(4S)-4-[(2R)-4-oxopentan-2-yl]cyclohexene-1-carboxylic acid

Details

• Internal ID: 62177d7e-9e06-47d1-ab8f-fd1322766d40
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4S)-4-[(2R)-4-oxopentan-2-yl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(CC(=O)C)C1CCC(=CC1)C(=O)O
• SMILES (Isomeric): C[C@H](CC(=O)C)[C@H]1CCC(=CC1)C(=O)O
• InChI: InChI=1S/C12H18O3/c1-8(7-9(2)13)10-3-5-11(6-4-10)12(14)15/h5,8,10H,3-4,6-7H2,1-2H3,(H,14,15)/t8-,10-/m1/s1
• InChI Key: XZILMTFQXIMXQT-PSASIEDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 2
• 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	+	0.9880	98.80%
Caco-2	+	0.8355	83.55%
Blood Brain Barrier	+	0.6435	64.35%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8539	85.39%
OATP2B1 inhibitior	-	0.8477	84.77%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9454	94.54%
P-glycoprotein inhibitior	-	0.9742	97.42%
P-glycoprotein substrate	-	0.8667	86.67%
CYP3A4 substrate	-	0.6375	63.75%
CYP2C9 substrate	-	0.7076	70.76%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.8068	80.68%
CYP2C9 inhibition	-	0.8895	88.95%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.8136	81.36%
CYP2C8 inhibition	-	0.9600	96.00%
CYP inhibitory promiscuity	-	0.9018	90.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8266	82.66%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.8883	88.83%
Eye irritation	+	0.6922	69.22%
Skin irritation	-	0.6341	63.41%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6474	64.74%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6193	61.93%
skin sensitisation	+	0.7072	70.72%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5883	58.83%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4608	46.08%
Acute Oral Toxicity (c)	III	0.7150	71.50%
Estrogen receptor binding	-	0.9020	90.20%
Androgen receptor binding	-	0.5892	58.92%
Thyroid receptor binding	-	0.8412	84.12%
Glucocorticoid receptor binding	-	0.8262	82.62%
Aromatase binding	-	0.8125	81.25%
PPAR gamma	-	0.8523	85.23%
Honey bee toxicity	-	0.9269	92.69%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	91.25%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.11%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.10%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.05%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.89%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.70%	97.25%

Plants that contains it

• Cedrus libani

Cross-Links

• PubChem: 96019540
• LOTUS: LTS0146888
• wikiData: Q105344963