2-[2-[4-[2-Hydroxy-5-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenyl]ethyl]benzene-1,4-diol

Details

• Internal ID: 40f22c46-95bc-4ccf-a89a-33b7b1dd6ac9
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2-[2-[4-[2-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenyl]ethyl]benzene-1,4-diol
• SMILES (Canonical): C1=CC(=CC(=C1)O)CCC2=CC(=C(C=C2)O)OC3=CC=C(C=C3)CCC4=C(C=CC(=C4)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)CCC2=CC(=C(C=C2)O)OC3=CC=C(C=C3)CCC4=C(C=CC(=C4)O)O
• InChI: InChI=1S/C28H26O5/c29-23-3-1-2-20(16-23)4-5-21-9-14-27(32)28(17-21)33-25-12-7-19(8-13-25)6-10-22-18-24(30)11-15-26(22)31/h1-3,7-9,11-18,29-32H,4-6,10H2
• InChI Key: OLSBHUSZESTETC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₅
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.17802393 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.87
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9302	93.02%
Caco-2	-	0.8400	84.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9038	90.38%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9376	93.76%
P-glycoprotein inhibitior	+	0.8342	83.42%
P-glycoprotein substrate	-	0.6789	67.89%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	+	0.4102	41.02%
CYP3A4 inhibition	-	0.8582	85.82%
CYP2C9 inhibition	+	0.8285	82.85%
CYP2C19 inhibition	+	0.8521	85.21%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	+	0.8031	80.31%
CYP2C8 inhibition	+	0.8962	89.62%
CYP inhibitory promiscuity	+	0.6998	69.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.5472	54.72%
Eye corrosion	-	0.9555	95.55%
Eye irritation	-	0.6664	66.64%
Skin irritation	-	0.6360	63.60%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8751	87.51%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.5686	56.86%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6393	63.93%
Acute Oral Toxicity (c)	III	0.8417	84.17%
Estrogen receptor binding	+	0.8741	87.41%
Androgen receptor binding	+	0.9063	90.63%
Thyroid receptor binding	+	0.5983	59.83%
Glucocorticoid receptor binding	+	0.7451	74.51%
Aromatase binding	+	0.6161	61.61%
PPAR gamma	+	0.8342	83.42%
Honey bee toxicity	-	0.7299	72.99%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9566	95.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	98.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.82%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.02%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL2535	P11166	Glucose transporter	90.42%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.17%	95.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.70%	83.57%
CHEMBL3194	P02766	Transthyretin	88.32%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.55%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	87.42%	90.20%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.20%	96.95%
CHEMBL4208	P20618	Proteasome component C5	86.32%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.27%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.79%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.25%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.54%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.59%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.44%	94.73%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.14%	100.00%
CHEMBL236	P41143	Delta opioid receptor	81.48%	99.35%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.04%	91.43%

Plants that contains it

• Pellia epiphylla

Cross-Links

• PubChem: 163046954
• LOTUS: LTS0232763
• wikiData: Q105194109