cis-Aconitic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	fbc95c80-2c0d-46a3-aa15-d38b27c56a08
Taxonomy	Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name	(Z)-prop-1-ene-1,2,3-tricarboxylic acid
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)/b3-1-
InChI Key	GTZCVFVGUGFEME-IWQZZHSRSA-N
Popularity	299 references in papers

Physical and Chemical Properties

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Molecular Formula	C₆H₆O₆
Molecular Weight	174.11 g/mol
Exact Mass	174.01643791 g/mol
Topological Polar Surface Area (TPSA)	112.00 Å²
XlogP	-1.00
Atomic LogP (AlogP)	-0.44
H-Bond Acceptor	3
H-Bond Donor	3
Rotatable Bonds	4

Synonyms

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585-84-2

ACONITIC ACID

cis-aconitate

Achilleic acid

Citridinic acid

Equisetic acid

Pyrocitric acid

Achilleaic acid

Citridic acid

(Z)-prop-1-ene-1,2,3-tricarboxylic acid

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8319	83.19%
Caco-2	-	0.7270	72.70%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7588	75.88%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9888	98.88%
P-glycoprotein inhibitior	-	0.9837	98.37%
P-glycoprotein substrate	-	0.9811	98.11%
CYP3A4 substrate	-	0.7582	75.82%
CYP2C9 substrate	-	0.7552	75.52%
CYP2D6 substrate	-	0.8984	89.84%
CYP3A4 inhibition	-	0.9523	95.23%
CYP2C9 inhibition	-	0.9433	94.33%
CYP2C19 inhibition	-	0.9662	96.62%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.9507	95.07%
CYP2C8 inhibition	-	0.9858	98.58%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6135	61.35%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	+	0.7749	77.49%
Eye irritation	+	0.9908	99.08%
Skin irritation	+	0.5000	50.00%
Skin corrosion	+	0.7960	79.60%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8675	86.75%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	+	0.4769	47.69%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6277	62.77%
Acute Oral Toxicity (c)	III	0.7914	79.14%
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	-	0.9459	94.59%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	+	0.7773	77.73%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	85.12%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	83.21%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.96%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	80.39%	90.20%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.02%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Lotus corniculatus subsp. corniculatus

Meconopsis punicea

Papaver bracteatum

Populus tremula