3-[3-(3-Hydroxy-2-methoxyphenyl)prop-2-enyl]-2,6-dimethoxyphenol

Details

• Internal ID: 29ae9dd2-5d2e-4a24-a49d-71fb84f623a2
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 3-[3-(3-hydroxy-2-methoxyphenyl)prop-2-enyl]-2,6-dimethoxyphenol
• InChI: InChI=1S/C18H20O5/c1-21-15-11-10-13(18(23-3)16(15)20)7-4-6-12-8-5-9-14(19)17(12)22-2/h4-6,8-11,19-20H,7H2,1-3H3
• InChI Key: MFXCDAODRNXRCE-UHFFFAOYSA-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	+	0.8975	89.75%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7190	71.90%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4885	48.85%
P-glycoprotein inhibitior	-	0.5657	56.57%
P-glycoprotein substrate	-	0.8241	82.41%
CYP3A4 substrate	-	0.5137	51.37%
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	+	0.6460	64.60%
CYP inhibitory promiscuity	+	0.8892	88.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7421	74.21%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.6451	64.51%
Skin irritation	-	0.8048	80.48%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7407	74.07%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7874	78.74%
Acute Oral Toxicity (c)	III	0.6804	68.04%
Estrogen receptor binding	+	0.8488	84.88%
Androgen receptor binding	-	0.5057	50.57%
Thyroid receptor binding	+	0.6654	66.54%
Glucocorticoid receptor binding	+	0.7030	70.30%
Aromatase binding	+	0.6132	61.32%
PPAR gamma	+	0.6221	62.21%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	97.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.18%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.81%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.05%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	91.77%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.92%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.66%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.18%	89.62%
CHEMBL2535	P11166	Glucose transporter	84.49%	98.75%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	83.75%	89.32%
CHEMBL3401	O75469	Pregnane X receptor	83.25%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.15%	98.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.83%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.36%	94.45%

Plants that contains it

• Dalbergia nigrescens

Cross-Links

• PubChem: 85101291
• LOTUS: LTS0159791
• wikiData: Q105163070