(1S,2R,5R,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecan-8-ol

Details

• Internal ID: 31b070df-b5c0-441e-afb8-1cc508c12dbc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Cedrane and isocedrane sesquiterpenoids
• IUPAC Name: (1S,2R,5R,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecan-8-ol
• SMILES (Canonical): CC1CCC2C13CCC(C(C3)C2(C)C)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@]13CC[C@@]([C@H](C3)C2(C)C)(C)O
• InChI: InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11-,12-,14-,15+/m1/s1
• InChI Key: SVURIXNDRWRAFU-FWZIUSJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37 g/mol
• Exact Mass: 222.198365449 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 1
• 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	+	0.9969	99.69%
Caco-2	+	0.6440	64.40%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6146	61.46%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.9482	94.82%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6165	61.65%
CYP2D6 substrate	-	0.7496	74.96%
CYP3A4 inhibition	-	0.9434	94.34%
CYP2C9 inhibition	-	0.7741	77.41%
CYP2C19 inhibition	-	0.9005	90.05%
CYP2D6 inhibition	-	0.9607	96.07%
CYP1A2 inhibition	-	0.6968	69.68%
CYP2C8 inhibition	-	0.9045	90.45%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6760	67.60%
Eye corrosion	-	0.9002	90.02%
Eye irritation	+	0.9403	94.03%
Skin irritation	+	0.7040	70.40%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5249	52.49%
skin sensitisation	+	0.7070	70.70%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7582	75.82%
Acute Oral Toxicity (c)	III	0.8222	82.22%
Estrogen receptor binding	-	0.6893	68.93%
Androgen receptor binding	-	0.7392	73.92%
Thyroid receptor binding	-	0.5581	55.81%
Glucocorticoid receptor binding	-	0.6390	63.90%
Aromatase binding	-	0.6311	63.11%
PPAR gamma	-	0.7558	75.58%
Honey bee toxicity	-	0.7889	78.89%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.8435	84.35%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	631 nM	Potency	via Super-PRED
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	501.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.22%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.13%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.61%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.40%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.40%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.70%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.30%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.47%	100.00%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Chamaecyparis thyoides
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus chinensis
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 7076489
• NPASS: NPC90670
• LOTUS: LTS0127073
• wikiData: Q105262468