Kessyl glycol

Details

• Internal ID: 11d1ed2d-b3fd-4768-ac4c-a3d015903aa4
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.02,6]dodecane-3,12-diol
• SMILES (Canonical): CC1CC(C2C1CC3C(CC2(OC3(C)C)C)O)O
• SMILES (Isomeric): CC1CC(C2C1CC3C(CC2(OC3(C)C)C)O)O
• InChI: InChI=1S/C15H26O3/c1-8-5-11(16)13-9(8)6-10-12(17)7-15(13,4)18-14(10,2)3/h8-13,16-17H,5-7H2,1-4H3
• InChI Key: HMTVXYYWICMXMY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.02,6]dodecane-3,12-diol
• Kessoglycol
• 6894-57-1
• 3beta,6alpha-Dihydroxykessane
• CHEBI:173799

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.5174	51.74%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5236	52.36%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9202	92.02%
P-glycoprotein inhibitior	-	0.9374	93.74%
P-glycoprotein substrate	-	0.7901	79.01%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.6839	68.39%
CYP3A4 inhibition	-	0.9549	95.49%
CYP2C9 inhibition	-	0.8295	82.95%
CYP2C19 inhibition	-	0.8010	80.10%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.7479	74.79%
CYP2C8 inhibition	-	0.7745	77.45%
CYP inhibitory promiscuity	-	0.9700	97.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8832	88.32%
Carcinogenicity (trinary)	Non-required	0.6295	62.95%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.6081	60.81%
Skin irritation	-	0.6657	66.57%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6871	68.71%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7374	73.74%
skin sensitisation	-	0.7198	71.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6284	62.84%
Acute Oral Toxicity (c)	III	0.5451	54.51%
Estrogen receptor binding	-	0.5370	53.70%
Androgen receptor binding	-	0.5478	54.78%
Thyroid receptor binding	+	0.6824	68.24%
Glucocorticoid receptor binding	-	0.4744	47.44%
Aromatase binding	-	0.6612	66.12%
PPAR gamma	-	0.7006	70.06%
Honey bee toxicity	-	0.6833	68.33%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7349	73.49%

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	95.34%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.77%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.63%	91.11%
CHEMBL206	P03372	Estrogen receptor alpha	89.38%	97.64%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.98%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.13%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.78%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.13%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.74%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.41%	97.79%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 12304811
• LOTUS: LTS0199034
• wikiData: Q105030680