3-[2-[4-[5-[2-(2,3-Dihydroxyphenyl)ethyl]-2-hydroxyphenoxy]phenyl]ethyl]benzene-1,2-diol

Details

• Internal ID: fad37196-1416-459d-9df9-eae76ca616c1
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 3-[2-[4-[5-[2-(2,3-dihydroxyphenyl)ethyl]-2-hydroxyphenoxy]phenyl]ethyl]benzene-1,2-diol
• SMILES (Canonical): C1=CC(=C(C(=C1)O)O)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=C(C(=CC=C4)O)O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1)O)O)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=C(C(=CC=C4)O)O)O
• InChI: InChI=1S/C28H26O6/c29-23-16-11-19(8-13-21-4-2-6-25(31)28(21)33)17-26(23)34-22-14-9-18(10-15-22)7-12-20-3-1-5-24(30)27(20)32/h1-6,9-11,14-17,29-33H,7-8,12-13H2
• InChI Key: YKQVXJRNXCNWPK-UHFFFAOYSA-N
• Popularity: 1 reference 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	+	0.8843	88.43%
Caco-2	-	0.8493	84.93%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8943	89.43%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8735	87.35%
P-glycoprotein inhibitior	+	0.8211	82.11%
P-glycoprotein substrate	-	0.7246	72.46%
CYP3A4 substrate	+	0.5246	52.46%
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	+	0.8611	86.11%
CYP inhibitory promiscuity	+	0.5065	50.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7323	73.23%
Carcinogenicity (trinary)	Non-required	0.5243	52.43%
Eye corrosion	-	0.9599	95.99%
Eye irritation	-	0.7526	75.26%
Skin irritation	-	0.6407	64.07%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8584	85.84%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	+	0.5197	51.97%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7526	75.26%
Acute Oral Toxicity (c)	III	0.8493	84.93%
Estrogen receptor binding	+	0.8931	89.31%
Androgen receptor binding	+	0.8720	87.20%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.7751	77.51%
Aromatase binding	+	0.6429	64.29%
PPAR gamma	+	0.8373	83.73%
Honey bee toxicity	-	0.7797	77.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6551	65.51%
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	99.17%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.21%	99.15%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.23%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.79%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.15%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.99%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.61%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL3194	P02766	Transthyretin	87.99%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.22%	95.89%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.00%	100.00%
CHEMBL2535	P11166	Glucose transporter	85.85%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.75%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.46%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.81%	92.62%
CHEMBL1255126	O15151	Protein Mdm4	83.74%	90.20%
CHEMBL4208	P20618	Proteasome component C5	83.08%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.93%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.17%	93.99%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.90%	93.81%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.65%	95.50%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.03%	91.43%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.02%	90.24%

Plants that contains it

• Pellia epiphylla

Cross-Links

• PubChem: 10253626
• LOTUS: LTS0262057
• wikiData: Q105349853