2,6,6-Trimethyl-bicyclo[3.1.1]heptane, trans

Details

• Internal ID: 3542200a-b8aa-4643-862e-fac7a7426497
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1S,2S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptane
• SMILES (Canonical): CC1CCC2CC1C2(C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2C[C@@H]1C2(C)C
• InChI: InChI=1S/C10H18/c1-7-4-5-8-6-9(7)10(8,2)3/h7-9H,4-6H2,1-3H3/t7-,8+,9-/m0/s1
• InChI Key: XOKSLPVRUOBDEW-YIZRAAEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25 g/mol
• Exact Mass: 138.140850574 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• E-pinane
• Pinane, trans
• 2,6,6-Trimethyl-bicyclo[3.1.1]heptane, trans
• XOKSLPVRUOBDEW-YIZRAAEISA-N
• 2,6,6-Trimethylbicyclo[3.1.1]heptane, (1.alpha.,2.alpha.,5.alpha.)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.6689	66.89%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Lysosomes	0.7197	71.97%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9619	96.19%
P-glycoprotein inhibitior	-	0.9657	96.57%
P-glycoprotein substrate	-	0.8835	88.35%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.9462	94.62%
CYP2C9 inhibition	-	0.8377	83.77%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.9562	95.62%
CYP1A2 inhibition	-	0.9085	90.85%
CYP2C8 inhibition	-	0.8654	86.54%
CYP inhibitory promiscuity	-	0.9055	90.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	-	0.5841	58.41%
Eye irritation	+	0.9289	92.89%
Skin irritation	-	0.5400	54.00%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6706	67.06%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.7229	72.29%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.5342	53.42%
Nephrotoxicity	-	0.6704	67.04%
Acute Oral Toxicity (c)	III	0.5619	56.19%
Estrogen receptor binding	-	0.7095	70.95%
Androgen receptor binding	-	0.8513	85.13%
Thyroid receptor binding	-	0.8397	83.97%
Glucocorticoid receptor binding	-	0.8286	82.86%
Aromatase binding	-	0.8697	86.97%
PPAR gamma	-	0.8518	85.18%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.9500	95.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.11%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.27%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.29%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.67%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.46%	91.11%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.24%	98.99%
CHEMBL238	Q01959	Dopamine transporter	80.79%	95.88%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	80.56%	95.27%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 91015300
• NPASS: NPC120837