5-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

Details

• Internal ID: 430688f8-d9a8-448f-a391-f0c3453d9dc3
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: 5-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C2C3COC(=O)C3CC4=CC5=C(C=C24)OCO5
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)C2C3COC(=O)C3CC4=CC5=C(C=C24)OCO5
• InChI: InChI=1S/C22H22O7/c1-24-18-6-12(7-19(25-2)21(18)26-3)20-13-8-17-16(28-10-29-17)5-11(13)4-14-15(20)9-27-22(14)23/h5-8,14-15,20H,4,9-10H2,1-3H3
• InChI Key: CRUJVPABCWDZSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₇
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.13655304 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8727	87.27%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7860	78.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9143	91.43%
P-glycoprotein inhibitior	+	0.6227	62.27%
P-glycoprotein substrate	-	0.9341	93.41%
CYP3A4 substrate	+	0.6129	61.29%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.7552	75.52%
CYP3A4 inhibition	+	0.9250	92.50%
CYP2C9 inhibition	+	0.8665	86.65%
CYP2C19 inhibition	+	0.9439	94.39%
CYP2D6 inhibition	-	0.7048	70.48%
CYP1A2 inhibition	-	0.6175	61.75%
CYP2C8 inhibition	-	0.5662	56.62%
CYP inhibitory promiscuity	+	0.9141	91.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4777	47.77%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.8506	85.06%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7509	75.09%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6805	68.05%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.5763	57.63%
Estrogen receptor binding	+	0.8580	85.80%
Androgen receptor binding	+	0.6814	68.14%
Thyroid receptor binding	+	0.7637	76.37%
Glucocorticoid receptor binding	+	0.9026	90.26%
Aromatase binding	-	0.7139	71.39%
PPAR gamma	+	0.5957	59.57%
Honey bee toxicity	-	0.5743	57.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.23%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.11%	92.62%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.34%	96.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.31%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.45%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	85.50%	96.76%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.36%	80.96%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.05%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.80%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.19%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.99%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.88%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.55%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.09%	99.17%

Plants that contains it

• Juniperus brevifolia
• Juniperus formosana

Cross-Links

• PubChem: 162937928
• LOTUS: LTS0270881
• wikiData: Q104968914