(E)-3-[4-hydroxy-3-[(1E)-3-methylbuta-1,3-dienyl]phenyl]prop-2-enal

Details

• Internal ID: 19c64067-81c8-4d0c-95c1-eebf2f58e5c7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E)-3-[4-hydroxy-3-[(1E)-3-methylbuta-1,3-dienyl]phenyl]prop-2-enal
• InChI: InChI=1S/C14H14O2/c1-11(2)5-7-13-10-12(4-3-9-15)6-8-14(13)16/h3-10,16H,1H2,2H3/b4-3+,7-5+
• InChI Key: GFLZFKGDQSNGOY-BDWKERMESA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.26 g/mol
• Exact Mass: 214.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8535	85.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8787	87.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7044	70.44%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.9265	92.65%
CYP3A4 substrate	-	0.5860	58.60%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.7457	74.57%
CYP2C9 inhibition	-	0.8310	83.10%
CYP2C19 inhibition	+	0.5257	52.57%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	+	0.7192	71.92%
CYP2C8 inhibition	-	0.7400	74.00%
CYP inhibitory promiscuity	+	0.5428	54.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6373	63.73%
Carcinogenicity (trinary)	Non-required	0.6918	69.18%
Eye corrosion	+	0.7100	71.00%
Eye irritation	+	0.9783	97.83%
Skin irritation	+	0.7612	76.12%
Skin corrosion	-	0.6592	65.92%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7079	70.79%
Micronuclear	+	0.5122	51.22%
Hepatotoxicity	+	0.6702	67.02%
skin sensitisation	+	0.9615	96.15%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.6415	64.15%
Acute Oral Toxicity (c)	III	0.7665	76.65%
Estrogen receptor binding	+	0.9293	92.93%
Androgen receptor binding	+	0.7250	72.50%
Thyroid receptor binding	+	0.6770	67.70%
Glucocorticoid receptor binding	+	0.7184	71.84%
Aromatase binding	+	0.7923	79.23%
PPAR gamma	+	0.7058	70.58%
Honey bee toxicity	-	0.9111	91.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9819	98.19%

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	98.45%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.40%	91.49%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	95.43%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.57%	95.56%
CHEMBL3194	P02766	Transthyretin	90.26%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.55%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.00%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.89%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.40%	80.78%
CHEMBL4208	P20618	Proteasome component C5	81.34%	90.00%

Plants that contains it

• Boronia pinnata

Cross-Links

• PubChem: 10774990
• LOTUS: LTS0013764
• wikiData: Q105007619