(-)-petchioic A

Details

• Internal ID: b0c24cb5-fd11-4fee-baeb-0230f8a83014
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (1S)-3-ethyl-1-(2-methoxy-2-oxoethyl)cyclohex-2-ene-1-carboxylic acid
• SMILES (Canonical): CCC1=CC(CCC1)(CC(=O)OC)C(=O)O
• SMILES (Isomeric): CCC1=C[C@](CCC1)(CC(=O)OC)C(=O)O
• InChI: InChI=1S/C12H18O4/c1-3-9-5-4-6-12(7-9,11(14)15)8-10(13)16-2/h7H,3-6,8H2,1-2H3,(H,14,15)/t12-/m1/s1
• InChI Key: VCYWIBJFGBKEAQ-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.7327	73.27%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8822	88.22%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9015	90.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9678	96.78%
P-glycoprotein inhibitior	-	0.9689	96.89%
P-glycoprotein substrate	-	0.8962	89.62%
CYP3A4 substrate	-	0.5670	56.70%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.8839	88.39%
CYP2C9 inhibition	-	0.8497	84.97%
CYP2C19 inhibition	-	0.8829	88.29%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.8634	86.34%
CYP2C8 inhibition	-	0.7919	79.19%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8258	82.58%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9496	94.96%
Eye irritation	+	0.9221	92.21%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9908	99.08%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6831	68.31%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5057	50.57%
skin sensitisation	+	0.5431	54.31%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6777	67.77%
Acute Oral Toxicity (c)	III	0.4950	49.50%
Estrogen receptor binding	-	0.7002	70.02%
Androgen receptor binding	-	0.5157	51.57%
Thyroid receptor binding	-	0.6624	66.24%
Glucocorticoid receptor binding	-	0.6128	61.28%
Aromatase binding	-	0.7358	73.58%
PPAR gamma	-	0.7061	70.61%
Honey bee toxicity	-	0.9630	96.30%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.11%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.97%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.90%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.52%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.42%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585507
• LOTUS: LTS0270001
• wikiData: Q77424107