4-[4,5-Dihydroxy-1-(4-methylphenyl)pent-1-en-3-yl]benzene-1,2-diol

Details

• Internal ID: 056ccee0-b85c-43d7-98f5-f3e4d9028bf9
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 4-[4,5-dihydroxy-1-(4-methylphenyl)pent-1-en-3-yl]benzene-1,2-diol
• InChI: InChI=1S/C18H20O4/c1-12-2-4-13(5-3-12)6-8-15(18(22)11-19)14-7-9-16(20)17(21)10-14/h2-10,15,18-22H,11H2,1H3
• InChI Key: PUDJVOUPUJHFDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	-	0.7423	74.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8053	80.53%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5985	59.85%
P-glycoprotein inhibitior	-	0.9021	90.21%
P-glycoprotein substrate	-	0.9221	92.21%
CYP3A4 substrate	-	0.6169	61.69%
CYP2C9 substrate	-	0.5991	59.91%
CYP2D6 substrate	-	0.7847	78.47%
CYP3A4 inhibition	-	0.6042	60.42%
CYP2C9 inhibition	-	0.7220	72.20%
CYP2C19 inhibition	-	0.7234	72.34%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	+	0.6807	68.07%
CYP2C8 inhibition	-	0.8754	87.54%
CYP inhibitory promiscuity	-	0.5320	53.20%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8015	80.15%
Carcinogenicity (trinary)	Non-required	0.6978	69.78%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.6372	63.72%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6193	61.93%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	+	0.7233	72.33%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.8770	87.70%
Acute Oral Toxicity (c)	III	0.7792	77.92%
Estrogen receptor binding	+	0.5452	54.52%
Androgen receptor binding	+	0.6990	69.90%
Thyroid receptor binding	+	0.6222	62.22%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	+	0.5883	58.83%
PPAR gamma	+	0.8006	80.06%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9277	92.77%

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	97.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.81%	96.00%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.96%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.39%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.61%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.50%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL3194	P02766	Transthyretin	85.85%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.44%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.20%	93.99%
CHEMBL4208	P20618	Proteasome component C5	82.31%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.86%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.64%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.59%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.50%	90.24%

Plants that contains it

• Cryptomeria japonica

Cross-Links

• PubChem: 162970616
• LOTUS: LTS0161233
• wikiData: Q105215020