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

Details

• Internal ID: 30814b01-fbb6-4fb7-ba49-dbcb50a677fa
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 3-[4-[2-(2,3-dihydroxyphenyl)ethyl]phenoxy]-5-[2-(3-hydroxyphenyl)ethyl]benzene-1,2-diol
• SMILES (Canonical): C1=CC(=CC(=C1)O)CCC2=CC(=C(C(=C2)OC3=CC=C(C=C3)CCC4=C(C(=CC=C4)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)CCC2=CC(=C(C(=C2)OC3=CC=C(C=C3)CCC4=C(C(=CC=C4)O)O)O)O
• InChI: InChI=1S/C28H26O6/c29-22-5-1-3-19(15-22)7-8-20-16-25(31)28(33)26(17-20)34-23-13-10-18(11-14-23)9-12-21-4-2-6-24(30)27(21)32/h1-6,10-11,13-17,29-33H,7-9,12H2
• InChI Key: JQISCPCCMUMVON-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	+	0.8707	87.07%
Caco-2	-	0.8434	84.34%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8700	87.00%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9187	91.87%
P-glycoprotein inhibitior	+	0.8586	85.86%
P-glycoprotein substrate	+	0.5171	51.71%
CYP3A4 substrate	+	0.5810	58.10%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	+	0.3669	36.69%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	+	0.6280	62.80%
CYP2C19 inhibition	+	0.5831	58.31%
CYP2D6 inhibition	-	0.9009	90.09%
CYP1A2 inhibition	+	0.8147	81.47%
CYP2C8 inhibition	+	0.9105	91.05%
CYP inhibitory promiscuity	-	0.5320	53.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7423	74.23%
Carcinogenicity (trinary)	Non-required	0.5332	53.32%
Eye corrosion	-	0.9701	97.01%
Eye irritation	-	0.7342	73.42%
Skin irritation	-	0.6165	61.65%
Skin corrosion	-	0.8727	87.27%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8699	86.99%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	+	0.4908	49.08%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8197	81.97%
Acute Oral Toxicity (c)	III	0.8404	84.04%
Estrogen receptor binding	+	0.8860	88.60%
Androgen receptor binding	+	0.9013	90.13%
Thyroid receptor binding	+	0.6311	63.11%
Glucocorticoid receptor binding	+	0.7657	76.57%
Aromatase binding	+	0.6132	61.32%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9577	95.77%

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	98.80%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	97.28%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.46%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.93%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.65%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.24%	96.09%
CHEMBL3194	P02766	Transthyretin	90.78%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.10%	95.17%
CHEMBL240	Q12809	HERG	88.57%	89.76%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.89%	100.00%
CHEMBL2535	P11166	Glucose transporter	87.86%	98.75%
CHEMBL2424	Q04760	Glyoxalase I	87.26%	91.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.88%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.58%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.20%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.16%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.53%	96.95%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	84.16%	95.52%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.75%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.12%	91.43%

Plants that contains it

• Hymenophyllum barbatum

Cross-Links

• PubChem: 100953276
• LOTUS: LTS0227834
• wikiData: Q105133501