3-Ethoxy-9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,3,3a,4,9,9a-hexahydrobenzo[f][2]benzofuran-7-ol

Details

• Internal ID: bd8eaddd-f467-4915-bba2-1636ca9aa713
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: 3-ethoxy-9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,3,3a,4,9,9a-hexahydrobenzo[f][2]benzofuran-7-ol
• InChI: InChI=1S/C22H26O6/c1-4-27-22-15-7-13-9-20(26-3)18(24)10-14(13)21(16(15)11-28-22)12-5-6-17(23)19(8-12)25-2/h5-6,8-10,15-16,21-24H,4,7,11H2,1-3H3
• InChI Key: RNOPWZULBAWWIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.7693	76.93%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7148	71.48%
P-glycoprotein inhibitior	-	0.4299	42.99%
P-glycoprotein substrate	-	0.6282	62.82%
CYP3A4 substrate	+	0.6179	61.79%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	+	0.3539	35.39%
CYP3A4 inhibition	+	0.5795	57.95%
CYP2C9 inhibition	+	0.9155	91.55%
CYP2C19 inhibition	+	0.8667	86.67%
CYP2D6 inhibition	-	0.8604	86.04%
CYP1A2 inhibition	+	0.6973	69.73%
CYP2C8 inhibition	+	0.7343	73.43%
CYP inhibitory promiscuity	+	0.9244	92.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8818	88.18%
Carcinogenicity (trinary)	Non-required	0.5080	50.80%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8875	88.75%
Skin irritation	-	0.8667	86.67%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3784	37.84%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.6570	65.70%
skin sensitisation	-	0.8600	86.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7814	78.14%
Acute Oral Toxicity (c)	III	0.6594	65.94%
Estrogen receptor binding	+	0.7934	79.34%
Androgen receptor binding	+	0.5853	58.53%
Thyroid receptor binding	+	0.7807	78.07%
Glucocorticoid receptor binding	+	0.8366	83.66%
Aromatase binding	+	0.5294	52.94%
PPAR gamma	+	0.6462	64.62%
Honey bee toxicity	-	0.8027	80.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.70%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.45%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.69%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.33%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.71%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.60%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.52%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.74%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	84.32%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.25%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.19%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.53%	95.89%

Plants that contains it

• Lepidothamnus intermedius

Cross-Links

• PubChem: 14009038
• LOTUS: LTS0102625
• wikiData: Q105241656