2-[2-[4-[5-[2-(2,5-Dihydroxyphenyl)ethyl]-2-hydroxyphenoxy]phenyl]ethyl]benzene-1,4-diol

Details

• Internal ID: c25adfcd-0d10-4f4b-af58-a119e92212a1
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2-[2-[4-[5-[2-(2,5-dihydroxyphenyl)ethyl]-2-hydroxyphenoxy]phenyl]ethyl]benzene-1,4-diol
• SMILES (Canonical): C1=CC(=CC=C1CCC2=C(C=CC(=C2)O)O)OC3=C(C=CC(=C3)CCC4=C(C=CC(=C4)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC2=C(C=CC(=C2)O)O)OC3=C(C=CC(=C3)CCC4=C(C=CC(=C4)O)O)O
• InChI: InChI=1S/C28H26O6/c29-22-8-13-25(31)20(16-22)6-1-18-3-10-24(11-4-18)34-28-15-19(5-12-27(28)33)2-7-21-17-23(30)9-14-26(21)32/h3-5,8-17,29-33H,1-2,6-7H2
• InChI Key: KHXQQZJCDWJAMC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₆
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.17293854 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• 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	-	0.8456	84.56%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9038	90.38%
OATP2B1 inhibitior	-	0.5707	57.07%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8919	89.19%
P-glycoprotein inhibitior	+	0.8002	80.02%
P-glycoprotein substrate	-	0.8257	82.57%
CYP3A4 substrate	-	0.5197	51.97%
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	+	0.8699	86.99%
CYP inhibitory promiscuity	+	0.6998	69.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.5472	54.72%
Eye corrosion	-	0.9555	95.55%
Eye irritation	-	0.7111	71.11%
Skin irritation	-	0.6360	63.60%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8726	87.26%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.7324	73.24%
skin sensitisation	-	0.5686	56.86%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6330	63.30%
Acute Oral Toxicity (c)	III	0.8417	84.17%
Estrogen receptor binding	+	0.8838	88.38%
Androgen receptor binding	+	0.8840	88.40%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.7622	76.22%
Aromatase binding	+	0.6513	65.13%
PPAR gamma	+	0.8268	82.68%
Honey bee toxicity	-	0.7103	71.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6151	61.51%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	98.38%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.98%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.79%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.73%	99.17%
CHEMBL3194	P02766	Transthyretin	92.62%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.87%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.93%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.78%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.34%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.33%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.21%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.70%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.07%	86.92%
CHEMBL2535	P11166	Glucose transporter	84.49%	98.75%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	83.62%	94.01%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.22%	91.71%
CHEMBL1255126	O15151	Protein Mdm4	83.11%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.69%	95.56%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	80.59%	88.33%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.05%	91.43%

Plants that contains it

• Pellia epiphylla

Cross-Links

• PubChem: 162972390
• LOTUS: LTS0118323
• wikiData: Q105141369