4-[3-(Hydroxymethyl)-4-[(4-hydroxyphenyl)-methoxymethyl]oxolan-2-yl]phenol

Details

• Internal ID: ec04418e-7061-46d3-b8fa-a79fb07f5f55
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: 4-[3-(hydroxymethyl)-4-[(4-hydroxyphenyl)-methoxymethyl]oxolan-2-yl]phenol
• InChI: InChI=1S/C19H22O5/c1-23-18(12-2-6-14(21)7-3-12)17-11-24-19(16(17)10-20)13-4-8-15(22)9-5-13/h2-9,16-22H,10-11H2,1H3
• InChI Key: HPAZDJQKSZTHER-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9288	92.88%
Caco-2	-	0.5850	58.50%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8501	85.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8224	82.24%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8256	82.56%
P-glycoprotein inhibitior	-	0.6700	67.00%
P-glycoprotein substrate	-	0.7184	71.84%
CYP3A4 substrate	+	0.5154	51.54%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.6955	69.55%
CYP3A4 inhibition	+	0.7127	71.27%
CYP2C9 inhibition	+	0.5583	55.83%
CYP2C19 inhibition	+	0.7431	74.31%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.5058	50.58%
CYP2C8 inhibition	-	0.6535	65.35%
CYP inhibitory promiscuity	+	0.9469	94.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8608	86.08%
Carcinogenicity (trinary)	Non-required	0.4541	45.41%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8356	83.56%
Skin irritation	-	0.8060	80.60%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	+	0.6163	61.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8876	88.76%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7300	73.00%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5663	56.63%
Acute Oral Toxicity (c)	III	0.6277	62.77%
Estrogen receptor binding	+	0.7482	74.82%
Androgen receptor binding	+	0.8555	85.55%
Thyroid receptor binding	+	0.6287	62.87%
Glucocorticoid receptor binding	+	0.5602	56.02%
Aromatase binding	-	0.5886	58.86%
PPAR gamma	-	0.6016	60.16%
Honey bee toxicity	-	0.8005	80.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9543	95.43%

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	97.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.48%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	89.19%	98.35%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.58%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.12%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.87%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 56682952
• LOTUS: LTS0267454
• wikiData: Q105031622