9-(3,4-Dimethoxyphenyl)-7,8-dimethyl-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxole

Details

• Internal ID: 1e08cb8d-856a-43c0-996f-c39763a1b845
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: 9-(3,4-dimethoxyphenyl)-7,8-dimethyl-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxole
• SMILES (Canonical): CC1CC2=C(C(C1C)C3=CC(=C(C=C3)OC)OC)C4=C(C=C2)OCO4
• SMILES (Isomeric): CC1CC2=C(C(C1C)C3=CC(=C(C=C3)OC)OC)C4=C(C=C2)OCO4
• InChI: InChI=1S/C21H24O4/c1-12-9-14-6-8-17-21(25-11-24-17)20(14)19(13(12)2)15-5-7-16(22-3)18(10-15)23-4/h5-8,10,12-13,19H,9,11H2,1-4H3
• InChI Key: ZJRZMBOBSXVTJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.16745924 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.9326	93.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5950	59.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9218	92.18%
P-glycoprotein inhibitior	+	0.7574	75.74%
P-glycoprotein substrate	-	0.7498	74.98%
CYP3A4 substrate	+	0.5442	54.42%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	+	0.4065	40.65%
CYP3A4 inhibition	+	0.8183	81.83%
CYP2C9 inhibition	+	0.8387	83.87%
CYP2C19 inhibition	+	0.8279	82.79%
CYP2D6 inhibition	+	0.5621	56.21%
CYP1A2 inhibition	+	0.5787	57.87%
CYP2C8 inhibition	-	0.6437	64.37%
CYP inhibitory promiscuity	+	0.8797	87.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Warning	0.3956	39.56%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9524	95.24%
Skin irritation	-	0.7868	78.68%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8895	88.95%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.7673	76.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.6792	67.92%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	+	0.6116	61.16%
Thyroid receptor binding	+	0.7554	75.54%
Glucocorticoid receptor binding	+	0.7868	78.68%
Aromatase binding	+	0.5370	53.70%
PPAR gamma	+	0.7434	74.34%
Honey bee toxicity	-	0.8204	82.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.78%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.64%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.98%	82.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.55%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.43%	92.94%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.17%	94.03%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.12%	96.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.11%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.06%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.92%	94.80%
CHEMBL2581	P07339	Cathepsin D	83.86%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.47%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.19%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.05%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.78%	94.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.24%	92.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.06%	90.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.05%	95.78%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.89%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.61%	99.17%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.44%	86.00%

Plants that contains it

• Otoba novogranatensis

Cross-Links

• PubChem: 162922399
• LOTUS: LTS0257908
• wikiData: Q105378102