Ethyl guignardate

Details

• Internal ID: e0096c9b-43fe-45bd-a477-9c62ffe25caf
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: ethyl (2S,4Z)-4-benzylidene-5-oxo-2-propan-2-yl-1,3-dioxolane-2-carboxylate
• SMILES (Canonical): CCOC(=O)C1(OC(=CC2=CC=CC=C2)C(=O)O1)C(C)C
• SMILES (Isomeric): CCOC(=O)[C@]1(O/C(=C\C2=CC=CC=C2)/C(=O)O1)C(C)C
• InChI: InChI=1S/C16H18O5/c1-4-19-15(18)16(11(2)3)20-13(14(17)21-16)10-12-8-6-5-7-9-12/h5-11H,4H2,1-3H3/b13-10-/t16-/m0/s1
• InChI Key: NHFTWNDMIZQIAA-DDKJEQMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• ethyl (2S,4Z)-4-benzylidene-5-oxo-2-propan-2-yl-1,3-dioxolane-2-carboxylate
• RefChem:138940
• CHEBI:226808

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	+	0.8343	83.43%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8441	84.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5658	56.58%
P-glycoprotein inhibitior	-	0.6707	67.07%
P-glycoprotein substrate	-	0.9642	96.42%
CYP3A4 substrate	-	0.5389	53.89%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.6732	67.32%
CYP2C9 inhibition	-	0.5634	56.34%
CYP2C19 inhibition	+	0.5366	53.66%
CYP2D6 inhibition	-	0.9213	92.13%
CYP1A2 inhibition	+	0.5807	58.07%
CYP2C8 inhibition	-	0.7741	77.41%
CYP inhibitory promiscuity	+	0.7215	72.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5060	50.60%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.6443	64.43%
Skin irritation	-	0.7746	77.46%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4073	40.73%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	+	0.6365	63.65%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6331	63.31%
Acute Oral Toxicity (c)	III	0.7066	70.66%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.7386	73.86%
Thyroid receptor binding	-	0.4876	48.76%
Glucocorticoid receptor binding	-	0.5375	53.75%
Aromatase binding	+	0.6700	67.00%
PPAR gamma	-	0.5979	59.79%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9833	98.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.01%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.91%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.52%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	90.45%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.14%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.83%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.86%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.37%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.09%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.06%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682240
• LOTUS: LTS0168117
• wikiData: Q105179365