2-(4-Hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-3-ol

Details

• Internal ID: 8b753f83-8f6c-4180-9699-61af223f1521
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: 2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-3-ol
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2COC(C2(CO)O)C3=CC(=C(C=C3)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2COC(C2(CO)O)C3=CC(=C(C=C3)O)OC)O
• InChI: InChI=1S/C20H24O7/c1-25-17-8-12(3-5-15(17)22)7-14-10-27-19(20(14,24)11-21)13-4-6-16(23)18(9-13)26-2/h3-6,8-9,14,19,21-24H,7,10-11H2,1-2H3
• InChI Key: XNMLTBUWDJZKPW-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15220310 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9002	90.02%
Caco-2	-	0.5171	51.71%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8559	85.59%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9236	92.36%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4831	48.31%
P-glycoprotein inhibitior	-	0.4417	44.17%
P-glycoprotein substrate	-	0.7431	74.31%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	-	0.7055	70.55%
CYP3A4 inhibition	-	0.7480	74.80%
CYP2C9 inhibition	-	0.7677	76.77%
CYP2C19 inhibition	-	0.6211	62.11%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.6936	69.36%
CYP2C8 inhibition	+	0.7309	73.09%
CYP inhibitory promiscuity	-	0.6420	64.20%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5641	56.41%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.8302	83.02%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7491	74.91%
Micronuclear	-	0.5026	50.26%
Hepatotoxicity	-	0.6945	69.45%
skin sensitisation	-	0.8307	83.07%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8335	83.35%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.8610	86.10%
Androgen receptor binding	+	0.6131	61.31%
Thyroid receptor binding	+	0.7194	71.94%
Glucocorticoid receptor binding	+	0.6254	62.54%
Aromatase binding	+	0.6073	60.73%
PPAR gamma	+	0.5220	52.20%
Honey bee toxicity	-	0.8578	85.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8990	89.90%

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	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.54%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.31%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.26%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.87%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.12%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.88%	95.89%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.48%	85.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.10%	99.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.14%	92.88%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.54%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.28%	97.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.20%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.12%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.02%	92.94%
CHEMBL4208	P20618	Proteasome component C5	81.69%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.10%	89.44%

Plants that contains it

• Acer truncatum
• Centaurea cyanus
• Cerbera manghas
• Gentiana lutea
• Saussurea medusa
• Viburnum foetidum

Cross-Links

• PubChem: 14521044
• LOTUS: LTS0016530
• wikiData: Q104398874