4,6,7-trimethoxy-9-[6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]-1H-benzo[f][2]benzofuran-3-one

Details

• Internal ID: d01ae61e-b144-4650-90b3-c5eadce294d0
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 4,6,7-trimethoxy-9-[6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]-1H-benzo[f][2]benzofuran-3-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=C3COC(=O)C3=C2OC)C4=CC5=C(C=C4OC6C(C(C(C(O6)CO)O)O)O)OCO5)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=C3COC(=O)C3=C2OC)C4=CC5=C(C=C4OC6C(C(C(C(O6)CO)O)O)O)OCO5)OC
• InChI: InChI=1S/C28H28O13/c1-34-16-4-11-12(5-17(16)35-2)26(36-3)22-14(9-37-27(22)33)21(11)13-6-18-19(39-10-38-18)7-15(13)40-28-25(32)24(31)23(30)20(8-29)41-28/h4-7,20,23-25,28-32H,8-10H2,1-3H3
• InChI Key: HVXLNKUTDGPTBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₁₃
• Molecular Weight: 572.50 g/mol
• Exact Mass: 572.15299094 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5948	59.48%
Caco-2	-	0.7795	77.95%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8830	88.30%
P-glycoprotein inhibitior	+	0.5770	57.70%
P-glycoprotein substrate	-	0.6617	66.17%
CYP3A4 substrate	+	0.6421	64.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.6952	69.52%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.9313	93.13%
CYP2C8 inhibition	-	0.6115	61.15%
CYP inhibitory promiscuity	+	0.6031	60.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6500	65.00%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6422	64.22%
Acute Oral Toxicity (c)	III	0.7638	76.38%
Estrogen receptor binding	+	0.7985	79.85%
Androgen receptor binding	+	0.5661	56.61%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	+	0.7081	70.81%
Aromatase binding	-	0.5080	50.80%
PPAR gamma	+	0.6349	63.49%
Honey bee toxicity	-	0.7738	77.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.7723	77.23%

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	99.40%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.33%	96.77%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.89%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.34%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.33%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.09%	92.62%
CHEMBL2535	P11166	Glucose transporter	90.10%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.64%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.22%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.38%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.98%	82.67%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.68%	92.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.60%	96.00%
CHEMBL4208	P20618	Proteasome component C5	85.05%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.72%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.38%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%

Plants that contains it

• Justicia procumbens

Cross-Links

• PubChem: 85097750
• LOTUS: LTS0261530
• wikiData: Q105034480