Achimilic acid

Details

• Internal ID: 12c7af47-bc95-4f03-8f60-f3d67bc11d70
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Medium-chain keto acids and derivatives
• IUPAC Name: 3-[(Z)-(2-hydroxy-2-methyl-5-oxocyclopent-3-en-1-ylidene)methyl]-2-methylidene-6-oxoheptanoic acid
• SMILES (Canonical): CC(=O)CCC(C=C1C(=O)C=CC1(C)O)C(=C)C(=O)O
• SMILES (Isomeric): CC(=O)CCC(/C=C/1\C(=O)C=CC1(C)O)C(=C)C(=O)O
• InChI: InChI=1S/C15H18O5/c1-9(16)4-5-11(10(2)14(18)19)8-12-13(17)6-7-15(12,3)20/h6-8,11,20H,2,4-5H2,1,3H3,(H,18,19)/b12-8+
• InChI Key: ARZDSTJTDVJYCF-XYOKQWHBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEBI:174657
• 3-[(2-Hydroxy-2-methyl-5-oxo-3-cyclopenten-1-ylidene)methyl]-2-methylene-6-oxoheptanoic acid, 9CI
• 3-[(Z)-(2-hydroxy-2-methyl-5-oxocyclopent-3-en-1-ylidene)methyl]-2-methylidene-6-oxoheptanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9286	92.86%
Caco-2	+	0.6510	65.10%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7698	76.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7591	75.91%
BSEP inhibitior	-	0.8569	85.69%
P-glycoprotein inhibitior	-	0.9317	93.17%
P-glycoprotein substrate	-	0.8085	80.85%
CYP3A4 substrate	+	0.5371	53.71%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.9139	91.39%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.8934	89.34%
CYP2D6 inhibition	-	0.9004	90.04%
CYP1A2 inhibition	-	0.8247	82.47%
CYP2C8 inhibition	-	0.9067	90.67%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.7761	77.61%
Carcinogenicity (trinary)	Non-required	0.6497	64.97%
Eye corrosion	-	0.9669	96.69%
Eye irritation	-	0.6793	67.93%
Skin irritation	+	0.5592	55.92%
Skin corrosion	-	0.8084	80.84%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6634	66.34%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.6091	60.91%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5277	52.77%
Acute Oral Toxicity (c)	III	0.5150	51.50%
Estrogen receptor binding	-	0.6895	68.95%
Androgen receptor binding	-	0.8502	85.02%
Thyroid receptor binding	-	0.5867	58.67%
Glucocorticoid receptor binding	-	0.6603	66.03%
Aromatase binding	-	0.6105	61.05%
PPAR gamma	+	0.5235	52.35%
Honey bee toxicity	-	0.9265	92.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	97.08%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.42%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.31%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.68%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.41%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.28%	99.17%

Plants that contains it

• Achillea millefolium

Cross-Links

• PubChem: 131752170
• LOTUS: LTS0166093
• wikiData: Q104917672