3-Methoxy-2-phenyl-thieno[2,3-h]chromen-4-one

Details

• Internal ID: 1beab872-a118-4c5f-bd04-11f6303baf61
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: 3-methoxy-2-phenylthieno[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=C(OC2=C(C1=O)C=CC3=C2C=CS3)C4=CC=CC=C4
• SMILES (Isomeric): COC1=C(OC2=C(C1=O)C=CC3=C2C=CS3)C4=CC=CC=C4
• InChI: InChI=1S/C18H12O3S/c1-20-18-15(19)13-7-8-14-12(9-10-22-14)17(13)21-16(18)11-5-3-2-4-6-11/h2-10H,1H3
• InChI Key: DBUYIOYCBUXFSH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₃S
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.05071541 g/mol
• Topological Polar Surface Area (TPSA): 63.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 4H-Thieno[2,3-h]-1-benzopyran-4-one, 3-methoxy-2-phenyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5793	57.93%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7698	76.98%
OATP2B1 inhibitior	-	0.8671	86.71%
OATP1B1 inhibitior	+	0.9558	95.58%
OATP1B3 inhibitior	+	0.9803	98.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8566	85.66%
P-glycoprotein inhibitior	+	0.5844	58.44%
P-glycoprotein substrate	-	0.8446	84.46%
CYP3A4 substrate	-	0.5073	50.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7860	78.60%
CYP3A4 inhibition	+	0.6519	65.19%
CYP2C9 inhibition	+	0.6453	64.53%
CYP2C19 inhibition	+	0.9756	97.56%
CYP2D6 inhibition	-	0.7828	78.28%
CYP1A2 inhibition	+	0.9513	95.13%
CYP2C8 inhibition	+	0.4619	46.19%
CYP inhibitory promiscuity	+	0.9204	92.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.3988	39.88%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.6213	62.13%
Skin irritation	-	0.7165	71.65%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5448	54.48%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.7861	78.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5163	51.63%
Acute Oral Toxicity (c)	III	0.7111	71.11%
Estrogen receptor binding	+	0.9397	93.97%
Androgen receptor binding	+	0.8517	85.17%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	+	0.7987	79.87%
Aromatase binding	+	0.8645	86.45%
PPAR gamma	-	0.5187	51.87%
Honey bee toxicity	-	0.8691	86.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9493	94.93%

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	97.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.76%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.35%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.50%	95.50%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.29%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.69%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.66%	96.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.46%	85.30%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.17%	94.08%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.01%	92.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.07%	85.00%

Plants that contains it

• Aconitum carmichaelii
• Pongamia pinnata

Cross-Links

• PubChem: 5274465
• NPASS: NPC195768