8-Methyl-6-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 81054efb-352e-48d8-a9be-7f160afde1ef
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: 8-methyl-6-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C21H22O2/c1-14(2)9-10-16-11-15(3)21-18(12-16)19(22)13-20(23-21)17-7-5-4-6-8-17/h4-9,11-12,20H,10,13H2,1-3H3
• InChI Key: LYMVFLUWMFYEND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₂
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6853	68.53%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.7144	71.44%
P-glycoprotein substrate	-	0.8327	83.27%
CYP3A4 substrate	+	0.5153	51.53%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7156	71.56%
CYP3A4 inhibition	-	0.8185	81.85%
CYP2C9 inhibition	+	0.6571	65.71%
CYP2C19 inhibition	+	0.8601	86.01%
CYP2D6 inhibition	-	0.8800	88.00%
CYP1A2 inhibition	+	0.7975	79.75%
CYP2C8 inhibition	-	0.6200	62.00%
CYP inhibitory promiscuity	+	0.9003	90.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6196	61.96%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7405	74.05%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9339	93.39%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6017	60.17%
skin sensitisation	+	0.4793	47.93%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6132	61.32%
Acute Oral Toxicity (c)	III	0.7802	78.02%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	-	0.5105	51.05%
Thyroid receptor binding	-	0.5231	52.31%
Glucocorticoid receptor binding	+	0.6736	67.36%
Aromatase binding	+	0.5761	57.61%
PPAR gamma	+	0.8046	80.46%
Honey bee toxicity	-	0.9057	90.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9771	97.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.31%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.06%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.84%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.14%	96.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.47%	96.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.86%	89.00%

Plants that contains it

• Eysenhardtia subcoriacea

Cross-Links

• PubChem: 162846608
• LOTUS: LTS0238328
• wikiData: Q105159428