Citronensauredimethylester

Details

• Internal ID: ac9d4c57-84b2-47f4-8831-a02d5941213c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 2-hydroxy-4-methoxy-2-(2-methoxy-2-oxoethyl)-4-oxobutanoic acid
• SMILES (Canonical): COC(=O)CC(CC(=O)OC)(C(=O)O)O
• SMILES (Isomeric): COC(=O)CC(CC(=O)OC)(C(=O)O)O
• InChI: InChI=1S/C8H12O7/c1-14-5(9)3-8(13,7(11)12)4-6(10)15-2/h13H,3-4H2,1-2H3,(H,11,12)
• InChI Key: XLYPVOJLUJUWKA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₇
• Molecular Weight: 220.18 g/mol
• Exact Mass: 220.05830272 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• SCHEMBL23331
• AS-84392

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8385	83.85%
Caco-2	-	0.5321	53.21%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9476	94.76%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9805	98.05%
P-glycoprotein inhibitior	-	0.9605	96.05%
P-glycoprotein substrate	-	0.9702	97.02%
CYP3A4 substrate	-	0.6647	66.47%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.9627	96.27%
CYP2C9 inhibition	-	0.9331	93.31%
CYP2C19 inhibition	-	0.9372	93.72%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9368	93.68%
CYP2C8 inhibition	-	0.9651	96.51%
CYP inhibitory promiscuity	-	0.9920	99.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6511	65.11%
Carcinogenicity (trinary)	Non-required	0.7611	76.11%
Eye corrosion	-	0.6826	68.26%
Eye irritation	+	0.8919	89.19%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9092	90.92%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5963	59.63%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5690	56.90%
skin sensitisation	-	0.7553	75.53%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.8157	81.57%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.6989	69.89%
Estrogen receptor binding	-	0.6774	67.74%
Androgen receptor binding	-	0.7184	71.84%
Thyroid receptor binding	-	0.7090	70.90%
Glucocorticoid receptor binding	-	0.6298	62.98%
Aromatase binding	-	0.6719	67.19%
PPAR gamma	-	0.7447	74.47%
Honey bee toxicity	-	0.9358	93.58%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7808	78.08%
Fish aquatic toxicity	-	0.6829	68.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.12%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.34%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.91%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%
CHEMBL2581	P07339	Cathepsin D	81.15%	98.95%

Plants that contains it

• Garcinia dulcis
• Lonicera caerulea
• Tagetes erecta

Cross-Links

• PubChem: 12566214
• LOTUS: LTS0091575
• wikiData: Q104399655