(E)-3-[4-[(3S)-4-hydroxy-3-methylbutoxy]phenyl]prop-2-enal

Details

• Internal ID: 04996a5e-3788-4130-bab3-8ef2b89fe3dc
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E)-3-[4-[(3S)-4-hydroxy-3-methylbutoxy]phenyl]prop-2-enal
• InChI: InChI=1S/C14H18O3/c1-12(11-16)8-10-17-14-6-4-13(5-7-14)3-2-9-15/h2-7,9,12,16H,8,10-11H2,1H3/b3-2+/t12-/m0/s1
• InChI Key: JAJOZKSFIGKKGT-JDGPPOGSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7201	72.01%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8906	89.06%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6692	66.92%
P-glycoprotein inhibitior	-	0.9783	97.83%
P-glycoprotein substrate	-	0.8929	89.29%
CYP3A4 substrate	-	0.5082	50.82%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.7867	78.67%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	+	0.5867	58.67%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	+	0.6687	66.87%
CYP2C8 inhibition	-	0.8910	89.10%
CYP inhibitory promiscuity	-	0.7212	72.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8750	87.50%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9294	92.94%
Eye irritation	-	0.7021	70.21%
Skin irritation	-	0.6490	64.90%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7413	74.13%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6999	69.99%
skin sensitisation	-	0.6333	63.33%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6642	66.42%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6957	69.57%
Acute Oral Toxicity (c)	III	0.5992	59.92%
Estrogen receptor binding	-	0.5252	52.52%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	-	0.6961	69.61%
Glucocorticoid receptor binding	-	0.6337	63.37%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	-	0.5965	59.65%
Honey bee toxicity	-	0.9674	96.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9371	93.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	97.79%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.11%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.05%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.46%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.97%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.64%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.57%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.37%	89.34%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.16%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.33%	86.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.67%	97.29%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.47%	89.67%
CHEMBL1907	P15144	Aminopeptidase N	82.27%	93.31%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.03%	90.24%

Plants that contains it

• Aralia bipinnata

Cross-Links

• PubChem: 101884611
• LOTUS: LTS0097053
• wikiData: Q105123795