4-[(2R)-6-methyl-4-oxohept-5-en-2-yl]benzoic acid

Details

• Internal ID: 5408d364-b375-48a5-972c-e12204239af3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-[(2R)-6-methyl-4-oxohept-5-en-2-yl]benzoic acid
• SMILES (Canonical): CC(CC(=O)C=C(C)C)C1=CC=C(C=C1)C(=O)O
• SMILES (Isomeric): C[C@H](CC(=O)C=C(C)C)C1=CC=C(C=C1)C(=O)O
• InChI: InChI=1S/C15H18O3/c1-10(2)8-14(16)9-11(3)12-4-6-13(7-5-12)15(17)18/h4-8,11H,9H2,1-3H3,(H,17,18)/t11-/m1/s1
• InChI Key: KXTXCSBHGZDHPM-LLVKDONJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.8529	85.29%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8175	81.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7244	72.44%
P-glycoprotein inhibitior	-	0.9705	97.05%
P-glycoprotein substrate	-	0.8916	89.16%
CYP3A4 substrate	-	0.7412	74.12%
CYP2C9 substrate	+	0.5216	52.16%
CYP2D6 substrate	-	0.9024	90.24%
CYP3A4 inhibition	-	0.7472	74.72%
CYP2C9 inhibition	-	0.6596	65.96%
CYP2C19 inhibition	-	0.8877	88.77%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	-	0.9322	93.22%
CYP inhibitory promiscuity	-	0.8373	83.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5387	53.87%
Carcinogenicity (trinary)	Non-required	0.6429	64.29%
Eye corrosion	-	0.9533	95.33%
Eye irritation	+	0.5317	53.17%
Skin irritation	-	0.5818	58.18%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6905	69.05%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.8913	89.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5311	53.11%
Acute Oral Toxicity (c)	III	0.5570	55.70%
Estrogen receptor binding	-	0.7611	76.11%
Androgen receptor binding	-	0.5162	51.62%
Thyroid receptor binding	-	0.6631	66.31%
Glucocorticoid receptor binding	-	0.6433	64.33%
Aromatase binding	-	0.6314	63.14%
PPAR gamma	-	0.5498	54.98%
Honey bee toxicity	-	0.9519	95.19%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	+	0.9788	97.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.45%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.87%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	88.33%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.04%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.23%	90.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.15%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.57%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.73%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.61%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.89%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	81.82%	90.17%

Plants that contains it

• Bridelia retusa
• Origanum vulgare
• Pyrus calleryana

Cross-Links

• PubChem: 5316896
• LOTUS: LTS0087966
• wikiData: Q105162907