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

Details

• Internal ID: 7346d96d-8c28-47d4-8641-a8d023314e5d
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• InChI: InChI=1S/C27H26O11/c1-31-18-7-13-14(8-19(18)32-2)24(38-27-25(33-3)23(29)16(28)10-35-27)15-9-34-26(30)22(15)21(13)12-4-5-17-20(6-12)37-11-36-17/h4-8,16,23,25,27-29H,9-11H2,1-3H3
• InChI Key: UKNOCPYIIKEREX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₁
• Molecular Weight: 526.50 g/mol
• Exact Mass: 526.14751164 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9376	93.76%
Caco-2	-	0.6517	65.17%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7278	72.78%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9586	95.86%
P-glycoprotein inhibitior	+	0.6990	69.90%
P-glycoprotein substrate	-	0.5785	57.85%
CYP3A4 substrate	+	0.6647	66.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.6570	65.70%
CYP2C9 inhibition	-	0.8035	80.35%
CYP2C19 inhibition	-	0.6648	66.48%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.5998	59.98%
CYP inhibitory promiscuity	-	0.7246	72.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5219	52.19%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.8254	82.54%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7845	78.45%
Micronuclear	+	0.8033	80.33%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8574	85.74%
Acute Oral Toxicity (c)	III	0.7742	77.42%
Estrogen receptor binding	+	0.8464	84.64%
Androgen receptor binding	+	0.6656	66.56%
Thyroid receptor binding	+	0.5733	57.33%
Glucocorticoid receptor binding	+	0.8348	83.48%
Aromatase binding	-	0.5483	54.83%
PPAR gamma	+	0.6291	62.91%
Honey bee toxicity	-	0.7105	71.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.8317	83.17%

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	99.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.77%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.77%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	97.05%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.65%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.35%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.65%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.60%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.17%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.42%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.31%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.78%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.30%	95.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.30%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.54%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.31%	97.28%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.57%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.88%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.13%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.81%	99.23%
CHEMBL3438	Q05513	Protein kinase C zeta	80.23%	88.48%

Plants that contains it

• Phyllanthus acutissimus

Cross-Links

• PubChem: 74336897
• LOTUS: LTS0082233
• wikiData: Q105274740