1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane-4,6-diol

Details

• Internal ID: c8dc23c0-1d49-4b00-bde1-cf8cebed8291
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-4,6-diol
• SMILES (Canonical): CC1(C2(CCC(O1)(C(C2)O)C)O)C
• SMILES (Isomeric): CC1(C2(CCC(O1)(C(C2)O)C)O)C
• InChI: InChI=1S/C10H18O3/c1-8(2)10(12)5-4-9(3,13-8)7(11)6-10/h7,11-12H,4-6H2,1-3H3
• InChI Key: PEWQMISWINPIPZ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 99765-58-9
• (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol
• 1,8-Epoxy-p-menthane-2,4-diol
• 2-Oxabicyclo(2.2.2)octane-4,6-diol, 1,3,3-trimethyl-
• DTXSID90912486
• CHEBI:171973

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9162	91.62%
Caco-2	+	0.7122	71.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5785	57.85%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9537	95.37%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9470	94.70%
P-glycoprotein inhibitior	-	0.9751	97.51%
P-glycoprotein substrate	-	0.9429	94.29%
CYP3A4 substrate	+	0.5222	52.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7573	75.73%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.8341	83.41%
CYP2C19 inhibition	-	0.8382	83.82%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.8281	82.81%
CYP2C8 inhibition	-	0.9341	93.41%
CYP inhibitory promiscuity	-	0.9709	97.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9814	98.14%
Eye irritation	+	0.8779	87.79%
Skin irritation	-	0.6015	60.15%
Skin corrosion	-	0.8968	89.68%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7476	74.76%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6469	64.69%
skin sensitisation	-	0.7510	75.10%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5927	59.27%
Acute Oral Toxicity (c)	III	0.6683	66.83%
Estrogen receptor binding	-	0.6954	69.54%
Androgen receptor binding	-	0.7765	77.65%
Thyroid receptor binding	-	0.7484	74.84%
Glucocorticoid receptor binding	-	0.7767	77.67%
Aromatase binding	-	0.8042	80.42%
PPAR gamma	-	0.7882	78.82%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7438	74.38%

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	89.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.54%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.93%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.27%	97.25%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 188642
• LOTUS: LTS0000771
• wikiData: Q82882767