3-[4-(7-Hydroperoxy-3,7-dimethylocta-2,5-dienoxy)-3-methoxyphenyl]prop-2-en-1-ol

Details

• Internal ID: ed2c093d-956a-4526-8a49-ff9ba320928d
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 3-[4-(7-hydroperoxy-3,7-dimethylocta-2,5-dienoxy)-3-methoxyphenyl]prop-2-en-1-ol
• SMILES (Canonical): CC(=CCOC1=C(C=C(C=C1)C=CCO)OC)CC=CC(C)(C)OO
• SMILES (Isomeric): CC(=CCOC1=C(C=C(C=C1)C=CCO)OC)CC=CC(C)(C)OO
• InChI: InChI=1S/C20H28O5/c1-16(7-5-12-20(2,3)25-22)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: ZRKYZPSEADYXLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.8261	82.61%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9734	97.34%
P-glycoprotein inhibitior	-	0.5737	57.37%
P-glycoprotein substrate	-	0.7313	73.13%
CYP3A4 substrate	+	0.5605	56.05%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.6980	69.80%
CYP3A4 inhibition	+	0.7739	77.39%
CYP2C9 inhibition	-	0.6517	65.17%
CYP2C19 inhibition	-	0.5524	55.24%
CYP2D6 inhibition	-	0.8764	87.64%
CYP1A2 inhibition	-	0.6013	60.13%
CYP2C8 inhibition	+	0.6865	68.65%
CYP inhibitory promiscuity	-	0.6581	65.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7178	71.78%
Carcinogenicity (trinary)	Non-required	0.6220	62.20%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.7818	78.18%
Skin irritation	-	0.7762	77.62%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7774	77.74%
Micronuclear	-	0.8219	82.19%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6253	62.53%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7522	75.22%
Acute Oral Toxicity (c)	III	0.6578	65.78%
Estrogen receptor binding	+	0.9077	90.77%
Androgen receptor binding	-	0.5350	53.50%
Thyroid receptor binding	+	0.7661	76.61%
Glucocorticoid receptor binding	+	0.7095	70.95%
Aromatase binding	+	0.7420	74.20%
PPAR gamma	+	0.7371	73.71%
Honey bee toxicity	-	0.8652	86.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	97.12%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.79%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL240	Q12809	HERG	92.95%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.34%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.28%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	85.36%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.36%	92.38%
CHEMBL4208	P20618	Proteasome component C5	84.28%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.40%	89.00%
CHEMBL2535	P11166	Glucose transporter	83.08%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.27%	89.62%

Plants that contains it

• Ligularia duciformis

Cross-Links

• PubChem: 162868720
• LOTUS: LTS0156041
• wikiData: Q105382061