Paratocarpin A

Details

• Internal ID: 9585256f-3100-4800-89e5-ce8d5684fada
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-3-(2,2-dimethylchromen-6-yl)-1-(5-hydroxy-2,2-dimethylchromen-6-yl)prop-2-en-1-one
• InChI: InChI=1S/C25H24O4/c1-24(2)13-11-17-15-16(6-9-21(17)28-24)5-8-20(26)18-7-10-22-19(23(18)27)12-14-25(3,4)29-22/h5-15,27H,1-4H3/b8-5+
• InChI Key: QGPHHWRNFMTVGA-VMPITWQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Bis(6'',6''-dimethylpyrano)[2'',3'':4',3'][2'',3'':4,3]-2'-hydroxychalcone
• LMPK12120092

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.4896	48.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7672	76.72%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9783	97.83%
P-glycoprotein inhibitior	+	0.8426	84.26%
P-glycoprotein substrate	-	0.7030	70.30%
CYP3A4 substrate	+	0.5486	54.86%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6306	63.06%
CYP2C19 inhibition	+	0.5189	51.89%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	+	0.7553	75.53%
CYP2C8 inhibition	+	0.6512	65.12%
CYP inhibitory promiscuity	-	0.5343	53.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.4896	48.96%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.6384	63.84%
Skin irritation	-	0.6653	66.53%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6542	65.42%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.6561	65.61%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7247	72.47%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.9457	94.57%
Androgen receptor binding	+	0.8566	85.66%
Thyroid receptor binding	+	0.8483	84.83%
Glucocorticoid receptor binding	+	0.8405	84.05%
Aromatase binding	+	0.7804	78.04%
PPAR gamma	+	0.8720	87.20%
Honey bee toxicity	-	0.8931	89.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	98.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.40%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.13%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.48%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.94%	96.09%
CHEMBL4208	P20618	Proteasome component C5	88.53%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.72%	95.50%
CHEMBL3194	P02766	Transthyretin	82.52%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.67%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.44%	100.00%

Plants that contains it

• Parartocarpus venenosus

Cross-Links

• PubChem: 42607542
• LOTUS: LTS0024234
• wikiData: Q76534924