(2E,4E,6S)-3-methyl-9-oxo-6-propan-2-yldeca-2,4-dienoic acid

Details

• Internal ID: 11554584-ed1f-404f-8bd8-0f3d855667e6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E,6S)-3-methyl-9-oxo-6-propan-2-yldeca-2,4-dienoic acid
• SMILES (Canonical): CC(C)C(CCC(=O)C)C=CC(=CC(=O)O)C
• SMILES (Isomeric): CC(C)[C@H](CCC(=O)C)/C=C/C(=C/C(=O)O)/C
• InChI: InChI=1S/C14H22O3/c1-10(2)13(8-6-12(4)15)7-5-11(3)9-14(16)17/h5,7,9-10,13H,6,8H2,1-4H3,(H,16,17)/b7-5+,11-9+/t13-/m0/s1
• InChI Key: HJFLPJGTEMSBHS-WTNXXDPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32 g/mol
• Exact Mass: 238.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	+	0.7915	79.15%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6178	61.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8741	87.41%
P-glycoprotein inhibitior	-	0.9558	95.58%
P-glycoprotein substrate	-	0.8447	84.47%
CYP3A4 substrate	-	0.5799	57.99%
CYP2C9 substrate	-	0.7587	75.87%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.8942	89.42%
CYP2C9 inhibition	-	0.8842	88.42%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	-	0.9730	97.30%
CYP inhibitory promiscuity	-	0.9384	93.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5338	53.38%
Carcinogenicity (trinary)	Non-required	0.6918	69.18%
Eye corrosion	+	0.5128	51.28%
Eye irritation	-	0.7343	73.43%
Skin irritation	+	0.7303	73.03%
Skin corrosion	-	0.8428	84.28%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6709	67.09%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.7066	70.66%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.4622	46.22%
Acute Oral Toxicity (c)	III	0.8225	82.25%
Estrogen receptor binding	-	0.7106	71.06%
Androgen receptor binding	-	0.8803	88.03%
Thyroid receptor binding	-	0.7240	72.40%
Glucocorticoid receptor binding	-	0.6803	68.03%
Aromatase binding	-	0.7506	75.06%
PPAR gamma	-	0.7326	73.26%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8684	86.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.21%	83.82%
CHEMBL2061	P19793	Retinoid X receptor alpha	90.97%	91.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.65%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.63%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.44%	90.17%
CHEMBL1870	P28702	Retinoid X receptor beta	83.34%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.24%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.06%	96.47%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.69%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.57%	95.50%
CHEMBL2004	P48443	Retinoid X receptor gamma	80.56%	100.00%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 162880886
• LOTUS: LTS0056940
• wikiData: Q105029205