5-[2-[4-Hydroxy-4-(3-methylbut-2-enoxy)cyclohexa-1,5-dien-1-yl]ethenyl]benzene-1,3-diol

Details

• Internal ID: aadd8c74-a06a-473a-b62d-fd2195abd3e4
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 5-[2-[4-hydroxy-4-(3-methylbut-2-enoxy)cyclohexa-1,5-dien-1-yl]ethenyl]benzene-1,3-diol
• SMILES (Canonical): CC(=CCOC1(CC=C(C=C1)C=CC2=CC(=CC(=C2)O)O)O)C
• SMILES (Isomeric): CC(=CCOC1(CC=C(C=C1)C=CC2=CC(=CC(=C2)O)O)O)C
• InChI: InChI=1S/C19H22O4/c1-14(2)7-10-23-19(22)8-5-15(6-9-19)3-4-16-11-17(20)13-18(21)12-16/h3-8,11-13,20-22H,9-10H2,1-2H3
• InChI Key: LCKPVQPKOCPZGD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.5063	50.63%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8796	87.96%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	+	0.9518	95.18%
P-glycoprotein inhibitior	-	0.6646	66.46%
P-glycoprotein substrate	-	0.7469	74.69%
CYP3A4 substrate	+	0.5435	54.35%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.7342	73.42%
CYP3A4 inhibition	-	0.7668	76.68%
CYP2C9 inhibition	-	0.6466	64.66%
CYP2C19 inhibition	+	0.5264	52.64%
CYP2D6 inhibition	-	0.8151	81.51%
CYP1A2 inhibition	-	0.6063	60.63%
CYP2C8 inhibition	-	0.6241	62.41%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.7013	70.13%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.6979	69.79%
Skin irritation	-	0.8126	81.26%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6671	66.71%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	+	0.5194	51.94%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6170	61.70%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6081	60.81%
Acute Oral Toxicity (c)	III	0.7137	71.37%
Estrogen receptor binding	+	0.8943	89.43%
Androgen receptor binding	-	0.5632	56.32%
Thyroid receptor binding	+	0.7892	78.92%
Glucocorticoid receptor binding	+	0.6861	68.61%
Aromatase binding	+	0.8553	85.53%
PPAR gamma	+	0.8296	82.96%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9905	99.05%

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	98.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.53%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.43%	95.93%
CHEMBL4208	P20618	Proteasome component C5	88.17%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.12%	92.68%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.37%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.40%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.27%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.55%	100.00%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 129650764
• LOTUS: LTS0027699
• wikiData: Q105149878