methyl (2Z,4E,6S)-6-acetyloxy-5-formyl-7-oxoocta-2,4-dienoate

Details

• Internal ID: cf41aebe-3121-42ab-a7c7-c7fe04552d9f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl (2Z,4E,6S)-6-acetyloxy-5-formyl-7-oxoocta-2,4-dienoate
• SMILES (Canonical): CC(=O)C(C(=CC=CC(=O)OC)C=O)OC(=O)C
• SMILES (Isomeric): CC(=O)[C@H](/C(=C\C=C/C(=O)OC)/C=O)OC(=O)C
• InChI: InChI=1S/C12H14O6/c1-8(14)12(18-9(2)15)10(7-13)5-4-6-11(16)17-3/h4-7,12H,1-3H3/b6-4-,10-5-/t12-/m1/s1
• InChI Key: ZDTIBPQJDROEEG-HLGXTPGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₆
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.07903816 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9661	96.61%
Caco-2	+	0.5143	51.43%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7333	73.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9282	92.82%
P-glycoprotein inhibitior	-	0.9167	91.67%
P-glycoprotein substrate	-	0.8384	83.84%
CYP3A4 substrate	+	0.5171	51.71%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.8761	87.61%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	-	0.9148	91.48%
CYP inhibitory promiscuity	-	0.8092	80.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5524	55.24%
Carcinogenicity (trinary)	Non-required	0.6560	65.60%
Eye corrosion	-	0.5541	55.41%
Eye irritation	-	0.7295	72.95%
Skin irritation	-	0.6435	64.35%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4314	43.14%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5641	56.41%
skin sensitisation	+	0.7741	77.41%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.8063	80.63%
Acute Oral Toxicity (c)	IV	0.5972	59.72%
Estrogen receptor binding	+	0.5935	59.35%
Androgen receptor binding	-	0.7661	76.61%
Thyroid receptor binding	-	0.8874	88.74%
Glucocorticoid receptor binding	-	0.8305	83.05%
Aromatase binding	-	0.6864	68.64%
PPAR gamma	-	0.8196	81.96%
Honey bee toxicity	-	0.6222	62.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7549	75.49%

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	92.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	89.52%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	85.96%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.02%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.24%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.65%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.51%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.08%	98.95%

Plants that contains it

• Pinus strobus

Cross-Links

• PubChem: 163195531
• LOTUS: LTS0022308
• wikiData: Q105372709