[(1R,2E,6E)-7-methyl-1-[(3R)-4-methylidene-5-oxooxolan-3-yl]-8-oxoocta-2,6-dienyl] acetate

Details

• Internal ID: a7af4bb7-12cb-4d09-b8ef-4cb2bdf9248e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(1R,2E,6E)-7-methyl-1-[(3R)-4-methylidene-5-oxooxolan-3-yl]-8-oxoocta-2,6-dienyl] acetate
• SMILES (Canonical): CC(=CCCC=CC(C1COC(=O)C1=C)OC(=O)C)C=O
• SMILES (Isomeric): C/C(=C\CC/C=C/[C@H]([C@H]1COC(=O)C1=C)OC(=O)C)/C=O
• InChI: InChI=1S/C16H20O5/c1-11(9-17)7-5-4-6-8-15(21-13(3)18)14-10-20-16(19)12(14)2/h6-9,14-15H,2,4-5,10H2,1,3H3/b8-6+,11-7+/t14-,15+/m0/s1
• InChI Key: JUCUZVFPWCOXDO-ITIQLNCPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.5974	59.74%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7173	71.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5060	50.60%
P-glycoprotein inhibitior	-	0.7371	73.71%
P-glycoprotein substrate	-	0.6441	64.41%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9073	90.73%
CYP3A4 inhibition	-	0.7505	75.05%
CYP2C9 inhibition	-	0.7561	75.61%
CYP2C19 inhibition	-	0.6830	68.30%
CYP2D6 inhibition	-	0.8827	88.27%
CYP1A2 inhibition	+	0.6421	64.21%
CYP2C8 inhibition	-	0.8556	85.56%
CYP inhibitory promiscuity	-	0.6055	60.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6888	68.88%
Eye corrosion	-	0.9099	90.99%
Eye irritation	-	0.7482	74.82%
Skin irritation	+	0.5588	55.88%
Skin corrosion	-	0.8951	89.51%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6896	68.96%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5495	54.95%
skin sensitisation	-	0.7351	73.51%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6280	62.80%
Acute Oral Toxicity (c)	III	0.6851	68.51%
Estrogen receptor binding	+	0.6845	68.45%
Androgen receptor binding	-	0.7485	74.85%
Thyroid receptor binding	-	0.6161	61.61%
Glucocorticoid receptor binding	+	0.7245	72.45%
Aromatase binding	+	0.5227	52.27%
PPAR gamma	-	0.5548	55.48%
Honey bee toxicity	-	0.7261	72.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9682	96.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.58%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.85%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.96%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.96%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.38%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.57%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.71%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.15%	93.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.05%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.31%	89.00%

Plants that contains it

• Anthemis pseudocotula

Cross-Links

• PubChem: 162817354
• LOTUS: LTS0223980
• wikiData: Q105135161