(E,3R)-4-formyl-3-(2-methoxy-2-oxoethyl)hex-4-enoic acid

Details

• Internal ID: a830c306-de73-437e-8ecb-d13e64e5cb84
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (E,3R)-4-formyl-3-(2-methoxy-2-oxoethyl)hex-4-enoic acid
• SMILES (Canonical): CC=C(C=O)C(CC(=O)O)CC(=O)OC
• SMILES (Isomeric): C/C=C(/C=O)\[C@H](CC(=O)O)CC(=O)OC
• InChI: InChI=1S/C10H14O5/c1-3-7(6-11)8(4-9(12)13)5-10(14)15-2/h3,6,8H,4-5H2,1-2H3,(H,12,13)/b7-3-/t8-/m1/s1
• InChI Key: USBRZMAIEUDVTA-LSFDQVSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9371	93.71%
Caco-2	+	0.6315	63.15%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7151	71.51%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9017	90.17%
P-glycoprotein inhibitior	-	0.9828	98.28%
P-glycoprotein substrate	-	0.9315	93.15%
CYP3A4 substrate	-	0.6221	62.21%
CYP2C9 substrate	+	0.6201	62.01%
CYP2D6 substrate	-	0.9126	91.26%
CYP3A4 inhibition	-	0.9577	95.77%
CYP2C9 inhibition	-	0.9371	93.71%
CYP2C19 inhibition	-	0.9325	93.25%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.9478	94.78%
CYP2C8 inhibition	-	0.9606	96.06%
CYP inhibitory promiscuity	-	0.9380	93.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5632	56.32%
Carcinogenicity (trinary)	Non-required	0.7839	78.39%
Eye corrosion	-	0.6608	66.08%
Eye irritation	+	0.8563	85.63%
Skin irritation	-	0.5913	59.13%
Skin corrosion	-	0.8456	84.56%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6566	65.66%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	+	0.5108	51.08%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.8249	82.49%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6803	68.03%
Acute Oral Toxicity (c)	III	0.5651	56.51%
Estrogen receptor binding	-	0.7637	76.37%
Androgen receptor binding	-	0.8287	82.87%
Thyroid receptor binding	-	0.8657	86.57%
Glucocorticoid receptor binding	-	0.7310	73.10%
Aromatase binding	-	0.7208	72.08%
PPAR gamma	-	0.8205	82.05%
Honey bee toxicity	-	0.8461	84.61%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8092	80.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.79%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.59%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	88.10%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.23%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.22%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.74%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.54%	94.33%
CHEMBL1255126	O15151	Protein Mdm4	81.92%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.78%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.44%	91.11%
CHEMBL3776	Q14790	Caspase-8	80.00%	97.06%

Plants that contains it

• Ligustrum lucidum

Cross-Links

• PubChem: 163195358
• LOTUS: LTS0190814
• wikiData: Q105278112