Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S)-

Details

• Internal ID: f6476981-16af-4b1e-90a4-e79f4dc8ce3c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1R,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
• SMILES (Canonical): CC1(C2CCC(C2)(C1=O)C)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C1)C(C2=O)(C)C
• InChI: InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10-/m1/s1
• InChI Key: LHXDLQBQYFFVNW-GMSGAONNSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23 g/mol
• Exact Mass: 152.120115130 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 2-Norbornanone, 1,3,3-trimethyl-, (1S,4R)-(-)-
• Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S)-
• 2-Propyl-4-pyridinecarbothioamide; Protionamide
• (2R,5R)-2,6,6-Trimethyl-2,5-methanocyclohexane-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8223	82.23%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4838	48.38%
OATP2B1 inhibitior	-	0.8428	84.28%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9414	94.14%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.9620	96.20%
CYP3A4 substrate	-	0.5182	51.82%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.7661	76.61%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.8596	85.96%
CYP2C19 inhibition	-	0.9273	92.73%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	-	0.8062	80.62%
CYP2C8 inhibition	-	0.9829	98.29%
CYP inhibitory promiscuity	-	0.9511	95.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5905	59.05%
Eye corrosion	-	0.7517	75.17%
Eye irritation	+	0.9479	94.79%
Skin irritation	+	0.8055	80.55%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7667	76.67%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	+	0.9068	90.68%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8164	81.64%
Nephrotoxicity	+	0.7185	71.85%
Acute Oral Toxicity (c)	IV	0.6235	62.35%
Estrogen receptor binding	-	0.9049	90.49%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	-	0.8518	85.18%
Glucocorticoid receptor binding	-	0.8885	88.85%
Aromatase binding	-	0.8618	86.18%
PPAR gamma	-	0.8562	85.62%
Honey bee toxicity	-	0.9195	91.95%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9417	94.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.24%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	87.74%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.57%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.16%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.60%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.04%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 3034206
• NPASS: NPC70231