(2R,3R)-4-(1,3-benzodioxol-5-yl)-2-(1,3-benzodioxol-5-ylmethyl)-3-methylbutan-1-ol

Details

• Internal ID: 10fb3abe-7d98-4a11-ada0-8f4af734a2a3
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: (2R,3R)-4-(1,3-benzodioxol-5-yl)-2-(1,3-benzodioxol-5-ylmethyl)-3-methylbutan-1-ol
• SMILES (Canonical): CC(CC1=CC2=C(C=C1)OCO2)C(CC3=CC4=C(C=C3)OCO4)CO
• SMILES (Isomeric): C[C@H](CC1=CC2=C(C=C1)OCO2)[C@@H](CC3=CC4=C(C=C3)OCO4)CO
• InChI: InChI=1S/C20H22O5/c1-13(6-14-2-4-17-19(8-14)24-11-22-17)16(10-21)7-15-3-5-18-20(9-15)25-12-23-18/h2-5,8-9,13,16,21H,6-7,10-12H2,1H3/t13-,16+/m1/s1
• InChI Key: IBWDIWJSTMGXPR-CJNGLKHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.7587	75.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6034	60.34%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9020	90.20%
P-glycoprotein inhibitior	+	0.5810	58.10%
P-glycoprotein substrate	-	0.9149	91.49%
CYP3A4 substrate	-	0.6886	68.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6853	68.53%
CYP3A4 inhibition	+	0.6170	61.70%
CYP2C9 inhibition	+	0.6995	69.95%
CYP2C19 inhibition	+	0.7276	72.76%
CYP2D6 inhibition	-	0.5264	52.64%
CYP1A2 inhibition	+	0.7248	72.48%
CYP2C8 inhibition	-	0.9351	93.51%
CYP inhibitory promiscuity	+	0.6268	62.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4081	40.81%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8314	83.14%
Skin irritation	-	0.6794	67.94%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8328	83.28%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5355	53.55%
skin sensitisation	-	0.7498	74.98%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8233	82.33%
Acute Oral Toxicity (c)	III	0.7104	71.04%
Estrogen receptor binding	+	0.7882	78.82%
Androgen receptor binding	+	0.7500	75.00%
Thyroid receptor binding	-	0.5716	57.16%
Glucocorticoid receptor binding	-	0.5161	51.61%
Aromatase binding	-	0.5533	55.33%
PPAR gamma	+	0.6723	67.23%
Honey bee toxicity	-	0.9297	92.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.74%	96.77%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.74%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.13%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.52%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.35%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	86.06%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.07%	86.33%
CHEMBL3837	P07711	Cathepsin L	82.50%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.85%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.01%	95.89%

Plants that contains it

• Myristica fragrans

Cross-Links

• PubChem: 162935675
• LOTUS: LTS0008253
• wikiData: Q105110798