7-Hydroxy-5-methoxy-8-methyl-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: a061394e-2495-4f49-a8b5-d2b28a0e6b6a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-5-methoxy-8-methyl-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C2C(=C(C=C1O)OC)C(=O)CC(O2)C3=CC=CC=C3
• SMILES (Isomeric): CC1=C2C(=C(C=C1O)OC)C(=O)CC(O2)C3=CC=CC=C3
• InChI: InChI=1S/C17H16O4/c1-10-12(18)8-15(20-2)16-13(19)9-14(21-17(10)16)11-6-4-3-5-7-11/h3-8,14,18H,9H2,1-2H3
• InChI Key: VQRIOVIKJMGUNI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.8121	81.21%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8182	81.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9911	99.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6544	65.44%
P-glycoprotein inhibitior	-	0.6442	64.42%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	+	0.5256	52.56%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.6950	69.50%
CYP3A4 inhibition	+	0.5694	56.94%
CYP2C9 inhibition	+	0.6608	66.08%
CYP2C19 inhibition	+	0.8931	89.31%
CYP2D6 inhibition	-	0.8086	80.86%
CYP1A2 inhibition	+	0.8508	85.08%
CYP2C8 inhibition	+	0.5506	55.06%
CYP inhibitory promiscuity	+	0.6236	62.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.5839	58.39%
Skin irritation	-	0.7190	71.90%
Skin corrosion	-	0.9825	98.25%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8518	85.18%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.9498	94.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4554	45.54%
Acute Oral Toxicity (c)	III	0.5536	55.36%
Estrogen receptor binding	+	0.7253	72.53%
Androgen receptor binding	+	0.5705	57.05%
Thyroid receptor binding	-	0.5250	52.50%
Glucocorticoid receptor binding	+	0.6657	66.57%
Aromatase binding	-	0.5516	55.16%
PPAR gamma	+	0.5390	53.90%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8353	83.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.80%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.50%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.81%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.77%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.30%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.69%	99.15%
CHEMBL4208	P20618	Proteasome component C5	81.27%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.25%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Syzygium nervosum

Cross-Links

• PubChem: 21721819
• LOTUS: LTS0240513
• wikiData: Q105291450