8-Prenylflavanone

Details

• Internal ID: 560d2502-281e-4fd6-8412-a78aba9c50b5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=CC=C1)C(=O)CC(O2)C3=CC=CC=C3)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC=C1)C(=O)CC(O2)C3=CC=CC=C3)C
• InChI: InChI=1S/C20H20O2/c1-14(2)11-12-16-9-6-10-17-18(21)13-19(22-20(16)17)15-7-4-3-5-8-15/h3-11,19H,12-13H2,1-2H3
• InChI Key: MBGNZLGXZSBWOJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₂
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• SCHEMBL4995906
• CHEMBL2270098

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8477	84.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7549	75.49%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9001	90.01%
P-glycoprotein inhibitior	+	0.5890	58.90%
P-glycoprotein substrate	-	0.8022	80.22%
CYP3A4 substrate	-	0.5151	51.51%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7156	71.56%
CYP3A4 inhibition	-	0.6774	67.74%
CYP2C9 inhibition	+	0.7399	73.99%
CYP2C19 inhibition	+	0.9045	90.45%
CYP2D6 inhibition	-	0.8054	80.54%
CYP1A2 inhibition	+	0.8640	86.40%
CYP2C8 inhibition	-	0.8210	82.10%
CYP inhibitory promiscuity	+	0.9284	92.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.7271	72.71%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8683	86.83%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.5261	52.61%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6387	63.87%
Acute Oral Toxicity (c)	III	0.7787	77.87%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	-	0.5687	56.87%
Thyroid receptor binding	+	0.5699	56.99%
Glucocorticoid receptor binding	-	0.6529	65.29%
Aromatase binding	+	0.5773	57.73%
PPAR gamma	+	0.7205	72.05%
Honey bee toxicity	-	0.8768	87.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9755	97.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.53%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	91.41%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.03%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.64%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.48%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	81.48%	91.49%
CHEMBL5028	O14672	ADAM10	81.36%	97.50%

Plants that contains it

• Phyllanthus niruri

Cross-Links

• PubChem: 17861867
• LOTUS: LTS0246575
• wikiData: Q105160756