6,7-dimethoxy-4-[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: 8ae50531-24d1-4877-b5b3-feeb8604b587
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 6,7-dimethoxy-4-[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=CC2=CC3=C(C(=C2C=C1OC)C4=CC5=C(C=C4OC6C(C(C(C(O6)CO)O)O)O)OCO5)C(=O)OC3
• SMILES (Isomeric): COC1=CC2=CC3=C(C(=C2C=C1OC)C4=CC5=C(C=C4OC6C(C(C(C(O6)CO)O)O)O)OCO5)C(=O)OC3
• InChI: InChI=1S/C27H26O12/c1-33-16-4-11-3-12-9-35-26(32)21(12)22(13(11)5-17(16)34-2)14-6-18-19(37-10-36-18)7-15(14)38-27-25(31)24(30)23(29)20(8-28)39-27/h3-7,20,23-25,27-31H,8-10H2,1-2H3
• InChI Key: HNLDQOZYWMHPHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₂
• Molecular Weight: 542.50 g/mol
• Exact Mass: 542.14242626 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5958	59.58%
Caco-2	-	0.8065	80.65%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6367	63.67%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8812	88.12%
P-glycoprotein inhibitior	-	0.4690	46.90%
P-glycoprotein substrate	-	0.6368	63.68%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.5237	52.37%
CYP2C9 inhibition	-	0.8011	80.11%
CYP2C19 inhibition	-	0.7261	72.61%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.9203	92.03%
CYP2C8 inhibition	-	0.6478	64.78%
CYP inhibitory promiscuity	+	0.6363	63.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6053	60.53%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.8240	82.40%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	+	0.6009	60.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.4078	40.78%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4525	45.25%
Acute Oral Toxicity (c)	III	0.7719	77.19%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.5842	58.42%
Thyroid receptor binding	-	0.5163	51.63%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	-	0.5260	52.60%
PPAR gamma	+	0.6071	60.71%
Honey bee toxicity	-	0.7670	76.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.7675	76.75%

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	99.24%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	98.06%	96.21%
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.35%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.29%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.14%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	91.65%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.46%	94.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	90.25%	92.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.38%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.87%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.22%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.69%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.03%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.34%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.90%	94.73%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.37%	82.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.76%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.32%	95.83%
CHEMBL1951	P21397	Monoamine oxidase A	80.03%	91.49%

Plants that contains it

• Justicia procumbens

Cross-Links

• PubChem: 85219463
• LOTUS: LTS0240162
• wikiData: Q105030929