Onysilin

Details

• Internal ID: 0d4d8b58-0e0b-4b00-bda9-115af5acc2ad
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-6,7-dimethoxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=O)CC(OC2=C1)C3=CC=CC=C3)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=O)CC(OC2=C1)C3=CC=CC=C3)O)OC
• InChI: InChI=1S/C17H16O5/c1-20-14-9-13-15(16(19)17(14)21-2)11(18)8-12(22-13)10-6-4-3-5-7-10/h3-7,9,12,19H,8H2,1-2H3
• InChI Key: FAUVORGACLCWKX-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 5-Hydroxy-6,7-dimethoxyflavanone
• SCHEMBL12067074
• LMPK12140612

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9685	96.85%
Caco-2	+	0.6715	67.15%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7941	79.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9894	98.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6192	61.92%
P-glycoprotein inhibitior	-	0.5543	55.43%
P-glycoprotein substrate	-	0.9413	94.13%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	+	0.6347	63.47%
CYP2C9 inhibition	+	0.7237	72.37%
CYP2C19 inhibition	+	0.8953	89.53%
CYP2D6 inhibition	-	0.6649	66.49%
CYP1A2 inhibition	+	0.8263	82.63%
CYP2C8 inhibition	+	0.6213	62.13%
CYP inhibitory promiscuity	+	0.6337	63.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5753	57.53%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.6533	65.33%
Skin irritation	-	0.6839	68.39%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4411	44.11%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5790	57.90%
skin sensitisation	-	0.9347	93.47%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6207	62.07%
Acute Oral Toxicity (c)	III	0.4348	43.48%
Estrogen receptor binding	+	0.6809	68.09%
Androgen receptor binding	-	0.5461	54.61%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	+	0.5976	59.76%
Aromatase binding	-	0.6055	60.55%
PPAR gamma	+	0.6932	69.32%
Honey bee toxicity	-	0.8949	89.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.7959	79.59%

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	98.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.20%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.72%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.36%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.18%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.64%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.82%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.11%	99.15%

Plants that contains it

• Didymocarpus albicalyx
• Miliusa balansae
• Onychium siliculosum

Cross-Links

• PubChem: 42608095
• LOTUS: LTS0000516
• wikiData: Q104992452