10-(6-hydroxy-1,3-benzodioxol-5-yl)-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-7H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one

Details

• Internal ID: a5aa6020-7247-4cbe-9882-bbb48580788b
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 10-(6-hydroxy-1,3-benzodioxol-5-yl)-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-7H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C3COC(=O)C3=C(C4=C2C=CC5=C4OCO5)C6=CC7=C(C=C6O)OCO7)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C3COC(=O)C3=C(C4=C2C=CC5=C4OCO5)C6=CC7=C(C=C6O)OCO7)O)O)O
• InChI: InChI=1S/C26H22O12/c1-9-20(28)21(29)22(30)26(37-9)38-23-10-2-3-14-24(36-8-33-14)18(10)17(19-12(23)6-32-25(19)31)11-4-15-16(5-13(11)27)35-7-34-15/h2-5,9,20-22,26-30H,6-8H2,1H3
• InChI Key: PSTGGCDDWXYQLC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₂O₁₂
• Molecular Weight: 526.40 g/mol
• Exact Mass: 526.11112613 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8673	86.73%
Caco-2	-	0.8028	80.28%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9048	90.48%
P-glycoprotein inhibitior	-	0.5375	53.75%
P-glycoprotein substrate	-	0.6955	69.55%
CYP3A4 substrate	+	0.6579	65.79%
CYP2C9 substrate	-	0.8199	81.99%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	+	0.7106	71.06%
CYP2C9 inhibition	-	0.5706	57.06%
CYP2C19 inhibition	+	0.5628	56.28%
CYP2D6 inhibition	-	0.7856	78.56%
CYP1A2 inhibition	-	0.6482	64.82%
CYP2C8 inhibition	+	0.5702	57.02%
CYP inhibitory promiscuity	+	0.8062	80.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.6963	69.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5287	52.87%
Micronuclear	+	0.8474	84.74%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.8177	81.77%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5277	52.77%
Acute Oral Toxicity (c)	III	0.6800	68.00%
Estrogen receptor binding	+	0.7782	77.82%
Androgen receptor binding	+	0.6187	61.87%
Thyroid receptor binding	-	0.5211	52.11%
Glucocorticoid receptor binding	+	0.6894	68.94%
Aromatase binding	-	0.5836	58.36%
PPAR gamma	+	0.6575	65.75%
Honey bee toxicity	-	0.7471	74.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9434	94.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.88%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.79%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.70%	96.77%
CHEMBL2581	P07339	Cathepsin D	98.18%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.24%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.83%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.74%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.60%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.07%	94.00%
CHEMBL2535	P11166	Glucose transporter	89.63%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.55%	82.67%
CHEMBL3401	O75469	Pregnane X receptor	88.44%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.46%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.36%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.84%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.70%	99.15%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.23%	97.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.16%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.51%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

• Acanthus mollis

Cross-Links

• PubChem: 74951347
• LOTUS: LTS0215465
• wikiData: Q105214383