(1R,2R,6S,9R)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-2-ol

Details

• Internal ID: fba0f740-544c-40fc-a7e3-e4c656dd075d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: (1R,2R,6S,9R)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-2-ol
• SMILES (Canonical): CC1(C2CCC3(CCCC(C3(C2)O1)(C)O)C)C
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@@]13C[C@@H](CC2)C(O3)(C)C)(C)O
• InChI: InChI=1S/C15H26O2/c1-12(2)11-6-9-13(3)7-5-8-14(4,16)15(13,10-11)17-12/h11,16H,5-10H2,1-4H3/t11-,13+,14-,15-/m1/s1
• InChI Key: XEAXSPJWIVZRTF-FAAHXZRKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.28
• 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	+	0.9952	99.52%
Caco-2	+	0.8598	85.98%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4771	47.71%
OATP2B1 inhibitior	-	0.8461	84.61%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9139	91.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9333	93.33%
P-glycoprotein inhibitior	-	0.9455	94.55%
P-glycoprotein substrate	-	0.9097	90.97%
CYP3A4 substrate	+	0.5449	54.49%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7474	74.74%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	-	0.6951	69.51%
CYP2C19 inhibition	+	0.5171	51.71%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.6543	65.43%
CYP2C8 inhibition	-	0.7697	76.97%
CYP inhibitory promiscuity	-	0.9243	92.43%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9761	97.61%
Eye irritation	+	0.7244	72.44%
Skin irritation	-	0.6233	62.33%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5544	55.44%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6205	62.05%
skin sensitisation	-	0.6496	64.96%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6126	61.26%
Acute Oral Toxicity (c)	III	0.7587	75.87%
Estrogen receptor binding	-	0.4772	47.72%
Androgen receptor binding	+	0.5546	55.46%
Thyroid receptor binding	-	0.5997	59.97%
Glucocorticoid receptor binding	-	0.5980	59.80%
Aromatase binding	+	0.6222	62.22%
PPAR gamma	-	0.7500	75.00%
Honey bee toxicity	-	0.9347	93.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8126	81.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	85.61%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.99%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.24%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.98%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.53%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.25%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.85%	95.89%

Plants that contains it

• Alpinia japonica

Cross-Links

• PubChem: 21632942
• LOTUS: LTS0019187
• wikiData: Q105326218