trans-Aconitate

Details

• Internal ID: c7ce3c27-746f-4cd3-8d5e-e016ba8a4765
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (E)-prop-1-ene-1,2,3-tricarboxylate
• SMILES (Canonical): C(C(=CC(=O)[O-])C(=O)[O-])C(=O)[O-]
• SMILES (Isomeric): C(/C(=C\C(=O)[O-])/C(=O)[O-])C(=O)[O-]
• InChI: InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/p-3/b3-1+
• InChI Key: GTZCVFVGUGFEME-HNQUOIGGSA-K
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₃O₆-₃
• Molecular Weight: 171.08 g/mol
• Exact Mass: 170.99296281 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -4.45
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• trans-aconitate(3-)
• Aconitate Ion
• (E)-prop-1-ene-1,2,3-tricarboxylate
• 1-Propene-1,trans-2,3-tricarboxylic acid
• 1-Propene-1,2,3-tricarboxylic acid, (E)-
• C6-H6-O6
• D00UFR
• CHEBI:15708
• (1E)-prop-1-ene-1,2,3-tricarboxylate
• Q27098199

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8902	89.02%
Caco-2	-	0.7270	72.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9888	98.88%
P-glycoprotein inhibitior	-	0.9837	98.37%
P-glycoprotein substrate	-	0.9727	97.27%
CYP3A4 substrate	-	0.7300	73.00%
CYP2C9 substrate	-	0.7723	77.23%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.9367	93.67%
CYP2C9 inhibition	-	0.8893	88.93%
CYP2C19 inhibition	-	0.9237	92.37%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	-	0.9731	97.31%
CYP inhibitory promiscuity	-	0.9108	91.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5871	58.71%
Carcinogenicity (trinary)	Non-required	0.6493	64.93%
Eye corrosion	+	0.9272	92.72%
Eye irritation	+	0.9908	99.08%
Skin irritation	+	0.7704	77.04%
Skin corrosion	+	0.6554	65.54%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8675	86.75%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5542	55.42%
Acute Oral Toxicity (c)	III	0.6113	61.13%
Estrogen receptor binding	-	0.9348	93.48%
Androgen receptor binding	-	0.7204	72.04%
Thyroid receptor binding	-	0.9198	91.98%
Glucocorticoid receptor binding	-	0.6765	67.65%
Aromatase binding	-	0.9008	90.08%
PPAR gamma	-	0.7758	77.58%
Honey bee toxicity	-	0.9278	92.78%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8529	85.29%

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	91.52%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.04%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.72%	99.17%

Plants that contains it

• Glycine max

Cross-Links

• PubChem: 5289496
• NPASS: NPC283557