4-[(2R)-6-methyl-4-oxoheptan-2-yl]benzoic acid

Details

• Internal ID: a2ab5106-8a39-4569-a1c9-9888c8ccbd60
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-[(2R)-6-methyl-4-oxoheptan-2-yl]benzoic acid
• SMILES (Canonical): CC(C)CC(=O)CC(C)C1=CC=C(C=C1)C(=O)O
• SMILES (Isomeric): C[C@H](CC(=O)CC(C)C)C1=CC=C(C=C1)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-10(2)8-14(16)9-11(3)12-4-6-13(7-5-12)15(17)18/h4-7,10-11H,8-9H2,1-3H3,(H,17,18)/t11-/m1/s1
• InChI Key: RHHYCUVNDLVGAX-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.9127	91.27%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8735	87.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8368	83.68%
P-glycoprotein inhibitior	-	0.9722	97.22%
P-glycoprotein substrate	-	0.8902	89.02%
CYP3A4 substrate	-	0.7631	76.31%
CYP2C9 substrate	+	0.7336	73.36%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.8863	88.63%
CYP2C9 inhibition	-	0.8484	84.84%
CYP2C19 inhibition	-	0.9667	96.67%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.9360	93.60%
CYP2C8 inhibition	-	0.9485	94.85%
CYP inhibitory promiscuity	-	0.9662	96.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5333	53.33%
Carcinogenicity (trinary)	Non-required	0.6920	69.20%
Eye corrosion	-	0.8583	85.83%
Eye irritation	+	0.6714	67.14%
Skin irritation	-	0.7174	71.74%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5486	54.86%
Micronuclear	-	0.8541	85.41%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.7093	70.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4778	47.78%
Acute Oral Toxicity (c)	III	0.5725	57.25%
Estrogen receptor binding	-	0.8104	81.04%
Androgen receptor binding	-	0.7211	72.11%
Thyroid receptor binding	-	0.7218	72.18%
Glucocorticoid receptor binding	-	0.8209	82.09%
Aromatase binding	+	0.5517	55.17%
PPAR gamma	-	0.6600	66.00%
Honey bee toxicity	-	0.9730	97.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	+	0.9244	92.44%

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	93.30%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.78%	87.67%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.75%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.63%	90.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.33%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.09%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	85.76%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.51%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.38%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.26%	99.17%

Plants that contains it

• Bridelia retusa

Cross-Links

• PubChem: 5316897
• LOTUS: LTS0269733
• wikiData: Q105236384