4-[3-(3-Hydroxy-2-methoxyphenyl)prop-2-enyl]-2,3-dimethoxyphenol

Details

• Internal ID: c943c10d-8493-4025-abc7-a677563e1896
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 4-[3-(3-hydroxy-2-methoxyphenyl)prop-2-enyl]-2,3-dimethoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1OC)O)CC=CC2=C(C(=CC=C2)O)OC
• SMILES (Isomeric): COC1=C(C=CC(=C1OC)O)CC=CC2=C(C(=CC=C2)O)OC
• InChI: InChI=1S/C18H20O5/c1-21-16-12(8-5-9-14(16)19)6-4-7-13-10-11-15(20)18(23-3)17(13)22-2/h4-6,8-11,19-20H,7H2,1-3H3
• InChI Key: IDKTZIKUYHCIQO-UHFFFAOYSA-N
• Popularity: 0 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	+	0.9788	97.88%
Caco-2	+	0.8990	89.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7109	71.09%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6520	65.20%
P-glycoprotein inhibitior	-	0.6839	68.39%
P-glycoprotein substrate	-	0.9079	90.79%
CYP3A4 substrate	-	0.5929	59.29%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.4021	40.21%
CYP3A4 inhibition	-	0.6834	68.34%
CYP2C9 inhibition	-	0.6684	66.84%
CYP2C19 inhibition	+	0.7139	71.39%
CYP2D6 inhibition	-	0.7281	72.81%
CYP1A2 inhibition	+	0.6656	66.56%
CYP2C8 inhibition	-	0.5747	57.47%
CYP inhibitory promiscuity	+	0.8565	85.65%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7521	75.21%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.4883	48.83%
Skin irritation	-	0.8282	82.82%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4159	41.59%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6778	67.78%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7108	71.08%
Acute Oral Toxicity (c)	III	0.7086	70.86%
Estrogen receptor binding	+	0.8759	87.59%
Androgen receptor binding	-	0.5555	55.55%
Thyroid receptor binding	+	0.7407	74.07%
Glucocorticoid receptor binding	+	0.7087	70.87%
Aromatase binding	+	0.6946	69.46%
PPAR gamma	+	0.5549	55.49%
Honey bee toxicity	-	0.9406	94.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	98.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.17%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.78%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.52%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.37%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.98%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.74%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.58%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.79%	94.45%
CHEMBL3959	P16083	Quinone reductase 2	81.53%	89.49%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	80.05%	89.32%

Plants that contains it

• Dalbergia cultrata

Cross-Links

• PubChem: 85146037
• LOTUS: LTS0074801
• wikiData: Q105111409