[(4E,6Z,12E)-1-acetyloxy-14-hydroxytetradeca-4,6,12-trien-8,10-diyn-3-yl] 2-methylbutanoate

Details

• Internal ID: 35341327-1800-4aca-a312-b6e16ccae771
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(4E,6Z,12E)-1-acetyloxy-14-hydroxytetradeca-4,6,12-trien-8,10-diyn-3-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC(CCOC(=O)C)C=CC=CC#CC#CC=CCO
• SMILES (Isomeric): CCC(C)C(=O)OC(CCOC(=O)C)/C=C/C=C\C#CC#C/C=C/CO
• InChI: InChI=1S/C21H26O5/c1-4-18(2)21(24)26-20(15-17-25-19(3)23)14-12-10-8-6-5-7-9-11-13-16-22/h8,10-14,18,20,22H,4,15-17H2,1-3H3/b10-8-,13-11+,14-12+
• InChI Key: WJQQGLCBGRPHBP-SWYKBQEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.6257	62.57%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6990	69.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7534	75.34%
P-glycoprotein inhibitior	-	0.5763	57.63%
P-glycoprotein substrate	-	0.7468	74.68%
CYP3A4 substrate	+	0.5843	58.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8746	87.46%
CYP2C19 inhibition	-	0.7991	79.91%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.7830	78.30%
CYP2C8 inhibition	-	0.8115	81.15%
CYP inhibitory promiscuity	-	0.8621	86.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6423	64.23%
Carcinogenicity (trinary)	Non-required	0.6620	66.20%
Eye corrosion	-	0.7894	78.94%
Eye irritation	-	0.9478	94.78%
Skin irritation	-	0.6385	63.85%
Skin corrosion	-	0.8868	88.68%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8223	82.23%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5086	50.86%
skin sensitisation	-	0.8205	82.05%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.7463	74.63%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	+	0.6031	60.31%
Thyroid receptor binding	-	0.5326	53.26%
Glucocorticoid receptor binding	+	0.6921	69.21%
Aromatase binding	+	0.6079	60.79%
PPAR gamma	-	0.5190	51.90%
Honey bee toxicity	-	0.7530	75.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7848	78.48%

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	95.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.69%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.48%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.42%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.59%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.57%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.67%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.63%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.52%	96.61%

Plants that contains it

• Atractylodes macrocephala

Cross-Links

• PubChem: 5319530
• NPASS: NPC170747