(2R)-2-(2-butoxy-2-oxoethyl)-2-hydroxybutanedioic acid

Details

• Internal ID: 63085c24-0bbc-4264-80ce-ad0c58ae0e80
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (2R)-2-(2-butoxy-2-oxoethyl)-2-hydroxybutanedioic acid
• SMILES (Canonical): CCCCOC(=O)CC(CC(=O)O)(C(=O)O)O
• SMILES (Isomeric): CCCCOC(=O)C[C@](CC(=O)O)(C(=O)O)O
• InChI: InChI=1S/C10H16O7/c1-2-3-4-17-8(13)6-10(16,9(14)15)5-7(11)12/h16H,2-6H2,1H3,(H,11,12)(H,14,15)/t10-/m1/s1
• InChI Key: TWUZWTIVCCRAAD-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₇
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.08960285 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7366	73.66%
Caco-2	-	0.5236	52.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8828	88.28%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9631	96.31%
P-glycoprotein inhibitior	-	0.9694	96.94%
P-glycoprotein substrate	-	0.9259	92.59%
CYP3A4 substrate	-	0.5523	55.23%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.7989	79.89%
CYP2C19 inhibition	-	0.8466	84.66%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.7010	70.10%
CYP2C8 inhibition	-	0.8485	84.85%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7157	71.57%
Eye corrosion	-	0.9650	96.50%
Eye irritation	+	0.7860	78.60%
Skin irritation	-	0.8159	81.59%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4605	46.05%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8768	87.68%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.8570	85.70%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5611	56.11%
Acute Oral Toxicity (c)	IV	0.4931	49.31%
Estrogen receptor binding	-	0.6639	66.39%
Androgen receptor binding	-	0.6479	64.79%
Thyroid receptor binding	-	0.6551	65.51%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6797	67.97%
PPAR gamma	+	0.5559	55.59%
Honey bee toxicity	-	0.9799	97.99%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5857	58.57%
Fish aquatic toxicity	+	0.8934	89.34%

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	95.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.54%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.26%	97.29%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.25%	80.78%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.14%	93.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.11%	96.00%

Plants that contains it

• Lonicera caerulea

Cross-Links

• PubChem: 124397575
• LOTUS: LTS0044904
• wikiData: Q105266136