Preussidone

Details

• Internal ID: c664a913-df9b-46f8-8d52-022502afaed3
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (2R)-2,4-bis(4-hydroxy-3-methoxyphenyl)-2-methylcyclopent-4-ene-1,3-dione
• InChI: InChI=1S/C20H18O6/c1-20(12-5-7-15(22)17(9-12)26-3)18(23)10-13(19(20)24)11-4-6-14(21)16(8-11)25-2/h4-10,21-22H,1-3H3/t20-/m1/s1
• InChI Key: CKLBWKCMVPEXKM-HXUWFJFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• (2R)-2,4-bis(4-hydroxy-3-methoxyphenyl)-2-methylcyclopent-4-ene-1,3-dione
• RefChem:175959
• Preubetaidone
• CHEMBL2152643
• CHEBI:197621
• "(R)-2,4-bis(4-hydroxy-3-methoxyphenyl)-2-methylcyclopent-4-ene-1,3-dione_120172"

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6787	67.87%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8756	87.56%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.8779	87.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5799	57.99%
P-glycoprotein inhibitior	-	0.5082	50.82%
P-glycoprotein substrate	-	0.9142	91.42%
CYP3A4 substrate	+	0.5265	52.65%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8104	81.04%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	+	0.6054	60.54%
CYP2C19 inhibition	+	0.7592	75.92%
CYP2D6 inhibition	-	0.8858	88.58%
CYP1A2 inhibition	+	0.5712	57.12%
CYP2C8 inhibition	+	0.6488	64.88%
CYP inhibitory promiscuity	+	0.6838	68.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7835	78.35%
Carcinogenicity (trinary)	Non-required	0.5018	50.18%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.5637	56.37%
Skin irritation	-	0.7934	79.34%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.5928	59.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7414	74.14%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6193	61.93%
Acute Oral Toxicity (c)	III	0.5282	52.82%
Estrogen receptor binding	+	0.9231	92.31%
Androgen receptor binding	+	0.7280	72.80%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	+	0.7448	74.48%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	+	0.7090	70.90%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9951	99.51%

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	97.92%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.11%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.90%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.81%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.38%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.01%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	87.18%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.49%	92.94%
CHEMBL1907	P15144	Aminopeptidase N	82.46%	93.31%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.21%	95.53%
CHEMBL4040	P28482	MAP kinase ERK2	81.01%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71461994
• LOTUS: LTS0270181
• wikiData: Q75052951