4-[(1R)-1-[(1S)-1-(4-hydroxyphenyl)ethoxy]ethyl]phenol

Details

• Internal ID: 55102aa2-6e1a-4ae8-9783-2a5cbf256ba0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: 4-[(1R)-1-[(1S)-1-(4-hydroxyphenyl)ethoxy]ethyl]phenol
• SMILES (Canonical): CC(C1=CC=C(C=C1)O)OC(C)C2=CC=C(C=C2)O
• SMILES (Isomeric): C[C@H](C1=CC=C(C=C1)O)O[C@@H](C)C2=CC=C(C=C2)O
• InChI: InChI=1S/C16H18O3/c1-11(13-3-7-15(17)8-4-13)19-12(2)14-5-9-16(18)10-6-14/h3-12,17-18H,1-2H3/t11-,12+
• InChI Key: ONMXDACOMYJDBM-TXEJJXNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8358	83.58%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9127	91.27%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.8101	81.01%
OATP1B3 inhibitior	+	0.9157	91.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8980	89.80%
P-glycoprotein inhibitior	-	0.7445	74.45%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	-	0.7387	73.87%
CYP2C9 substrate	-	0.7529	75.29%
CYP2D6 substrate	-	0.6627	66.27%
CYP3A4 inhibition	-	0.7594	75.94%
CYP2C9 inhibition	-	0.5393	53.93%
CYP2C19 inhibition	+	0.7149	71.49%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	+	0.7690	76.90%
CYP2C8 inhibition	-	0.9364	93.64%
CYP inhibitory promiscuity	+	0.6138	61.38%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5788	57.88%
Carcinogenicity (trinary)	Non-required	0.5643	56.43%
Eye corrosion	-	0.9629	96.29%
Eye irritation	+	0.9098	90.98%
Skin irritation	-	0.8098	80.98%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6734	67.34%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5178	51.78%
skin sensitisation	-	0.5892	58.92%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5067	50.67%
Acute Oral Toxicity (c)	III	0.8707	87.07%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	+	0.8503	85.03%
Thyroid receptor binding	+	0.6632	66.32%
Glucocorticoid receptor binding	-	0.4686	46.86%
Aromatase binding	+	0.8395	83.95%
PPAR gamma	+	0.6050	60.50%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9503	95.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	96.62%	98.35%
CHEMBL2581	P07339	Cathepsin D	91.11%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.80%	93.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.33%	91.11%
CHEMBL301	P24941	Cyclin-dependent kinase 2	87.22%	91.23%
CHEMBL4208	P20618	Proteasome component C5	86.55%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.54%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.63%	95.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.07%	97.23%

Plants that contains it

• Oxalis pes-caprae
• Parastrephia quadrangularis

Cross-Links

• PubChem: 162928397
• LOTUS: LTS0009632
• wikiData: Q105194950