8266	82.66%
CYP2D6 inhibition	-	0.7388	73.88%
CYP1A2 inhibition	+	0.8090	80.90%
CYP2C8 inhibition	-	0.8108	81.08%
CYP inhibitory promiscuity	+	0.7360	73.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7443	74.43%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.6324	63.24%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6855	68.55%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5812	58.12%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7957	79.57%
Acute Oral Toxicity (c)	II	0.5095	50.95%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.6101	61.01%
Thyroid receptor binding	-	0.5950	59.50%
Glucocorticoid receptor binding	+	0.6930	69.30%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	-	0.4900	49.00%
Honey bee toxicity	-	0.7710	77.10%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9792	97.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.62%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.98%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.36%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.95%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.78%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.22%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.41%	97.21%
CHEMBL4208	P20618	Proteasome component C5	80.85%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.32%	85.30%
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	80.25%	92.83%

Plants that contains it

• Cedrelopsis grevei
• Helianthus heterophyllus

Cross-Links

• PubChem: 131676095
• LOTUS: LTS0007073
• wikiData: Q105274860