2-[2-(4-Ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl)propan-2-yloxy]oxane-3,4,5-triol

Details

• Internal ID: 4951aec6-4238-47c4-be6e-931309a4b9ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Elemane sesquiterpenoids
• IUPAC Name: 2-[2-(4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl)propan-2-yloxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)C1CC(CCC1(C)C=C)C(C)(C)OC2C(C(C(CO2)O)O)O
• SMILES (Isomeric): CC(=C)C1CC(CCC1(C)C=C)C(C)(C)OC2C(C(C(CO2)O)O)O
• InChI: InChI=1S/C20H34O5/c1-7-20(6)9-8-13(10-14(20)12(2)3)19(4,5)25-18-17(23)16(22)15(21)11-24-18/h7,13-18,21-23H,1-2,8-11H2,3-6H3
• InChI Key: JXZZCLSBCDSPIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₅
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.24062418 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6627	66.27%
Caco-2	-	0.7210	72.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8094	80.94%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.8705	87.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.7511	75.11%
P-glycoprotein inhibitior	-	0.7808	78.08%
P-glycoprotein substrate	-	0.6603	66.03%
CYP3A4 substrate	+	0.6880	68.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.8681	86.81%
CYP2C9 inhibition	-	0.7568	75.68%
CYP2C19 inhibition	-	0.7659	76.59%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.8208	82.08%
CYP2C8 inhibition	+	0.4576	45.76%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7012	70.12%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9719	97.19%
Skin irritation	-	0.6348	63.48%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4358	43.58%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7981	79.81%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6773	67.73%
Acute Oral Toxicity (c)	III	0.6328	63.28%
Estrogen receptor binding	+	0.5906	59.06%
Androgen receptor binding	-	0.5231	52.31%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.5901	59.01%
Aromatase binding	+	0.5648	56.48%
PPAR gamma	+	0.5592	55.92%
Honey bee toxicity	-	0.5628	56.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9789	97.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.84%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	98.82%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL1871	P10275	Androgen Receptor	93.63%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.36%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.49%	97.31%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.45%	100.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	88.89%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.02%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.94%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.68%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.02%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.82%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.52%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.19%	97.33%
CHEMBL259	P32245	Melanocortin receptor 4	83.40%	95.38%
CHEMBL2061	P19793	Retinoid X receptor alpha	83.32%	91.67%
CHEMBL1902	P62942	FK506-binding protein 1A	82.83%	97.05%
CHEMBL1937	Q92769	Histone deacetylase 2	82.26%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.74%	94.45%
CHEMBL5028	O14672	ADAM10	81.01%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.64%	95.50%

Plants that contains it

• Lessingia glandulifera

Cross-Links

• PubChem: 14138821
• LOTUS: LTS0010025
• wikiData: Q105136879