(4-Hydroxy-3,5-dimethoxyphenyl)-[5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanone

Details

• Internal ID: 74dcca41-d541-4a2a-9acd-eac82d398e38
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: (4-hydroxy-3,5-dimethoxyphenyl)-[5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanone
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)C2COC(C2CO)C3=CC(=C(C=C3)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)C2COC(C2CO)C3=CC(=C(C=C3)O)OC
• InChI: InChI=1S/C21H24O8/c1-26-16-6-11(4-5-15(16)23)21-13(9-22)14(10-29-21)19(24)12-7-17(27-2)20(25)18(8-12)28-3/h4-8,13-14,21-23,25H,9-10H2,1-3H3
• InChI Key: FCUUNRWODYPBEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.14711772 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.5157	51.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9052	90.52%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6623	66.23%
P-glycoprotein substrate	-	0.7248	72.48%
CYP3A4 substrate	+	0.5462	54.62%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.7556	75.56%
CYP3A4 inhibition	+	0.7065	70.65%
CYP2C9 inhibition	+	0.6351	63.51%
CYP2C19 inhibition	+	0.7734	77.34%
CYP2D6 inhibition	-	0.9020	90.20%
CYP1A2 inhibition	+	0.5334	53.34%
CYP2C8 inhibition	+	0.7717	77.17%
CYP inhibitory promiscuity	+	0.9088	90.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6148	61.48%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8406	84.06%
Skin irritation	-	0.8569	85.69%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5160	51.60%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8615	86.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9083	90.83%
Acute Oral Toxicity (c)	III	0.6248	62.48%
Estrogen receptor binding	+	0.8871	88.71%
Androgen receptor binding	+	0.7766	77.66%
Thyroid receptor binding	+	0.6632	66.32%
Glucocorticoid receptor binding	+	0.8409	84.09%
Aromatase binding	-	0.6470	64.70%
PPAR gamma	-	0.5639	56.39%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	99.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.26%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.92%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.22%	92.62%
CHEMBL2535	P11166	Glucose transporter	83.72%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.42%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.82%	91.19%
CHEMBL4208	P20618	Proteasome component C5	82.82%	90.00%

Plants that contains it

• Wikstroemia hainanensis

Cross-Links

• PubChem: 162901534
• LOTUS: LTS0042062
• wikiData: Q104993389