2,3,6-Trimethoxy-5-(1-Propenyl)Phenol

Details

• Internal ID: 3891ea65-4385-4c7a-8f3f-5906b3583a35
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2,3,6-trimethoxy-5-[(E)-prop-1-enyl]phenol
• InChI: InChI=1S/C12H16O4/c1-5-6-8-7-9(14-2)12(16-4)10(13)11(8)15-3/h5-7,13H,1-4H3/b6-5+
• InChI Key: LNULYVLKYVWZFB-AATRIKPKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 2,3,6-trimethoxy-5-[(E)-prop-1-enyl]phenol
• 2,3,6-trimethoxy-5-((E)-prop-1-enyl)phenol
• RefChem:81447
• CHEMBL501754

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.7744	77.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7338	73.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7424	74.24%
OATP1B3 inhibitior	+	0.9813	98.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5504	55.04%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.9367	93.67%
CYP3A4 substrate	-	0.6161	61.61%
CYP2C9 substrate	+	0.6090	60.90%
CYP2D6 substrate	-	0.6893	68.93%
CYP3A4 inhibition	-	0.6784	67.84%
CYP2C9 inhibition	-	0.9852	98.52%
CYP2C19 inhibition	-	0.8470	84.70%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.7252	72.52%
CYP2C8 inhibition	+	0.4938	49.38%
CYP inhibitory promiscuity	-	0.6199	61.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7821	78.21%
Carcinogenicity (trinary)	Non-required	0.6122	61.22%
Eye corrosion	-	0.6713	67.13%
Eye irritation	+	0.9124	91.24%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9301	93.01%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4395	43.95%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.5828	58.28%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.8540	85.40%
Acute Oral Toxicity (c)	III	0.6306	63.06%
Estrogen receptor binding	+	0.6590	65.90%
Androgen receptor binding	-	0.7921	79.21%
Thyroid receptor binding	-	0.5272	52.72%
Glucocorticoid receptor binding	-	0.6529	65.29%
Aromatase binding	-	0.6553	65.53%
PPAR gamma	-	0.5641	56.41%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9057	90.57%

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	97.76%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	94.37%	98.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.70%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.76%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.59%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL3194	P02766	Transthyretin	85.89%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.57%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.28%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.96%	95.64%

Plants that contains it

• Smirnowia turkestana

Cross-Links

• PubChem: 10955197
• LOTUS: LTS0212028
• wikiData: Q105154507