Bicyclo[4.1.0]heptan-2-ol, 4,7,7-trimethyl-

Details

• Internal ID: df2015d6-f996-478c-982b-8bcbb74003d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 4,7,7-trimethylbicyclo[4.1.0]heptan-2-ol
• SMILES (Canonical): CC1CC2C(C2(C)C)C(C1)O
• SMILES (Isomeric): CC1CC2C(C2(C)C)C(C1)O
• InChI: InChI=1S/C10H18O/c1-6-4-7-9(8(11)5-6)10(7,2)3/h6-9,11H,4-5H2,1-3H3
• InChI Key: NZERPKAXZIGFLL-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25 g/mol
• Exact Mass: 154.135765193 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Bicyclo[4.1.0]heptan-2-ol, 4,7,7-trimethyl-
• 94073-09-3
• trans-5-caranol
• SCHEMBL12166738
• DTXSID30340446
• CHEBI:167337
• NZERPKAXZIGFLL-UHFFFAOYSA-N
• 4,7,7-Trimethylbicyclo[4.1.0]heptan-2-ol
• 4,7,7-Trimethylbicyclo[4.1.0]heptan-2-ol #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.4945	49.45%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6872	68.72%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9439	94.39%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9693	96.93%
P-glycoprotein inhibitior	-	0.9650	96.50%
P-glycoprotein substrate	-	0.8577	85.77%
CYP3A4 substrate	-	0.5121	51.21%
CYP2C9 substrate	-	0.5774	57.74%
CYP2D6 substrate	-	0.6695	66.95%
CYP3A4 inhibition	-	0.9289	92.89%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.7397	73.97%
CYP2C8 inhibition	-	0.9630	96.30%
CYP inhibitory promiscuity	-	0.9738	97.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7143	71.43%
Carcinogenicity (trinary)	Non-required	0.6937	69.37%
Eye corrosion	-	0.8305	83.05%
Eye irritation	+	0.9200	92.00%
Skin irritation	+	0.7295	72.95%
Skin corrosion	-	0.7311	73.11%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6844	68.44%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5761	57.61%
skin sensitisation	+	0.6993	69.93%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4609	46.09%
Acute Oral Toxicity (c)	III	0.6915	69.15%
Estrogen receptor binding	-	0.8045	80.45%
Androgen receptor binding	-	0.6660	66.60%
Thyroid receptor binding	-	0.7404	74.04%
Glucocorticoid receptor binding	-	0.8336	83.36%
Aromatase binding	-	0.8356	83.56%
PPAR gamma	-	0.8372	83.72%
Honey bee toxicity	-	0.4832	48.32%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.7320	73.20%

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	95.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	90.87%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.55%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	87.45%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.41%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.47%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.29%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.96%	100.00%
CHEMBL3045	P05771	Protein kinase C beta	81.25%	97.63%
CHEMBL206	P03372	Estrogen receptor alpha	80.96%	97.64%

Plants that contains it

• Achillea abrotanoides
• Achillea grandifolia
• Mentha arvensis
• Mentha canadensis

Cross-Links

• PubChem: 564727
• NPASS: NPC45592
• LOTUS: LTS0054635
• wikiData: Q82110091