1-[2,4-Dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one

Details

• Internal ID: b671e032-5bfd-42b9-bab4-b18d025d3337
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: 1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one
• InChI: InChI=1S/C25H28O5/c1-15(2)5-8-18-13-17(14-23(28)24(18)29)7-11-21(26)20-10-12-22(27)19(25(20)30)9-6-16(3)4/h5-7,10-14,27-30H,8-9H2,1-4H3
• InChI Key: TYWUDTBLZIUYSV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	-	0.6211	62.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	+	0.5747	57.47%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9059	90.59%
P-glycoprotein inhibitior	+	0.6155	61.55%
P-glycoprotein substrate	-	0.8735	87.35%
CYP3A4 substrate	-	0.5529	55.29%
CYP2C9 substrate	-	0.7875	78.75%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.5856	58.56%
CYP2C9 inhibition	+	0.8489	84.89%
CYP2C19 inhibition	+	0.7619	76.19%
CYP2D6 inhibition	-	0.6003	60.03%
CYP1A2 inhibition	+	0.8607	86.07%
CYP2C8 inhibition	+	0.4892	48.92%
CYP inhibitory promiscuity	+	0.8162	81.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.7314	73.14%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7029	70.29%
Skin irritation	-	0.7424	74.24%
Skin corrosion	-	0.8561	85.61%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7932	79.32%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	+	0.5428	54.28%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6834	68.34%
Acute Oral Toxicity (c)	III	0.6956	69.56%
Estrogen receptor binding	+	0.9205	92.05%
Androgen receptor binding	+	0.8487	84.87%
Thyroid receptor binding	+	0.7222	72.22%
Glucocorticoid receptor binding	+	0.8583	85.83%
Aromatase binding	+	0.7549	75.49%
PPAR gamma	+	0.8952	89.52%
Honey bee toxicity	-	0.9233	92.33%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.36%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.90%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.21%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.20%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	90.73%	91.49%
CHEMBL3194	P02766	Transthyretin	89.19%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.08%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.74%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.83%	95.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.72%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.41%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.83%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.48%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 73315543
• LOTUS: LTS0140097
• wikiData: Q105267773