7-Methoxy-8-(3-methylbutadienyl)-flavanone

Details

• Internal ID: f5ca522c-264e-4b6f-b24e-6fc5e80bc408
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 7-methoxy-8-(3-methylbuta-1,3-dienyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=C)C=CC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)OC
• SMILES (Isomeric): CC(=C)C=CC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)OC
• InChI: InChI=1S/C21H20O3/c1-14(2)9-10-17-19(23-3)12-11-16-18(22)13-20(24-21(16)17)15-7-5-4-6-8-15/h4-12,20H,1,13H2,2-3H3
• InChI Key: KBXVDKBRENFYNS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₃
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.14124450 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

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	+	0.7585	75.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9843	98.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8377	83.77%
P-glycoprotein inhibitior	+	0.7091	70.91%
P-glycoprotein substrate	-	0.7800	78.00%
CYP3A4 substrate	+	0.5689	56.89%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7486	74.86%
CYP3A4 inhibition	+	0.8153	81.53%
CYP2C9 inhibition	+	0.7450	74.50%
CYP2C19 inhibition	+	0.9617	96.17%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	+	0.8873	88.73%
CYP2C8 inhibition	+	0.5387	53.87%
CYP inhibitory promiscuity	+	0.9397	93.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.7517	75.17%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8262	82.62%
Micronuclear	+	0.7318	73.18%
Hepatotoxicity	-	0.5106	51.06%
skin sensitisation	-	0.7413	74.13%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6738	67.38%
Acute Oral Toxicity (c)	III	0.5460	54.60%
Estrogen receptor binding	+	0.7336	73.36%
Androgen receptor binding	+	0.7242	72.42%
Thyroid receptor binding	+	0.7305	73.05%
Glucocorticoid receptor binding	+	0.6982	69.82%
Aromatase binding	+	0.5460	54.60%
PPAR gamma	+	0.7083	70.83%
Honey bee toxicity	-	0.7293	72.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	97.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.74%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.59%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.50%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.72%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.84%	97.14%

Plants that contains it

• Tephrosia purpurea

Cross-Links

• PubChem: 185027
• LOTUS: LTS0232141
• wikiData: Q105138597