5-Hydroxy-7-methoxy-8-(3-methylbuta-1,3-dienyl)-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 4f5850ee-56b3-4999-b930-df3ef791984c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-7-methoxy-8-(3-methylbuta-1,3-dienyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=C)C=CC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC
• SMILES (Isomeric): CC(=C)C=CC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC
• InChI: InChI=1S/C21H20O4/c1-13(2)9-10-15-19(24-3)12-17(23)20-16(22)11-18(25-21(15)20)14-7-5-4-6-8-14/h4-10,12,18,23H,1,11H2,2-3H3
• InChI Key: HIVLZZCXKATCJB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₄
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.6499	64.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7830	78.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9845	98.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6395	63.95%
P-glycoprotein inhibitior	+	0.6101	61.01%
P-glycoprotein substrate	-	0.8551	85.51%
CYP3A4 substrate	+	0.5622	56.22%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	+	0.8273	82.73%
CYP2C9 inhibition	+	0.7619	76.19%
CYP2C19 inhibition	+	0.9530	95.30%
CYP2D6 inhibition	-	0.7888	78.88%
CYP1A2 inhibition	+	0.7783	77.83%
CYP2C8 inhibition	+	0.6352	63.52%
CYP inhibitory promiscuity	+	0.8922	89.22%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6286	62.86%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.6069	60.69%
Skin irritation	-	0.7385	73.85%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6994	69.94%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	-	0.5106	51.06%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6297	62.97%
Acute Oral Toxicity (c)	II	0.3882	38.82%
Estrogen receptor binding	+	0.6061	60.61%
Androgen receptor binding	+	0.7237	72.37%
Thyroid receptor binding	+	0.6819	68.19%
Glucocorticoid receptor binding	+	0.6399	63.99%
Aromatase binding	-	0.5222	52.22%
PPAR gamma	+	0.8089	80.89%
Honey bee toxicity	-	0.7444	74.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9781	97.81%

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	99.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.76%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.90%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.96%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.20%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.45%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.19%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.43%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.63%	97.14%
CHEMBL2535	P11166	Glucose transporter	80.01%	98.75%

Plants that contains it

• Tephrosia leiocarpa

Cross-Links

• PubChem: 85446567
• LOTUS: LTS0025674
• wikiData: Q105029050