3-Methoxy-2,5-Diphenylbenzene-1,4-Diol

Details

• Internal ID: 5ca76ada-7aed-4961-831d-a00880d79c8d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Terphenyls > P-terphenyls
• IUPAC Name: 3-methoxy-2,5-diphenylbenzene-1,4-diol
• SMILES (Canonical): COC1=C(C(=CC(=C1C2=CC=CC=C2)O)C3=CC=CC=C3)O
• SMILES (Isomeric): COC1=C(C(=CC(=C1C2=CC=CC=C2)O)C3=CC=CC=C3)O
• InChI: InChI=1S/C19H16O3/c1-22-19-17(14-10-6-3-7-11-14)16(20)12-15(18(19)21)13-8-4-2-5-9-13/h2-12,20-21H,1H3
• InChI Key: JZSWOSGTHVXPLU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₃
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:94563
• CHEMBL2331810
• CHEBI:226942
• BDBM50428913

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5998	59.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9010	90.10%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7711	77.11%
P-glycoprotein inhibitior	-	0.6626	66.26%
P-glycoprotein substrate	-	0.9524	95.24%
CYP3A4 substrate	-	0.5880	58.80%
CYP2C9 substrate	-	0.7845	78.45%
CYP2D6 substrate	+	0.4222	42.22%
CYP3A4 inhibition	-	0.9504	95.04%
CYP2C9 inhibition	+	0.6017	60.17%
CYP2C19 inhibition	+	0.8422	84.22%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	+	0.7131	71.31%
CYP2C8 inhibition	+	0.6777	67.77%
CYP inhibitory promiscuity	+	0.7712	77.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7350	73.50%
Carcinogenicity (trinary)	Non-required	0.4584	45.84%
Eye corrosion	-	0.9511	95.11%
Eye irritation	+	0.9216	92.16%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7854	78.54%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4820	48.20%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7815	78.15%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6968	69.68%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.9465	94.65%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	+	0.8017	80.17%
Glucocorticoid receptor binding	+	0.7179	71.79%
Aromatase binding	+	0.8498	84.98%
PPAR gamma	+	0.6676	66.76%
Honey bee toxicity	-	0.9154	91.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9353	93.53%

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	97.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.32%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.90%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.00%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.86%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.30%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.21%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.30%	91.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.28%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.57%	94.62%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.05%	98.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53244202
• LOTUS: LTS0265907
• wikiData: Q104170038