(E)-1-[2,4-dihydroxy-3-(2-hydroxyethyl)-6-methoxyphenyl]but-2-en-1-one

Details

• Internal ID: 3bd30ecd-8f7d-4edc-876f-322872b6e5a5
• Taxonomy: Benzenoids > Phenols > Tyrosols and derivatives
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-(2-hydroxyethyl)-6-methoxyphenyl]but-2-en-1-one
• SMILES (Canonical): CC=CC(=O)C1=C(C=C(C(=C1O)CCO)O)OC
• SMILES (Isomeric): C/C=C/C(=O)C1=C(C=C(C(=C1O)CCO)O)OC
• InChI: InChI=1S/C13H16O5/c1-3-4-9(15)12-11(18-2)7-10(16)8(5-6-14)13(12)17/h3-4,7,14,16-17H,5-6H2,1-2H3/b4-3+
• InChI Key: GNDVCQFUDGNBTR-ONEGZZNKSA-N
• Popularity: 3 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): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• (e)-1-(2,4-dihydroxy-3-(2-hydroxyethyl)-6-methoxyphenyl)but-2-en-1-one
• RefChem:69984
• CHEBI:212987

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9635	96.35%
Caco-2	+	0.5069	50.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.7328	73.28%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.7707	77.07%
P-glycoprotein inhibitior	-	0.9211	92.11%
P-glycoprotein substrate	-	0.7508	75.08%
CYP3A4 substrate	-	0.5164	51.64%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.5198	51.98%
CYP2C9 inhibition	-	0.7586	75.86%
CYP2C19 inhibition	-	0.6509	65.09%
CYP2D6 inhibition	-	0.8530	85.30%
CYP1A2 inhibition	+	0.7250	72.50%
CYP2C8 inhibition	+	0.5609	56.09%
CYP inhibitory promiscuity	-	0.6813	68.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.8114	81.14%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.6629	66.29%
Skin irritation	-	0.7206	72.06%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4943	49.43%
Micronuclear	-	0.8323	83.23%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.6191	61.91%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6813	68.13%
Acute Oral Toxicity (c)	III	0.7502	75.02%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	-	0.6148	61.48%
Thyroid receptor binding	-	0.6683	66.83%
Glucocorticoid receptor binding	+	0.7110	71.10%
Aromatase binding	-	0.5998	59.98%
PPAR gamma	+	0.7417	74.17%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8855	88.55%
Fish aquatic toxicity	-	0.4018	40.18%

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	96.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.12%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.63%	99.17%
CHEMBL3194	P02766	Transthyretin	87.38%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.80%	98.11%
CHEMBL1255126	O15151	Protein Mdm4	86.19%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.14%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.97%	96.00%
CHEMBL4208	P20618	Proteasome component C5	81.04%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.40%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 133064620
• LOTUS: LTS0125616
• wikiData: Q77495067