2-Methoxy-5-(1-phenylethenyl)benzene-1,4-diol

Details

• Internal ID: b9e94543-24a6-483c-9fe1-3f5c34f52add
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-methoxy-5-(1-phenylethenyl)benzene-1,4-diol
• SMILES (Canonical): COC1=C(C=C(C(=C1)O)C(=C)C2=CC=CC=C2)O
• SMILES (Isomeric): COC1=C(C=C(C(=C1)O)C(=C)C2=CC=CC=C2)O
• InChI: InChI=1S/C15H14O3/c1-10(11-6-4-3-5-7-11)12-8-14(17)15(18-2)9-13(12)16/h3-9,16-17H,1H2,2H3
• InChI Key: CYEIWRDPWBMTKB-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.5700	57.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7398	73.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5636	56.36%
P-glycoprotein inhibitior	-	0.7721	77.21%
P-glycoprotein substrate	-	0.9089	90.89%
CYP3A4 substrate	-	0.6478	64.78%
CYP2C9 substrate	+	0.5546	55.46%
CYP2D6 substrate	+	0.3610	36.10%
CYP3A4 inhibition	-	0.6893	68.93%
CYP2C9 inhibition	+	0.6889	68.89%
CYP2C19 inhibition	+	0.7874	78.74%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	+	0.9022	90.22%
CYP2C8 inhibition	+	0.6114	61.14%
CYP inhibitory promiscuity	+	0.8957	89.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7421	74.21%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9652	96.52%
Eye irritation	+	0.9720	97.20%
Skin irritation	-	0.6455	64.55%
Skin corrosion	-	0.8213	82.13%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6207	62.07%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5178	51.78%
skin sensitisation	+	0.5446	54.46%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5272	52.72%
Acute Oral Toxicity (c)	III	0.5463	54.63%
Estrogen receptor binding	+	0.9304	93.04%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7953	79.53%
Glucocorticoid receptor binding	+	0.9060	90.60%
Aromatase binding	+	0.8982	89.82%
PPAR gamma	+	0.8301	83.01%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9895	98.95%

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	95.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.91%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	89.91%	90.20%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.34%	96.09%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.98%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%

Plants that contains it

• Dalbergia odorifera

Cross-Links

• PubChem: 5315759
• NPASS: NPC155828