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

Details

• Internal ID: 84099c8f-1e8c-4b17-a804-9e6da4825be0
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 3-[2-[4-hydroxy-3-[4-[2-(3-methoxyphenyl)ethyl]phenoxy]phenyl]ethyl]benzene-1,2-diol
• SMILES (Canonical): COC1=CC=CC(=C1)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=C(C(=CC=C4)O)O)O
• SMILES (Isomeric): COC1=CC=CC(=C1)CCC2=CC=C(C=C2)OC3=C(C=CC(=C3)CCC4=C(C(=CC=C4)O)O)O
• InChI: InChI=1S/C29H28O5/c1-33-25-6-2-4-21(18-25)9-8-20-11-15-24(16-12-20)34-28-19-22(13-17-26(28)30)10-14-23-5-3-7-27(31)29(23)32/h2-7,11-13,15-19,30-32H,8-10,14H2,1H3
• InChI Key: KMUYTJGNZJFKRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₈O₅
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.19367399 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.17
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9032	90.32%
Caco-2	-	0.8216	82.16%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9010	90.10%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8889	88.89%
P-glycoprotein inhibitior	+	0.9036	90.36%
P-glycoprotein substrate	+	0.6823	68.23%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.4047	40.47%
CYP3A4 inhibition	-	0.8597	85.97%
CYP2C9 inhibition	+	0.6538	65.38%
CYP2C19 inhibition	+	0.7591	75.91%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	+	0.8308	83.08%
CYP2C8 inhibition	+	0.8725	87.25%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7143	71.43%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9548	95.48%
Eye irritation	-	0.7863	78.63%
Skin irritation	-	0.6786	67.86%
Skin corrosion	-	0.8548	85.48%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8848	88.48%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.7699	76.99%
skin sensitisation	-	0.7465	74.65%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8001	80.01%
Acute Oral Toxicity (c)	III	0.7890	78.90%
Estrogen receptor binding	+	0.8743	87.43%
Androgen receptor binding	+	0.8713	87.13%
Thyroid receptor binding	+	0.6631	66.31%
Glucocorticoid receptor binding	+	0.7943	79.43%
Aromatase binding	+	0.5370	53.70%
PPAR gamma	+	0.7209	72.09%
Honey bee toxicity	-	0.8140	81.40%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9279	92.79%

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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.05%	99.15%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	94.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.56%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.24%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.00%	99.17%
CHEMBL2535	P11166	Glucose transporter	90.55%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.46%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.22%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	89.19%	93.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.79%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.54%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	87.47%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.19%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.99%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.78%	95.17%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	85.29%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	84.06%	90.20%
CHEMBL226	P30542	Adenosine A1 receptor	84.00%	95.93%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.50%	90.24%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.34%	99.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.97%	95.89%

Plants that contains it

• Pellia epiphylla

Cross-Links

• PubChem: 163036372
• LOTUS: LTS0179164
• wikiData: Q105143214