[6-(Acetyloxymethyl)-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-methoxy-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxol-7-yl]methyl acetate

Details

• Internal ID: cdcbd756-64ad-47b7-bdbf-7883973568fc
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: [6-(acetyloxymethyl)-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-methoxy-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxol-7-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1CC2=CC3=C(C(=C2C(C1COC(=O)C)C4=CC(=C(C(=C4)OC)O)OC)OC)OCO3
• SMILES (Isomeric): CC(=O)OCC1CC2=CC3=C(C(=C2C(C1COC(=O)C)C4=CC(=C(C(=C4)OC)O)OC)OC)OCO3
• InChI: InChI=1S/C26H30O10/c1-13(27)33-10-17-6-15-9-21-25(36-12-35-21)26(32-5)23(15)22(18(17)11-34-14(2)28)16-7-19(30-3)24(29)20(8-16)31-4/h7-9,17-18,22,29H,6,10-12H2,1-5H3
• InChI Key: CVKBCUSNCVHWLY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₀
• Molecular Weight: 502.50 g/mol
• Exact Mass: 502.18389715 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.5645	56.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7862	78.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9016	90.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9770	97.70%
P-glycoprotein inhibitior	+	0.7071	70.71%
P-glycoprotein substrate	-	0.6686	66.86%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7930	79.30%
CYP3A4 inhibition	+	0.7101	71.01%
CYP2C9 inhibition	+	0.7739	77.39%
CYP2C19 inhibition	+	0.6971	69.71%
CYP2D6 inhibition	-	0.8800	88.00%
CYP1A2 inhibition	-	0.8789	87.89%
CYP2C8 inhibition	+	0.5475	54.75%
CYP inhibitory promiscuity	+	0.6582	65.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4851	48.51%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8882	88.82%
Skin irritation	-	0.8302	83.02%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.5608	56.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7830	78.30%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8227	82.27%
Acute Oral Toxicity (c)	III	0.5937	59.37%
Estrogen receptor binding	+	0.8031	80.31%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	+	0.8536	85.36%
Aromatase binding	-	0.5589	55.89%
PPAR gamma	+	0.5932	59.32%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	99.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.87%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.60%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.85%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.82%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.35%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.32%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.72%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.47%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.47%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.03%	94.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.81%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.58%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.20%	91.19%
CHEMBL2535	P11166	Glucose transporter	82.13%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.97%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.66%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.63%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.07%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.49%	100.00%

Plants that contains it

• Peperomia heyneana

Cross-Links

• PubChem: 54587377
• LOTUS: LTS0041502
• wikiData: Q104970803