(E)-3-[4-hydroxy-3-[(E)-3-oxobut-1-enyl]phenyl]prop-2-enal

Details

• Internal ID: d2a5cf79-3075-4c4d-b92a-170af6c3c8c7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (E)-3-[4-hydroxy-3-[(E)-3-oxobut-1-enyl]phenyl]prop-2-enal
• InChI: InChI=1S/C13H12O3/c1-10(15)4-6-12-9-11(3-2-8-14)5-7-13(12)16/h2-9,16H,1H3/b3-2+,6-4+
• InChI Key: YGDHGTJERWVRJC-WJPDYIDTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• 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	+	0.8413	84.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9423	94.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9807	98.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5995	59.95%
P-glycoprotein inhibitior	-	0.9628	96.28%
P-glycoprotein substrate	-	0.9321	93.21%
CYP3A4 substrate	-	0.6027	60.27%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.8325	83.25%
CYP2C9 inhibition	-	0.7868	78.68%
CYP2C19 inhibition	-	0.7121	71.21%
CYP2D6 inhibition	-	0.8684	86.84%
CYP1A2 inhibition	-	0.5924	59.24%
CYP2C8 inhibition	-	0.7368	73.68%
CYP inhibitory promiscuity	-	0.8279	82.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6771	67.71%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	+	0.8192	81.92%
Eye irritation	+	0.9404	94.04%
Skin irritation	+	0.9069	90.69%
Skin corrosion	+	0.6304	63.04%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7897	78.97%
Micronuclear	+	0.6241	62.41%
Hepatotoxicity	+	0.6524	65.24%
skin sensitisation	+	0.8372	83.72%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6623	66.23%
Acute Oral Toxicity (c)	III	0.7508	75.08%
Estrogen receptor binding	+	0.8860	88.60%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	-	0.6068	60.68%
Glucocorticoid receptor binding	+	0.7422	74.22%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	-	0.5763	57.63%
Honey bee toxicity	-	0.9525	95.25%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9729	97.29%

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	97.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.14%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.87%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.73%	96.00%
CHEMBL3194	P02766	Transthyretin	89.66%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.20%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.55%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.10%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.83%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.96%	85.30%

Plants that contains it

• Boronia pinnata

Cross-Links

• PubChem: 10488891
• LOTUS: LTS0169898
• wikiData: Q105348022