4-[3-(2-Hydroxyphenyl)propyl]-2,3-dimethoxyphenol

Details

• Internal ID: c1bc3f09-2785-4343-baaa-13f23405fc44
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 4-[3-(2-hydroxyphenyl)propyl]-2,3-dimethoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1OC)O)CCCC2=CC=CC=C2O
• SMILES (Isomeric): COC1=C(C=CC(=C1OC)O)CCCC2=CC=CC=C2O
• InChI: InChI=1S/C17H20O4/c1-20-16-13(10-11-15(19)17(16)21-2)8-5-7-12-6-3-4-9-14(12)18/h3-4,6,9-11,18-19H,5,7-8H2,1-2H3
• InChI Key: CUXGUGRRMAYEIM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• 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	+	0.9318	93.18%
Caco-2	+	0.8360	83.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8852	88.52%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.9537	95.37%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8063	80.63%
P-glycoprotein inhibitior	-	0.6487	64.87%
P-glycoprotein substrate	-	0.8480	84.80%
CYP3A4 substrate	-	0.5547	55.47%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.8780	87.80%
CYP2C9 inhibition	+	0.5368	53.68%
CYP2C19 inhibition	+	0.7541	75.41%
CYP2D6 inhibition	-	0.8019	80.19%
CYP1A2 inhibition	+	0.7854	78.54%
CYP2C8 inhibition	-	0.5588	55.88%
CYP inhibitory promiscuity	+	0.6812	68.12%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9668	96.68%
Eye irritation	+	0.6445	64.45%
Skin irritation	-	0.7268	72.68%
Skin corrosion	-	0.8602	86.02%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4052	40.52%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7896	78.96%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6805	68.05%
Acute Oral Toxicity (c)	III	0.7851	78.51%
Estrogen receptor binding	+	0.9109	91.09%
Androgen receptor binding	+	0.5495	54.95%
Thyroid receptor binding	+	0.7052	70.52%
Glucocorticoid receptor binding	+	0.7313	73.13%
Aromatase binding	-	0.5453	54.53%
PPAR gamma	+	0.5622	56.22%
Honey bee toxicity	-	0.9453	94.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9312	93.12%

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	98.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.52%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.07%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.06%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.81%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.01%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.18%	98.75%

Plants that contains it

• Machaerium mucronulatum

Cross-Links

• PubChem: 162975947
• LOTUS: LTS0072087
• wikiData: Q104970560