(4,7,7-Trimethyl-5-oxo-2-bicyclo[2.2.1]heptanyl) benzoate

Details

• Internal ID: 51a3ea7c-c705-4e2e-9026-cdaca4ca442a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (4,7,7-trimethyl-5-oxo-2-bicyclo[2.2.1]heptanyl) benzoate
• SMILES (Canonical): CC1(C2CC(=O)C1(CC2OC(=O)C3=CC=CC=C3)C)C
• SMILES (Isomeric): CC1(C2CC(=O)C1(CC2OC(=O)C3=CC=CC=C3)C)C
• InChI: InChI=1S/C17H20O3/c1-16(2)12-9-14(18)17(16,3)10-13(12)20-15(19)11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3
• InChI Key: KEUHGXOMVCOFAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8520	85.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8441	84.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8408	84.08%
P-glycoprotein inhibitior	-	0.9128	91.28%
P-glycoprotein substrate	-	0.8898	88.98%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	-	0.6202	62.02%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.8010	80.10%
CYP2C9 inhibition	-	0.5541	55.41%
CYP2C19 inhibition	+	0.5143	51.43%
CYP2D6 inhibition	-	0.9584	95.84%
CYP1A2 inhibition	-	0.9384	93.84%
CYP2C8 inhibition	-	0.7540	75.40%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7636	76.36%
Carcinogenicity (trinary)	Non-required	0.5411	54.11%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7799	77.99%
Skin irritation	-	0.6515	65.15%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6546	65.46%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5447	54.47%
skin sensitisation	-	0.6659	66.59%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5699	56.99%
Estrogen receptor binding	+	0.6196	61.96%
Androgen receptor binding	-	0.5078	50.78%
Thyroid receptor binding	-	0.5970	59.70%
Glucocorticoid receptor binding	-	0.8583	85.83%
Aromatase binding	-	0.6233	62.33%
PPAR gamma	-	0.6393	63.93%
Honey bee toxicity	-	0.9261	92.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.07%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.76%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.25%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.41%	94.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.19%	83.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.97%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.77%	94.08%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.57%	92.67%
CHEMBL2535	P11166	Glucose transporter	82.47%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.54%	93.03%

Plants that contains it

• Soroseris hookeriana

Cross-Links

• PubChem: 10061788
• LOTUS: LTS0266220
• wikiData: Q105140197