4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-8-methyl-2-phenyl-

Details

• Internal ID: f8284a44-4084-4b5f-a96a-b52b09f693f1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-7-methoxy-8-methyl-2-phenylchromen-4-one
• SMILES (Canonical): CC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3)O)OC
• SMILES (Isomeric): CC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3)O)OC
• InChI: InChI=1S/C17H14O4/c1-10-14(20-2)8-12(18)16-13(19)9-15(21-17(10)16)11-6-4-3-5-7-11/h3-9,18H,1-2H3
• InChI Key: VDKXRVIDXUDLFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 5-hydroxy-7-methoxy-8-methyl-2-phenyl-4H-chromen-4-one
• 4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-8-methyl-2-phenyl-
• DTXSID70477442

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8058	80.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8105	81.05%
OATP2B1 inhibitior	-	0.7258	72.58%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9934	99.34%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4948	49.48%
P-glycoprotein inhibitior	+	0.8383	83.83%
P-glycoprotein substrate	-	0.9161	91.61%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.5759	57.59%
CYP2C9 inhibition	+	0.7301	73.01%
CYP2C19 inhibition	+	0.9119	91.19%
CYP2D6 inhibition	-	0.8489	84.89%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	+	0.6103	61.03%
CYP inhibitory promiscuity	+	0.7230	72.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9773	97.73%
Eye irritation	+	0.5669	56.69%
Skin irritation	-	0.6644	66.44%
Skin corrosion	-	0.9843	98.43%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5775	57.75%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9635	96.35%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	III	0.5335	53.35%
Estrogen receptor binding	+	0.9482	94.82%
Androgen receptor binding	+	0.8564	85.64%
Thyroid receptor binding	+	0.6397	63.97%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.9218	92.18%
PPAR gamma	+	0.8011	80.11%
Honey bee toxicity	-	0.8238	82.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9126	91.26%

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	97.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.03%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.63%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.53%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.87%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.68%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.51%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.07%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.73%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.52%	99.17%
CHEMBL3194	P02766	Transthyretin	81.43%	90.71%

Plants that contains it

• Leptospermum polygalifolium
• Leptospermum recurvum

Cross-Links

• PubChem: 12094473
• LOTUS: LTS0158406
• wikiData: Q82310111