(E,2E)-5-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]pent-4-enal

Details

• Internal ID: 5f522450-468a-41ed-b57d-45a70915fdc5
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E,2E)-5-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]pent-4-enal
• SMILES (Canonical): C1=CC(=CC=C1C=CCC(=CC2=CC=C(C=C2)O)C=O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C/C(=C\C2=CC=C(C=C2)O)/C=O)O
• InChI: InChI=1S/C18H16O3/c19-13-16(12-15-6-10-18(21)11-7-15)3-1-2-14-4-8-17(20)9-5-14/h1-2,4-13,20-21H,3H2/b2-1+,16-12+
• InChI Key: JULGSMRIWAOCJV-WQTQKZEZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₃
• Molecular Weight: 280.30 g/mol
• Exact Mass: 280.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.5693	56.93%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8628	86.28%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.8487	84.87%
OATP1B3 inhibitior	-	0.5704	57.04%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7307	73.07%
P-glycoprotein inhibitior	-	0.9119	91.19%
P-glycoprotein substrate	-	0.9525	95.25%
CYP3A4 substrate	-	0.6289	62.89%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.7345	73.45%
CYP3A4 inhibition	+	0.5377	53.77%
CYP2C9 inhibition	+	0.6083	60.83%
CYP2C19 inhibition	+	0.6981	69.81%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	+	0.5943	59.43%
CYP2C8 inhibition	-	0.6002	60.02%
CYP inhibitory promiscuity	+	0.8846	88.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5427	54.27%
Carcinogenicity (trinary)	Non-required	0.5251	52.51%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.9491	94.91%
Skin irritation	-	0.5639	56.39%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5160	51.60%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5248	52.48%
skin sensitisation	+	0.8861	88.61%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5621	56.21%
Estrogen receptor binding	+	0.9458	94.58%
Androgen receptor binding	+	0.7822	78.22%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	+	0.7709	77.09%
Aromatase binding	+	0.8987	89.87%
PPAR gamma	+	0.7549	75.49%
Honey bee toxicity	-	0.9311	93.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9867	98.67%

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	92.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.60%	90.93%
CHEMBL242	Q92731	Estrogen receptor beta	86.49%	98.35%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.06%	96.00%
CHEMBL3194	P02766	Transthyretin	84.77%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.61%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.14%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.56%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 11254485
• LOTUS: LTS0187613
• wikiData: Q105135315