8-[4-(3-Hydroxyprop-1-enyl)-2-methoxyphenoxy]-2,6-dimethylocta-3,6-dien-2-ol

Details

• Internal ID: f8f96d81-2faa-4532-b6f3-e063fc807c98
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 8-[4-(3-hydroxyprop-1-enyl)-2-methoxyphenoxy]-2,6-dimethylocta-3,6-dien-2-ol
• SMILES (Canonical): CC(=CCOC1=C(C=C(C=C1)C=CCO)OC)CC=CC(C)(C)O
• SMILES (Isomeric): CC(=CCOC1=C(C=C(C=C1)C=CCO)OC)CC=CC(C)(C)O
• InChI: InChI=1S/C20H28O4/c1-16(7-5-12-20(2,3)22)11-14-24-18-10-9-17(8-6-13-21)15-19(18)23-4/h5-6,8-12,15,21-22H,7,13-14H2,1-4H3
• InChI Key: BQDUSRYKMRRRCR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9723	97.23%
Caco-2	+	0.8023	80.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9182	91.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9526	95.26%
P-glycoprotein inhibitior	-	0.5719	57.19%
P-glycoprotein substrate	-	0.7770	77.70%
CYP3A4 substrate	+	0.5501	55.01%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.7139	71.39%
CYP3A4 inhibition	+	0.7670	76.70%
CYP2C9 inhibition	-	0.5752	57.52%
CYP2C19 inhibition	+	0.5316	53.16%
CYP2D6 inhibition	-	0.8313	83.13%
CYP1A2 inhibition	+	0.5243	52.43%
CYP2C8 inhibition	+	0.7080	70.80%
CYP inhibitory promiscuity	-	0.5318	53.18%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7878	78.78%
Carcinogenicity (trinary)	Non-required	0.6532	65.32%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.6610	66.10%
Skin irritation	-	0.7618	76.18%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8000	80.00%
Micronuclear	-	0.8519	85.19%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6058	60.58%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7414	74.14%
Acute Oral Toxicity (c)	III	0.6931	69.31%
Estrogen receptor binding	+	0.8988	89.88%
Androgen receptor binding	-	0.4897	48.97%
Thyroid receptor binding	+	0.7881	78.81%
Glucocorticoid receptor binding	+	0.6682	66.82%
Aromatase binding	+	0.7404	74.04%
PPAR gamma	+	0.7217	72.17%
Honey bee toxicity	-	0.8867	88.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9876	98.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.99%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.02%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.47%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.46%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.46%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.21%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.07%	95.56%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.96%	92.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.08%	89.62%
CHEMBL2535	P11166	Glucose transporter	81.95%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Ligularia duciformis

Cross-Links

• PubChem: 162853738
• LOTUS: LTS0128317
• wikiData: Q104944280