Achimilic acid

Details

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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

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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

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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

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2D Structure of Achimilic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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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

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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
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

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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.
Achillea millefolium

Cross-Links

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PubChem 131752170
LOTUS LTS0166093
wikiData Q104917672