4-Hydroxy-4,6,6-trimethylbicyclo[3.1.1]heptan-2-one

Details

• Internal ID: 405bd959-a8f2-4b94-a263-6c53b073b6c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 4-hydroxy-4,6,6-trimethylbicyclo[3.1.1]heptan-2-one
• SMILES (Canonical): CC1(C2CC1C(CC2=O)(C)O)C
• SMILES (Isomeric): CC1(C2CC1C(CC2=O)(C)O)C
• InChI: InChI=1S/C10H16O2/c1-9(2)6-4-8(9)10(3,12)5-7(6)11/h6,8,12H,4-5H2,1-3H3
• InChI Key: HMSKPLPKGZBWSI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5088	50.88%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6632	66.32%
OATP2B1 inhibitior	-	0.8467	84.67%
OATP1B1 inhibitior	+	0.9579	95.79%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9453	94.53%
P-glycoprotein inhibitior	-	0.9768	97.68%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	-	0.5322	53.22%
CYP2C9 substrate	-	0.8140	81.40%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.8701	87.01%
CYP2C9 inhibition	-	0.7581	75.81%
CYP2C19 inhibition	-	0.7507	75.07%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	-	0.7815	78.15%
CYP2C8 inhibition	-	0.9900	99.00%
CYP inhibitory promiscuity	-	0.9799	97.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8413	84.13%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9418	94.18%
Eye irritation	+	0.8404	84.04%
Skin irritation	+	0.4896	48.96%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7880	78.80%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5913	59.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.7177	71.77%
Acute Oral Toxicity (c)	III	0.7836	78.36%
Estrogen receptor binding	-	0.8265	82.65%
Androgen receptor binding	-	0.6986	69.86%
Thyroid receptor binding	-	0.8090	80.90%
Glucocorticoid receptor binding	-	0.8621	86.21%
Aromatase binding	-	0.9060	90.60%
PPAR gamma	-	0.7731	77.31%
Honey bee toxicity	-	0.8670	86.70%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8672	86.72%

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	91.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.15%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.26%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.62%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.40%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.36%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.54%	99.23%

Plants that contains it

• Ichthyothere terminalis

Cross-Links

• PubChem: 89118068
• LOTUS: LTS0145604
• wikiData: Q105030661