(2S)-2-(4-ethoxy-4-oxobutyl)-3-methylidenebutanedioic acid

Details

• Internal ID: 723c86ba-1777-4e3a-885d-73af817e4495
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (2S)-2-(4-ethoxy-4-oxobutyl)-3-methylidenebutanedioic acid
• SMILES (Canonical): CCOC(=O)CCCC(C(=C)C(=O)O)C(=O)O
• SMILES (Isomeric): CCOC(=O)CCC[C@@H](C(=C)C(=O)O)C(=O)O
• InChI: InChI=1S/C11H16O6/c1-3-17-9(12)6-4-5-8(11(15)16)7(2)10(13)14/h8H,2-6H2,1H3,(H,13,14)(H,15,16)/t8-/m0/s1
• InChI Key: DFYGVGBRRIMUSH-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₆
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.09468823 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9195	91.95%
Caco-2	-	0.7795	77.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8791	87.91%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9433	94.33%
P-glycoprotein inhibitior	-	0.9728	97.28%
P-glycoprotein substrate	-	0.9424	94.24%
CYP3A4 substrate	-	0.5471	54.71%
CYP2C9 substrate	+	0.6165	61.65%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.7899	78.99%
CYP2C9 inhibition	-	0.8428	84.28%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.8279	82.79%
CYP2C8 inhibition	-	0.9278	92.78%
CYP inhibitory promiscuity	-	0.8711	87.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7566	75.66%
Carcinogenicity (trinary)	Non-required	0.6690	66.90%
Eye corrosion	-	0.8222	82.22%
Eye irritation	+	0.7210	72.10%
Skin irritation	-	0.7107	71.07%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6154	61.54%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6002	60.02%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.8975	89.75%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6310	63.10%
Acute Oral Toxicity (c)	III	0.4806	48.06%
Estrogen receptor binding	-	0.6178	61.78%
Androgen receptor binding	-	0.8295	82.95%
Thyroid receptor binding	-	0.7873	78.73%
Glucocorticoid receptor binding	-	0.5726	57.26%
Aromatase binding	-	0.8267	82.67%
PPAR gamma	+	0.6466	64.66%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.86%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.36%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.40%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.78%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.25%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.11%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.84%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.78%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162957865
• LOTUS: LTS0070997
• wikiData: Q104978419