3-(4-Hydroxyphenyl)-1-(5-hydroxy-2,2,8,8-tetramethylpyrano[2,3-f]chromen-6-yl)prop-2-en-1-one

Details

• Internal ID: bafc98db-49a5-4e64-b406-0013191baec1
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 3-(4-hydroxyphenyl)-1-(5-hydroxy-2,2,8,8-tetramethylpyrano[2,3-f]chromen-6-yl)prop-2-en-1-one
• SMILES (Canonical): CC1(C=CC2=C(C(=C3C(=C2O1)C=CC(O3)(C)C)C(=O)C=CC4=CC=C(C=C4)O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(C(=C3C(=C2O1)C=CC(O3)(C)C)C(=O)C=CC4=CC=C(C=C4)O)O)C
• InChI: InChI=1S/C25H24O5/c1-24(2)13-11-17-21(28)20(19(27)10-7-15-5-8-16(26)9-6-15)23-18(22(17)29-24)12-14-25(3,4)30-23/h5-14,26,28H,1-4H3
• InChI Key: OYKNIXGSTSXINU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.4886	48.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8107	81.07%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9810	98.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9475	94.75%
P-glycoprotein inhibitior	+	0.7978	79.78%
P-glycoprotein substrate	-	0.7726	77.26%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.6716	67.16%
CYP2C9 inhibition	+	0.6101	61.01%
CYP2C19 inhibition	+	0.5488	54.88%
CYP2D6 inhibition	-	0.8548	85.48%
CYP1A2 inhibition	+	0.7514	75.14%
CYP2C8 inhibition	+	0.6475	64.75%
CYP inhibitory promiscuity	+	0.5958	59.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.4968	49.68%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.6117	61.17%
Skin irritation	-	0.6892	68.92%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7739	77.39%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.7009	70.09%
skin sensitisation	-	0.7497	74.97%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6672	66.72%
Acute Oral Toxicity (c)	III	0.7027	70.27%
Estrogen receptor binding	+	0.9507	95.07%
Androgen receptor binding	+	0.7668	76.68%
Thyroid receptor binding	+	0.8446	84.46%
Glucocorticoid receptor binding	+	0.8787	87.87%
Aromatase binding	+	0.7318	73.18%
PPAR gamma	+	0.8526	85.26%
Honey bee toxicity	-	0.8946	89.46%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9798	97.98%

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	98.47%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.13%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.43%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.78%	89.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.19%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.63%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.12%	90.00%
CHEMBL3194	P02766	Transthyretin	83.99%	90.71%
CHEMBL2039	P27338	Monoamine oxidase B	80.82%	92.51%

Plants that contains it

• Derris laxiflora

Cross-Links

• PubChem: 72986413
• LOTUS: LTS0076224
• wikiData: Q105203369