9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6,7-dimethoxy-1H-benzo[f][2]benzofuran-3-one

Details

• Internal ID: d01b30bd-3dba-42be-b15d-57d5a0635241
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6,7-dimethoxy-1H-benzo[f][2]benzofuran-3-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=C3COC(=O)C3=C2OC4C(C(CO4)(CO)O)O)C5=CC6=C(C=C5)OCO6)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=C3COC(=O)C3=C2OC4C(C(CO4)(CO)O)O)C5=CC6=C(C=C5)OCO6)OC
• InChI: InChI=1S/C26H24O11/c1-31-17-6-13-14(7-18(17)32-2)22(37-25-23(28)26(30,9-27)10-34-25)21-15(8-33-24(21)29)20(13)12-3-4-16-19(5-12)36-11-35-16/h3-7,23,25,27-28,30H,8-11H2,1-2H3
• InChI Key: BJATWCDTYAVIDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₄O₁₁
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.13186158 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8210	82.10%
Caco-2	-	0.7295	72.95%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5841	58.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9839	98.39%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	-	0.6130	61.30%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	+	0.5462	54.62%
CYP2C9 inhibition	-	0.8424	84.24%
CYP2C19 inhibition	-	0.8099	80.99%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6336	63.36%
CYP inhibitory promiscuity	-	0.6146	61.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5326	53.26%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.8002	80.02%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7305	73.05%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	+	0.6126	61.26%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6954	69.54%
Estrogen receptor binding	+	0.8823	88.23%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.8670	86.70%
Aromatase binding	+	0.6283	62.83%
PPAR gamma	+	0.7081	70.81%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8106	81.06%

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	99.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.59%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.74%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.14%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.11%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.08%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.48%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.07%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.50%	100.00%
CHEMBL2535	P11166	Glucose transporter	86.72%	98.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.43%	95.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.26%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.22%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.10%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.23%	92.38%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.92%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.95%	97.28%
CHEMBL1907	P15144	Aminopeptidase N	80.78%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.70%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	80.32%	92.98%

Plants that contains it

• Haplophyllum cappadocicum
• Haplophyllum patavinum
• Haplophyllum tuberculatum
• Haplophyllum vulcanicum
• Justicia patentiflora

Cross-Links

• PubChem: 162821327
• LOTUS: LTS0249899
• wikiData: Q104169308