4-[5-(4-Hydroxyphenyl)pent-1-en-4-ynyl]benzene-1,2-diol

Details

• Internal ID: 436d5f5e-a8c3-4ac8-aed6-06f684f6b680
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-[5-(4-hydroxyphenyl)pent-1-en-4-ynyl]benzene-1,2-diol
• InChI: InChI=1S/C17H14O3/c18-15-9-6-13(7-10-15)4-2-1-3-5-14-8-11-16(19)17(20)12-14/h3,5-12,18-20H,1H2
• InChI Key: NBEUOSIBAPDEQE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₃
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.094294304 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.8228	82.28%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7536	75.36%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8918	89.18%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7579	75.79%
P-glycoprotein inhibitior	-	0.8749	87.49%
P-glycoprotein substrate	-	0.9442	94.42%
CYP3A4 substrate	-	0.5915	59.15%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.7155	71.55%
CYP3A4 inhibition	+	0.5247	52.47%
CYP2C9 inhibition	+	0.7043	70.43%
CYP2C19 inhibition	+	0.5772	57.72%
CYP2D6 inhibition	-	0.8786	87.86%
CYP1A2 inhibition	+	0.7075	70.75%
CYP2C8 inhibition	+	0.7646	76.46%
CYP inhibitory promiscuity	+	0.8694	86.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6749	67.49%
Carcinogenicity (trinary)	Non-required	0.4870	48.70%
Eye corrosion	-	0.9250	92.50%
Eye irritation	+	0.6649	66.49%
Skin irritation	+	0.5934	59.34%
Skin corrosion	-	0.7452	74.52%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5482	54.82%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.9325	93.25%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.7428	74.28%
Acute Oral Toxicity (c)	III	0.7321	73.21%
Estrogen receptor binding	+	0.9218	92.18%
Androgen receptor binding	+	0.8797	87.97%
Thyroid receptor binding	+	0.7283	72.83%
Glucocorticoid receptor binding	+	0.8375	83.75%
Aromatase binding	+	0.8039	80.39%
PPAR gamma	+	0.8571	85.71%
Honey bee toxicity	-	0.8658	86.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	97.25%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.16%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	96.02%	91.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.79%	96.12%
CHEMBL3194	P02766	Transthyretin	93.03%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	92.20%	91.49%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	90.82%	96.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.32%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.68%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.95%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.33%	94.62%
CHEMBL4208	P20618	Proteasome component C5	82.70%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.79%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.22%	98.75%

Plants that contains it

• Hypoxis hemerocallidea

Cross-Links

• PubChem: 54102090
• LOTUS: LTS0225448
• wikiData: Q105176745