4-(6-Methyl-4-oxohepta-2,5-dien-2-yl)benzoic acid

Details

• Internal ID: 9ff43fe4-c4bb-41a0-b49d-d08fc006ae40
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-(6-methyl-4-oxohepta-2,5-dien-2-yl)benzoic acid
• SMILES (Canonical): CC(=CC(=O)C=C(C)C1=CC=C(C=C1)C(=O)O)C
• SMILES (Isomeric): CC(=CC(=O)C=C(C)C1=CC=C(C=C1)C(=O)O)C
• InChI: InChI=1S/C15H16O3/c1-10(2)8-14(16)9-11(3)12-4-6-13(7-5-12)15(17)18/h4-9H,1-3H3,(H,17,18)
• InChI Key: YDSABZMFSRCMEP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.32
• 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	+	0.9928	99.28%
Caco-2	+	0.9340	93.40%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8932	89.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9518	95.18%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5642	56.42%
P-glycoprotein inhibitior	-	0.9575	95.75%
P-glycoprotein substrate	-	0.9554	95.54%
CYP3A4 substrate	-	0.7411	74.11%
CYP2C9 substrate	-	0.5424	54.24%
CYP2D6 substrate	-	0.9157	91.57%
CYP3A4 inhibition	-	0.8553	85.53%
CYP2C9 inhibition	-	0.6166	61.66%
CYP2C19 inhibition	-	0.9167	91.67%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.9537	95.37%
CYP2C8 inhibition	-	0.8757	87.57%
CYP inhibitory promiscuity	-	0.8603	86.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5477	54.77%
Carcinogenicity (trinary)	Non-required	0.7190	71.90%
Eye corrosion	-	0.8638	86.38%
Eye irritation	+	0.9657	96.57%
Skin irritation	+	0.6497	64.97%
Skin corrosion	-	0.8943	89.43%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6718	67.18%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.8171	81.71%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6693	66.93%
Acute Oral Toxicity (c)	III	0.5450	54.50%
Estrogen receptor binding	+	0.6468	64.68%
Androgen receptor binding	+	0.5753	57.53%
Thyroid receptor binding	-	0.5470	54.70%
Glucocorticoid receptor binding	+	0.6528	65.28%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	+	0.5531	55.31%
Honey bee toxicity	-	0.9719	97.19%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	+	0.9801	98.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.87%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.82%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.00%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.85%	89.34%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%

Plants that contains it

• Bridelia retusa

Cross-Links

• PubChem: 78384849
• LOTUS: LTS0109476
• wikiData: Q105347006