5-Hydroxy-6,8-dimethoxy-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 0f65a392-5598-48a9-a59f-bd83bc5a46f9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-6,8-dimethoxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1O)C(=O)CC(O2)C3=CC=CC=C3)OC
• SMILES (Isomeric): COC1=CC(=C2C(=C1O)C(=O)CC(O2)C3=CC=CC=C3)OC
• InChI: InChI=1S/C17H16O5/c1-20-13-9-14(21-2)17-15(16(13)19)11(18)8-12(22-17)10-6-4-3-5-7-10/h3-7,9,12,19H,8H2,1-2H3
• InChI Key: XPVVXQAJUDIGAJ-UHFFFAOYSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9685	96.85%
Caco-2	+	0.8255	82.55%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7941	79.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9894	98.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6003	60.03%
P-glycoprotein inhibitior	-	0.4714	47.14%
P-glycoprotein substrate	-	0.9101	91.01%
CYP3A4 substrate	-	0.5000	50.00%
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	+	0.5431	54.31%
CYP inhibitory promiscuity	+	0.6337	63.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5753	57.53%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.6555	65.55%
Skin irritation	-	0.6839	68.39%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5093	50.93%
skin sensitisation	-	0.9347	93.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5902	59.02%
Acute Oral Toxicity (c)	III	0.4348	43.48%
Estrogen receptor binding	+	0.6884	68.84%
Androgen receptor binding	+	0.5292	52.92%
Thyroid receptor binding	+	0.6375	63.75%
Glucocorticoid receptor binding	+	0.5734	57.34%
Aromatase binding	-	0.6603	66.03%
PPAR gamma	+	0.6931	69.31%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
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	98.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.48%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.12%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.44%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.28%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.41%	94.00%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%

Plants that contains it

• Onychium siliculosum

Cross-Links

• PubChem: 162843020
• LOTUS: LTS0038981
• wikiData: Q105339021