3,3',5-Trimethoxybibenzyl

Details

• Internal ID: c60ff283-5caf-44a1-af2b-b1b80c52c3f2
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1,3-dimethoxy-5-[2-(3-methoxyphenyl)ethyl]benzene
• SMILES (Canonical): COC1=CC=CC(=C1)CCC2=CC(=CC(=C2)OC)OC
• SMILES (Isomeric): COC1=CC=CC(=C1)CCC2=CC(=CC(=C2)OC)OC
• InChI: InChI=1S/C17H20O3/c1-18-15-6-4-5-13(9-15)7-8-14-10-16(19-2)12-17(11-14)20-3/h4-6,9-12H,7-8H2,1-3H3
• InChI Key: JKLWPFRFUHSWOA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.14124450 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• CHEMBL444998
• SCHEMBL1975466

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.9367	93.67%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8779	87.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4811	48.11%
P-glycoprotein inhibitior	-	0.8074	80.74%
P-glycoprotein substrate	-	0.5113	51.13%
CYP3A4 substrate	-	0.6030	60.30%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	+	0.5275	52.75%
CYP3A4 inhibition	-	0.8171	81.71%
CYP2C9 inhibition	-	0.9005	90.05%
CYP2C19 inhibition	+	0.7116	71.16%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	+	0.7843	78.43%
CYP2C8 inhibition	-	0.5927	59.27%
CYP inhibitory promiscuity	+	0.7481	74.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6565	65.65%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.8789	87.89%
Eye irritation	+	0.9016	90.16%
Skin irritation	-	0.8253	82.53%
Skin corrosion	-	0.9807	98.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7839	78.39%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7340	73.40%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7064	70.64%
Acute Oral Toxicity (c)	III	0.6482	64.82%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	-	0.4889	48.89%
Thyroid receptor binding	+	0.6867	68.67%
Glucocorticoid receptor binding	+	0.6314	63.14%
Aromatase binding	-	0.5696	56.96%
PPAR gamma	-	0.5802	58.02%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.8506	85.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL240	Q12809	HERG	92.23%	89.76%
CHEMBL1907	P15144	Aminopeptidase N	90.50%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.46%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.42%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	88.56%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.16%	98.75%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	85.54%	95.55%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.11%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.65%	94.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.59%	99.18%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.89%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.38%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.09%	99.17%

Plants that contains it

• Bletilla striata
• Bulbophyllum protractum
• Dendrobium amplum
• Syzygium aromaticum

Cross-Links

• PubChem: 15693460
• NPASS: NPC2682
• ChEMBL: CHEMBL444998
• LOTUS: LTS0066498
• wikiData: Q105130320