CID 75277304

Details

• Internal ID: 01c52c71-73a5-499e-845d-ea8882bc7c04
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 6-[4-(6-hydroxy-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-1,3-benzodioxol-5-ol
• SMILES (Canonical): CC(CC1=CC2=C(C=C1O)OCO2)C(C)CC3=CC4=C(C=C3O)OCO4
• SMILES (Isomeric): CC(CC1=CC2=C(C=C1O)OCO2)C(C)CC3=CC4=C(C=C3O)OCO4
• InChI: InChI=1S/C20H22O6/c1-11(3-13-5-17-19(7-15(13)21)25-9-23-17)12(2)4-14-6-18-20(8-16(14)22)26-10-24-18/h5-8,11-12,21-22H,3-4,9-10H2,1-2H3
• InChI Key: INGQRUQCHRFZGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• AKOS040734964
• 6-[4-(6-Hydroxy-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-1,3-benzodioxol-5-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.5885	58.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6900	69.00%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5833	58.33%
P-glycoprotein inhibitior	-	0.5556	55.56%
P-glycoprotein substrate	-	0.9716	97.16%
CYP3A4 substrate	-	0.7436	74.36%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	+	0.3603	36.03%
CYP3A4 inhibition	+	0.7263	72.63%
CYP2C9 inhibition	+	0.6654	66.54%
CYP2C19 inhibition	+	0.6749	67.49%
CYP2D6 inhibition	-	0.5934	59.34%
CYP1A2 inhibition	+	0.5745	57.45%
CYP2C8 inhibition	-	0.9838	98.38%
CYP inhibitory promiscuity	+	0.6457	64.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4637	46.37%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.6780	67.80%
Skin irritation	-	0.7589	75.89%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7723	77.23%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7385	73.85%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4754	47.54%
Acute Oral Toxicity (c)	III	0.6535	65.35%
Estrogen receptor binding	+	0.8348	83.48%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6167	61.67%
Glucocorticoid receptor binding	+	0.8266	82.66%
Aromatase binding	+	0.6523	65.23%
PPAR gamma	+	0.8380	83.80%
Honey bee toxicity	-	0.9706	97.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	97.53%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.86%	96.77%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.20%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.12%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.49%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.46%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.25%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.88%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.76%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.57%	89.00%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 75277304
• LOTUS: LTS0172707
• wikiData: Q105116198