3,3'-Dimethoxy-4,5-methylenedioxy-4'-hydroxybibenzyl

Details

• Internal ID: 8458ed63-e490-49a5-9c21-d8ce328ad26d
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-methoxy-4-[2-(7-methoxy-1,3-benzodioxol-5-yl)ethyl]phenol
• InChI: InChI=1S/C17H18O5/c1-19-14-7-11(5-6-13(14)18)3-4-12-8-15(20-2)17-16(9-12)21-10-22-17/h5-9,18H,3-4,10H2,1-2H3
• InChI Key: SKOAFIQJZGCXDT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	+	0.8700	87.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9477	94.77%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5558	55.58%
P-glycoprotein inhibitior	-	0.7402	74.02%
P-glycoprotein substrate	-	0.8076	80.76%
CYP3A4 substrate	-	0.5206	52.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4540	45.40%
CYP3A4 inhibition	+	0.7634	76.34%
CYP2C9 inhibition	+	0.8699	86.99%
CYP2C19 inhibition	+	0.8662	86.62%
CYP2D6 inhibition	+	0.7921	79.21%
CYP1A2 inhibition	+	0.7296	72.96%
CYP2C8 inhibition	+	0.6728	67.28%
CYP inhibitory promiscuity	+	0.8637	86.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4281	42.81%
Eye corrosion	-	0.9845	98.45%
Eye irritation	+	0.7209	72.09%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6227	62.27%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7183	71.83%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7235	72.35%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.5436	54.36%
Thyroid receptor binding	+	0.8010	80.10%
Glucocorticoid receptor binding	+	0.7946	79.46%
Aromatase binding	-	0.5262	52.62%
PPAR gamma	+	0.7084	70.84%
Honey bee toxicity	-	0.7856	78.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.8792	87.92%

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	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.00%	92.62%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.68%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.88%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.76%	96.77%
CHEMBL4208	P20618	Proteasome component C5	86.22%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.94%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.83%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.47%	90.24%
CHEMBL2535	P11166	Glucose transporter	81.83%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.54%	82.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.23%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	80.12%	94.73%

Plants that contains it

• Frullania bonincola

Cross-Links

• PubChem: 16719524
• LOTUS: LTS0210964
• wikiData: Q105254951