5,5,6-Trimethylbicyclo[2.2.1]heptan-2-one

Details

• Internal ID: 753d42f8-2e6c-4e85-b61a-b05d9564d425
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 5,5,6-trimethylbicyclo[2.2.1]heptan-2-one
• SMILES (Canonical): CC1C2CC(C1(C)C)CC2=O
• SMILES (Isomeric): CC1C2CC(C1(C)C)CC2=O
• InChI: InChI=1S/C10H16O/c1-6-8-4-7(5-9(8)11)10(6,2)3/h6-8H,4-5H2,1-3H3
• InChI Key: TZAXGXBLCOILBQ-UHFFFAOYSA-N
• Popularity: 6 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: 2.10
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 3292-05-5
• NSC656386
• 2-Norbornanone, 5,5,6-trimethyl-, exo-
• exo-Isocamphanone
• SCHEMBL2389325
• CHEMBL1972894
• 5,5,6-trimethylnorbornan-2-one
• TZAXGXBLCOILBQ-UHFFFAOYSA-N
• exo-5,5,6-Trimethyl-2-norbornanone
• NSC-656386
• NCI60_019524
• FT-0691820
• 5,5,6-Trimethyl bicyclo[2.2.1]heptan-2-one
• 5,5,6-Trimethylbicyclo[2.2.1]heptan-2-one #
• Bicyclo[2.2.1]heptan-2-one, 5,5,6-trimethyl-, exo-
• Bicyclo[2.2.1]heptan-2-one, 5,5,6-trimethyl-, endo-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.5245	52.45%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5415	54.15%
OATP2B1 inhibitior	-	0.8405	84.05%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8943	89.43%
P-glycoprotein inhibitior	-	0.9575	95.75%
P-glycoprotein substrate	-	0.8950	89.50%
CYP3A4 substrate	-	0.5566	55.66%
CYP2C9 substrate	-	0.7800	78.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.8603	86.03%
CYP2C9 inhibition	-	0.9123	91.23%
CYP2C19 inhibition	-	0.8888	88.88%
CYP2D6 inhibition	-	0.9618	96.18%
CYP1A2 inhibition	-	0.8531	85.31%
CYP2C8 inhibition	-	0.9798	97.98%
CYP inhibitory promiscuity	-	0.9599	95.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7717	77.17%
Carcinogenicity (trinary)	Non-required	0.5955	59.55%
Eye corrosion	-	0.7040	70.40%
Eye irritation	+	0.9599	95.99%
Skin irritation	+	0.8152	81.52%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7933	79.33%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	+	0.8764	87.64%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.6776	67.76%
Acute Oral Toxicity (c)	II	0.4548	45.48%
Estrogen receptor binding	-	0.7252	72.52%
Androgen receptor binding	-	0.6492	64.92%
Thyroid receptor binding	-	0.9018	90.18%
Glucocorticoid receptor binding	-	0.8269	82.69%
Aromatase binding	-	0.8224	82.24%
PPAR gamma	-	0.6888	68.88%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.8435	84.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.15%	97.25%
CHEMBL3045	P05771	Protein kinase C beta	83.27%	97.63%
CHEMBL1902	P62942	FK506-binding protein 1A	80.62%	97.05%

Plants that contains it

• Cinnamomum aromaticum

Cross-Links

• PubChem: 376006
• NPASS: NPC294440