2,5-dimethoxy-4-[(Z)-3-phenylprop-2-enyl]phenol

Details

• Internal ID: d13577d8-27d1-46fe-ae92-178516a721d9
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 2,5-dimethoxy-4-[(Z)-3-phenylprop-2-enyl]phenol
• InChI: InChI=1S/C17H18O3/c1-19-16-12-15(18)17(20-2)11-14(16)10-6-9-13-7-4-3-5-8-13/h3-9,11-12,18H,10H2,1-2H3/b9-6-
• InChI Key: MGFYJNMOZGSGMU-TWGQIWQCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• NCGC00160148-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.9131	91.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8079	80.79%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	-	0.7739	77.39%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4760	47.60%
P-glycoprotein inhibitior	-	0.6858	68.58%
P-glycoprotein substrate	-	0.9184	91.84%
CYP3A4 substrate	-	0.6202	62.02%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.4021	40.21%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8502	85.02%
CYP2C19 inhibition	+	0.8234	82.34%
CYP2D6 inhibition	-	0.8172	81.72%
CYP1A2 inhibition	+	0.7594	75.94%
CYP2C8 inhibition	+	0.6879	68.79%
CYP inhibitory promiscuity	+	0.8570	85.70%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7621	76.21%
Carcinogenicity (trinary)	Non-required	0.5798	57.98%
Eye corrosion	-	0.9482	94.82%
Eye irritation	+	0.7872	78.72%
Skin irritation	-	0.6568	65.68%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7799	77.99%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5314	53.14%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.7794	77.94%
Estrogen receptor binding	+	0.8863	88.63%
Androgen receptor binding	-	0.6157	61.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5946	59.46%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.5413	54.13%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9723	97.23%

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	98.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.11%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.19%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.12%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.85%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.64%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.47%	89.62%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.97%	91.71%
CHEMBL2535	P11166	Glucose transporter	84.52%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.52%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.50%	90.24%
CHEMBL3194	P02766	Transthyretin	84.12%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.93%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	81.08%	90.20%

Plants that contains it

• Dalbergia miscolobium

Cross-Links

• PubChem: 24867634
• LOTUS: LTS0269956
• wikiData: Q105163288