2-methoxy-5-[(1R)-1-phenylprop-2-enyl]benzene-1,4-diol

Details

• Internal ID: f998255f-b4cb-4e56-9685-c8c267d6a7e9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-methoxy-5-[(1R)-1-phenylprop-2-enyl]benzene-1,4-diol
• SMILES (Canonical): COC1=C(C=C(C(=C1)O)C(C=C)C2=CC=CC=C2)O
• SMILES (Isomeric): COC1=C(C=C(C(=C1)O)[C@H](C=C)C2=CC=CC=C2)O
• InChI: InChI=1S/C16H16O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-10,12,17-18H,1H2,2H3/t12-/m1/s1
• InChI Key: OUERCVVUXKKXCW-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6398	63.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7440	74.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9803	98.03%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5158	51.58%
P-glycoprotein inhibitior	-	0.7514	75.14%
P-glycoprotein substrate	-	0.9228	92.28%
CYP3A4 substrate	-	0.5699	56.99%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	+	0.3888	38.88%
CYP3A4 inhibition	-	0.7116	71.16%
CYP2C9 inhibition	+	0.5456	54.56%
CYP2C19 inhibition	+	0.7881	78.81%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	+	0.8695	86.95%
CYP2C8 inhibition	-	0.7901	79.01%
CYP inhibitory promiscuity	+	0.8007	80.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7521	75.21%
Carcinogenicity (trinary)	Non-required	0.5490	54.90%
Eye corrosion	-	0.9261	92.61%
Eye irritation	+	0.7183	71.83%
Skin irritation	-	0.5318	53.18%
Skin corrosion	-	0.6461	64.61%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4855	48.55%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.7068	70.68%
Acute Oral Toxicity (c)	III	0.6257	62.57%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	-	0.7108	71.08%
Thyroid receptor binding	+	0.6858	68.58%
Glucocorticoid receptor binding	+	0.8021	80.21%
Aromatase binding	+	0.8283	82.83%
PPAR gamma	+	0.6842	68.42%
Honey bee toxicity	-	0.6874	68.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	97.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.65%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.70%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	90.38%	90.20%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.91%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.97%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.90%	94.62%
CHEMBL2535	P11166	Glucose transporter	85.18%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.01%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.02%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.67%	95.50%

Plants that contains it

• Dalbergia louvelii
• Dalbergia retusa

Cross-Links

• PubChem: 162950292
• LOTUS: LTS0185221
• wikiData: Q105200019