5-[(E)-3-(2-hydroxyphenyl)prop-2-enyl]-2,3,4-trimethoxyphenol

Details

• Internal ID: 037fe30a-23e1-472e-8c54-101a66bf8d19
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 5-[(E)-3-(2-hydroxyphenyl)prop-2-enyl]-2,3,4-trimethoxyphenol
• InChI: InChI=1S/C18H20O5/c1-21-16-13(11-15(20)17(22-2)18(16)23-3)9-6-8-12-7-4-5-10-14(12)19/h4-8,10-11,19-20H,9H2,1-3H3/b8-6+
• InChI Key: VYLCBHNYHRQVPC-SOFGYWHQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	+	0.9157	91.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7190	71.90%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8096	80.96%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5809	58.09%
P-glycoprotein inhibitior	-	0.5577	55.77%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	-	0.5958	59.58%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.4021	40.21%
CYP3A4 inhibition	-	0.6130	61.30%
CYP2C9 inhibition	-	0.5571	55.71%
CYP2C19 inhibition	+	0.8100	81.00%
CYP2D6 inhibition	-	0.5774	57.74%
CYP1A2 inhibition	+	0.7160	71.60%
CYP2C8 inhibition	-	0.5625	56.25%
CYP inhibitory promiscuity	+	0.8892	88.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7421	74.21%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9834	98.34%
Eye irritation	+	0.6092	60.92%
Skin irritation	-	0.8048	80.48%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7566	75.66%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.7407	74.07%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8239	82.39%
Acute Oral Toxicity (c)	III	0.6804	68.04%
Estrogen receptor binding	+	0.8437	84.37%
Androgen receptor binding	+	0.6037	60.37%
Thyroid receptor binding	+	0.6750	67.50%
Glucocorticoid receptor binding	+	0.6709	67.09%
Aromatase binding	-	0.4929	49.29%
PPAR gamma	+	0.6136	61.36%
Honey bee toxicity	-	0.9324	93.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9818	98.18%

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	99.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.47%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.28%	93.99%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.71%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.71%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.63%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.35%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.33%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.10%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.55%	94.75%

Plants that contains it

• Machaerium acutifolium

Cross-Links

• PubChem: 102116630
• LOTUS: LTS0263818
• wikiData: Q105299052