(E)-3-[4-(1,3-dihydroxypropan-2-yloxy)-3-methoxyphenyl]prop-2-enal

Details

• Internal ID: 1d0fe3d2-54e9-4613-bb90-036ccf231768
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E)-3-[4-(1,3-dihydroxypropan-2-yloxy)-3-methoxyphenyl]prop-2-enal
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC=O)OC(CO)CO
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C=O)OC(CO)CO
• InChI: InChI=1S/C13H16O5/c1-17-13-7-10(3-2-6-14)4-5-12(13)18-11(8-15)9-16/h2-7,11,15-16H,8-9H2,1H3/b3-2+
• InChI Key: WBHVJYRXIMGFCQ-NSCUHMNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	+	0.6339	63.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.6658	66.58%
P-glycoprotein inhibitior	-	0.9226	92.26%
P-glycoprotein substrate	-	0.8137	81.37%
CYP3A4 substrate	-	0.5393	53.93%
CYP2C9 substrate	+	0.5962	59.62%
CYP2D6 substrate	-	0.7954	79.54%
CYP3A4 inhibition	-	0.7833	78.33%
CYP2C9 inhibition	-	0.8070	80.70%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	+	0.5099	50.99%
CYP2C8 inhibition	-	0.6766	67.66%
CYP inhibitory promiscuity	-	0.7020	70.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8850	88.50%
Carcinogenicity (trinary)	Non-required	0.7478	74.78%
Eye corrosion	-	0.9645	96.45%
Eye irritation	-	0.5618	56.18%
Skin irritation	-	0.7056	70.56%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4249	42.49%
Micronuclear	-	0.6701	67.01%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	+	0.5931	59.31%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7480	74.80%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	-	0.7209	72.09%
Androgen receptor binding	-	0.5328	53.28%
Thyroid receptor binding	-	0.5717	57.17%
Glucocorticoid receptor binding	-	0.7546	75.46%
Aromatase binding	-	0.6035	60.35%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	-	0.3928	39.28%

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	96.57%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	87.03%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.87%	89.62%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.12%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.15%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	82.64%	94.73%
CHEMBL3194	P02766	Transthyretin	80.71%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.06%	86.92%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 100988757
• LOTUS: LTS0038781
• wikiData: Q105300760