1,8-Epoxy-p-menthan-4-ol glucoside

Details

• Internal ID: 8989a6f8-83d9-42a3-9e85-b790a5674748
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[(1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-4-yl)oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2(CCC(O1)(CC2)C)OC3C(C(C(C(O3)CO)O)O)O)C
• SMILES (Isomeric): CC1(C2(CCC(O1)(CC2)C)OC3C(C(C(C(O3)CO)O)O)O)C
• InChI: InChI=1S/C16H28O7/c1-14(2)16(6-4-15(3,23-14)5-7-16)22-13-12(20)11(19)10(18)9(8-17)21-13/h9-13,17-20H,4-8H2,1-3H3
• InChI Key: XFTUHHQPFOUYRF-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₇
• Molecular Weight: 332.39 g/mol
• Exact Mass: 332.18350323 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• CHEBI:174503
• 2-(hydroxymethyl)-6-[(1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-4-yl)oxy]oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7063	70.63%
Caco-2	-	0.7144	71.44%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7921	79.21%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.8196	81.96%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9183	91.83%
P-glycoprotein inhibitior	-	0.8870	88.70%
P-glycoprotein substrate	-	0.9613	96.13%
CYP3A4 substrate	+	0.5571	55.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9456	94.56%
CYP2C9 inhibition	-	0.8565	85.65%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9611	96.11%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	-	0.8758	87.58%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7135	71.35%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9643	96.43%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5449	54.49%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7800	78.00%
skin sensitisation	-	0.9268	92.68%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.5632	56.32%
Acute Oral Toxicity (c)	III	0.5586	55.86%
Estrogen receptor binding	+	0.5875	58.75%
Androgen receptor binding	-	0.5299	52.99%
Thyroid receptor binding	+	0.6832	68.32%
Glucocorticoid receptor binding	+	0.6573	65.73%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	+	0.5735	57.35%
Honey bee toxicity	-	0.8432	84.32%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.8409	84.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.91%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	87.88%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.34%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.77%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.09%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.41%	95.83%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.27%	96.21%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 85266295
• LOTUS: LTS0217852
• wikiData: Q105327298