(1S,4S,5R,7S)-1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane-5,7-diol

Details

• Internal ID: 379c81fe-6791-4511-a807-91131cd54813
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1S,4S,5R,7S)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-5,7-diol
• SMILES (Canonical): CC1(C2CC(C(O1)(CC2O)C)O)C
• SMILES (Isomeric): C[C@]12C[C@H]([C@H](C[C@@H]1O)C(O2)(C)C)O
• InChI: InChI=1S/C10H18O3/c1-9(2)6-4-8(12)10(3,13-9)5-7(6)11/h6-8,11-12H,4-5H2,1-3H3/t6-,7+,8-,10-/m0/s1
• InChI Key: RLNNVCTYJJOQLN-ODHVRURNSA-N
• Popularity: 0 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: 0.20
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• DTXSID901171910
• 219546-83-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.5723	57.23%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5899	58.99%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9588	95.88%
P-glycoprotein inhibitior	-	0.9677	96.77%
P-glycoprotein substrate	-	0.8774	87.74%
CYP3A4 substrate	+	0.5068	50.68%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7293	72.93%
CYP3A4 inhibition	-	0.9364	93.64%
CYP2C9 inhibition	-	0.8969	89.69%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8054	80.54%
CYP2C8 inhibition	-	0.8830	88.30%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6140	61.40%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.5552	55.52%
Skin irritation	-	0.6791	67.91%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7287	72.87%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7051	70.51%
skin sensitisation	-	0.6539	65.39%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4672	46.72%
Acute Oral Toxicity (c)	III	0.6858	68.58%
Estrogen receptor binding	-	0.7149	71.49%
Androgen receptor binding	-	0.7781	77.81%
Thyroid receptor binding	-	0.6866	68.66%
Glucocorticoid receptor binding	-	0.6850	68.50%
Aromatase binding	-	0.8177	81.77%
PPAR gamma	-	0.7581	75.81%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7096	70.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.44%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.55%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	92.11%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.55%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	83.52%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.10%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.53%	92.94%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 10583714
• LOTUS: LTS0206339
• wikiData: Q105240354