4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-9,9a-dihydro-1H-benzo[f][2]benzofuran-3-one

Details

• Internal ID: 6718d6d9-c8a3-49a9-a2ee-6761c8105bf6
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: 4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-9,9a-dihydro-1H-benzo[f][2]benzofuran-3-one
• InChI: InChI=1S/C21H18O6/c1-23-16-7-12-5-13-9-25-21(22)20(13)19(14(12)8-17(16)24-2)11-3-4-15-18(6-11)27-10-26-15/h3-4,6-8,13H,5,9-10H2,1-2H3
• InChI Key: TYNZRPOBMSNIAX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.11033829 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 7(8)-dihydrojusticidin B
• (+)-9-(1,3-Benzodioxol-5-yl)-3a,4-dihydro-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one
• 4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-9,9a-dihydro-1H-benzo[f][2]benzofuran-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8889	88.89%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8052	80.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9643	96.43%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8914	89.14%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7972	79.72%
CYP3A4 inhibition	+	0.9475	94.75%
CYP2C9 inhibition	+	0.9397	93.97%
CYP2C19 inhibition	+	0.9623	96.23%
CYP2D6 inhibition	+	0.6219	62.19%
CYP1A2 inhibition	+	0.5815	58.15%
CYP2C8 inhibition	-	0.5635	56.35%
CYP inhibitory promiscuity	+	0.9771	97.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4122	41.22%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.7649	76.49%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	+	0.7774	77.74%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6033	60.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6830	68.30%
Acute Oral Toxicity (c)	III	0.5928	59.28%
Estrogen receptor binding	+	0.8904	89.04%
Androgen receptor binding	+	0.7058	70.58%
Thyroid receptor binding	+	0.7373	73.73%
Glucocorticoid receptor binding	+	0.9085	90.85%
Aromatase binding	-	0.6821	68.21%
PPAR gamma	+	0.5786	57.86%
Honey bee toxicity	-	0.7956	79.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.55%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.53%	80.96%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.13%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.23%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.44%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.17%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.16%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.74%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.68%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.46%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.00%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.62%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.73%	82.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.31%	93.40%
CHEMBL2535	P11166	Glucose transporter	85.05%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.78%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.88%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.87%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.51%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	82.09%	93.31%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.52%	95.53%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.46%	96.86%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.29%	90.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.96%	99.17%
CHEMBL5747	Q92793	CREB-binding protein	80.54%	95.12%

Plants that contains it

• Cleistanthus collinus

Cross-Links

• PubChem: 11760310
• LOTUS: LTS0213384
• wikiData: Q104251029