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

Details

• Internal ID: e1aa7384-2f4e-4374-a490-0c3145b286b8
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 3-[2-[4-hydroxy-3-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenyl]ethyl]benzene-1,2-diol
• SMILES (Canonical): C1=CC(=CC(=C1)O)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=C(C(=CC=C4)O)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=C(C(=CC=C4)O)O)O
• InChI: InChI=1S/C28H26O5/c29-23-5-1-3-20(17-23)8-7-19-10-14-24(15-11-19)33-27-18-21(12-16-25(27)30)9-13-22-4-2-6-26(31)28(22)32/h1-6,10-12,14-18,29-32H,7-9,13H2
• InChI Key: SZYQHLSWPACHMX-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	+	0.8843	88.43%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8943	89.43%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.9098	90.98%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8996	89.96%
P-glycoprotein inhibitior	+	0.8146	81.46%
P-glycoprotein substrate	-	0.5384	53.84%
CYP3A4 substrate	+	0.5742	57.42%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	+	0.3669	36.69%
CYP3A4 inhibition	-	0.8739	87.39%
CYP2C9 inhibition	+	0.6672	66.72%
CYP2C19 inhibition	+	0.6929	69.29%
CYP2D6 inhibition	-	0.8981	89.81%
CYP1A2 inhibition	+	0.7728	77.28%
CYP2C8 inhibition	+	0.8934	89.34%
CYP inhibitory promiscuity	+	0.5065	50.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7323	73.23%
Carcinogenicity (trinary)	Non-required	0.5243	52.43%
Eye corrosion	-	0.9599	95.99%
Eye irritation	-	0.7226	72.26%
Skin irritation	-	0.6407	64.07%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8582	85.82%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	+	0.5197	51.97%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7669	76.69%
Acute Oral Toxicity (c)	III	0.8493	84.93%
Estrogen receptor binding	+	0.8852	88.52%
Androgen receptor binding	+	0.8676	86.76%
Thyroid receptor binding	+	0.6356	63.56%
Glucocorticoid receptor binding	+	0.7808	78.08%
Aromatase binding	+	0.6623	66.23%
PPAR gamma	+	0.8585	85.85%
Honey bee toxicity	-	0.7484	74.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	+	0.9633	96.33%

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	98.92%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.05%	99.15%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	95.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.80%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.29%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.04%	94.00%
CHEMBL3194	P02766	Transthyretin	90.44%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.60%	83.57%
CHEMBL2535	P11166	Glucose transporter	88.29%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.83%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.99%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.19%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.06%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	84.68%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.06%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.76%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.25%	90.20%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.63%	91.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.49%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.22%	91.71%

Plants that contains it

• Pellia epiphylla

Cross-Links

• PubChem: 101712298
• LOTUS: LTS0230131
• wikiData: Q105264500