5-Methoxy-4-(3-phenylprop-2-enyl)benzene-1,3-diol

Details

• Internal ID: 19deaa49-a95d-4865-9662-e6c26286489c
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 5-methoxy-4-(3-phenylprop-2-enyl)benzene-1,3-diol
• InChI: InChI=1S/C16H16O3/c1-19-16-11-13(17)10-15(18)14(16)9-5-8-12-6-3-2-4-7-12/h2-8,10-11,17-18H,9H2,1H3
• InChI Key: AKIMZFQYRCYHEW-UHFFFAOYSA-N
• Popularity: 2 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): 3.36
• 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	+	0.9867	98.67%
Caco-2	+	0.7481	74.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7656	76.56%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	-	0.3185	31.85%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.6252	62.52%
P-glycoprotein inhibitior	-	0.8586	85.86%
P-glycoprotein substrate	-	0.9277	92.77%
CYP3A4 substrate	-	0.6043	60.43%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.4021	40.21%
CYP3A4 inhibition	-	0.7679	76.79%
CYP2C9 inhibition	+	0.6627	66.27%
CYP2C19 inhibition	+	0.8249	82.49%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	+	0.8028	80.28%
CYP2C8 inhibition	+	0.8429	84.29%
CYP inhibitory promiscuity	+	0.9169	91.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7416	74.16%
Carcinogenicity (trinary)	Non-required	0.6162	61.62%
Eye corrosion	-	0.9607	96.07%
Eye irritation	+	0.8441	84.41%
Skin irritation	-	0.6709	67.09%
Skin corrosion	-	0.6308	63.08%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7364	73.64%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6050	60.50%
skin sensitisation	+	0.5696	56.96%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7576	75.76%
Acute Oral Toxicity (c)	III	0.7379	73.79%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.7077	70.77%
Thyroid receptor binding	-	0.5345	53.45%
Glucocorticoid receptor binding	+	0.5704	57.04%
Aromatase binding	+	0.7321	73.21%
PPAR gamma	+	0.8763	87.63%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9736	97.36%

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	97.61%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.85%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.63%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.17%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.59%	91.71%
CHEMBL3194	P02766	Transthyretin	89.37%	90.71%
CHEMBL2581	P07339	Cathepsin D	88.00%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.07%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.44%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.60%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	82.30%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.12%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	80.94%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.66%	96.95%

Plants that contains it

• Dalbergia parviflora

Cross-Links

• PubChem: 162890025
• LOTUS: LTS0140442
• wikiData: Q104913662