4-[2-(3-Hydroxyphenyl)ethyl]-2-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenol

Details

• Internal ID: 110c204c-b0d6-45fb-a1ae-82526f20673a
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 4-[2-(3-hydroxyphenyl)ethyl]-2-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenol
• SMILES (Canonical): C1=CC(=CC(=C1)O)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=CC(=CC=C4)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=CC(=CC=C4)O)O
• InChI: InChI=1S/C28H26O4/c29-24-5-1-3-21(17-24)8-7-20-11-14-26(15-12-20)32-28-19-23(13-16-27(28)31)10-9-22-4-2-6-25(30)18-22/h1-6,11-19,29-31H,7-10H2
• InChI Key: OCZHVLYTYFWOAX-UHFFFAOYSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₄
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.18310931 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.17
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• CHEMBL4468731
• Perrottetin E 1
• 4-[2-(3-hydroxyphenyl)ethyl]-2-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenol
• 89911-97-7
• DTXSID901346034
• BDBM50540319

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9216	92.16%
Caco-2	-	0.8055	80.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.9038	90.38%
OATP2B1 inhibitior	-	0.5753	57.53%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9325	93.25%
P-glycoprotein inhibitior	+	0.8436	84.36%
P-glycoprotein substrate	-	0.7882	78.82%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	+	0.4102	41.02%
CYP3A4 inhibition	-	0.8155	81.55%
CYP2C9 inhibition	+	0.8878	88.78%
CYP2C19 inhibition	+	0.8831	88.31%
CYP2D6 inhibition	-	0.8537	85.37%
CYP1A2 inhibition	+	0.8110	81.10%
CYP2C8 inhibition	+	0.8776	87.76%
CYP inhibitory promiscuity	+	0.8012	80.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7023	70.23%
Carcinogenicity (trinary)	Non-required	0.5421	54.21%
Eye corrosion	-	0.9531	95.31%
Eye irritation	-	0.6969	69.69%
Skin irritation	-	0.6000	60.00%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8539	85.39%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.7699	76.99%
skin sensitisation	-	0.5630	56.30%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.8308	83.08%
Estrogen receptor binding	+	0.8929	89.29%
Androgen receptor binding	+	0.8468	84.68%
Thyroid receptor binding	+	0.5814	58.14%
Glucocorticoid receptor binding	+	0.7323	73.23%
Aromatase binding	+	0.6093	60.93%
PPAR gamma	+	0.8461	84.61%
Honey bee toxicity	-	0.7684	76.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5801	58.01%
Fish aquatic toxicity	+	0.9514	95.14%

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	96.80%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	95.28%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.99%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.73%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.64%	96.09%
CHEMBL240	Q12809	HERG	91.40%	89.76%
CHEMBL2535	P11166	Glucose transporter	89.52%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL3194	P02766	Transthyretin	86.30%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.26%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.69%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.30%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.49%	95.89%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.62%	92.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.37%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.32%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.09%	95.89%
CHEMBL233	P35372	Mu opioid receptor	82.91%	97.93%
CHEMBL226	P30542	Adenosine A1 receptor	82.63%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.81%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	80.87%	94.73%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.73%	93.81%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.64%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.26%	95.17%

Plants that contains it

• Asterella angusta
• Frullania convoluta
• Jungermannia comata
• Jungermannia infusca
• Marchantia polymorpha
• Monoclea forsteri
• Nardia subclavata
• Pellia endiviifolia
• Pellia epiphylla
• Plagiochila oresitropha
• Radula kojana
• Radula perrottetii

Cross-Links

• PubChem: 10646095
• LOTUS: LTS0034106
• wikiData: Q104391821