[3-Hydroxy-2,2,6-trimethyl-6-(4-methylhexa-1,3,5-trienyl)oxan-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: 15054265-101d-4d7b-ba0c-151d92727a44
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [3-hydroxy-2,2,6-trimethyl-6-(4-methylhexa-1,3,5-trienyl)oxan-4-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(OC(C1O)(C)C)(C)C=CC=C(C)C=C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(OC(C1O)(C)C)(C)C=CC=C(C)C=C
• InChI: InChI=1S/C20H30O4/c1-8-14(3)11-10-12-20(7)13-16(17(21)19(5,6)24-20)23-18(22)15(4)9-2/h8-12,16-17,21H,1,13H2,2-7H3
• InChI Key: IJRHIVJLUNPRSS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9356	93.56%
Caco-2	+	0.6513	65.13%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7720	77.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7139	71.39%
P-glycoprotein inhibitior	-	0.6766	67.66%
P-glycoprotein substrate	-	0.8195	81.95%
CYP3A4 substrate	+	0.6530	65.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.7322	73.22%
CYP2C9 inhibition	-	0.8455	84.55%
CYP2C19 inhibition	-	0.7146	71.46%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	-	0.7687	76.87%
CYP inhibitory promiscuity	-	0.9228	92.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9701	97.01%
Eye irritation	-	0.9504	95.04%
Skin irritation	-	0.6289	62.89%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7919	79.19%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5276	52.76%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.8231	82.31%
Acute Oral Toxicity (c)	III	0.6425	64.25%
Estrogen receptor binding	+	0.7301	73.01%
Androgen receptor binding	-	0.7971	79.71%
Thyroid receptor binding	+	0.6707	67.07%
Glucocorticoid receptor binding	+	0.5738	57.38%
Aromatase binding	+	0.6053	60.53%
PPAR gamma	+	0.5575	55.75%
Honey bee toxicity	-	0.6255	62.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9094	90.94%

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	95.84%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.29%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.79%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	89.40%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	87.14%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.49%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.08%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

• Ageratum fastigiatum

Cross-Links

• PubChem: 162953208
• LOTUS: LTS0030416
• wikiData: Q105114084