ethyl (4S,5S,6E,8Z)-4-[(E)-but-1-enyl]-5-hydroxypentadeca-6,8-dienoate

Details

• Internal ID: 6e5bd406-d2a5-4991-84f1-23aa026bab6d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: ethyl (4S,5S,6E,8Z)-4-[(E)-but-1-enyl]-5-hydroxypentadeca-6,8-dienoate
• SMILES (Canonical): CCCCCCC=CC=CC(C(CCC(=O)OCC)C=CCC)O
• SMILES (Isomeric): CCCCCC/C=C\C=C\[C@@H]([C@@H](CCC(=O)OCC)/C=C/CC)O
• InChI: InChI=1S/C21H36O3/c1-4-7-9-10-11-12-13-14-16-20(22)19(15-8-5-2)17-18-21(23)24-6-3/h8,12-16,19-20,22H,4-7,9-11,17-18H2,1-3H3/b13-12-,15-8+,16-14+/t19-,20+/m1/s1
• InChI Key: XMJGPUPIBKGHMF-LRIBBSJFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₃
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.36
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6845	68.45%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7247	72.47%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	+	0.9052	90.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8349	83.49%
P-glycoprotein inhibitior	-	0.4831	48.31%
P-glycoprotein substrate	-	0.8230	82.30%
CYP3A4 substrate	+	0.5985	59.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8128	81.28%
CYP2C9 inhibition	-	0.8386	83.86%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.5077	50.77%
CYP2C8 inhibition	-	0.7011	70.11%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7423	74.23%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.6424	64.24%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9850	98.50%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7201	72.01%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.7331	73.31%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.8778	87.78%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5148	51.48%
Acute Oral Toxicity (c)	III	0.6832	68.32%
Estrogen receptor binding	-	0.5951	59.51%
Androgen receptor binding	-	0.7447	74.47%
Thyroid receptor binding	+	0.5210	52.10%
Glucocorticoid receptor binding	-	0.4822	48.22%
Aromatase binding	-	0.7760	77.60%
PPAR gamma	-	0.7140	71.40%
Honey bee toxicity	-	0.8621	86.21%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6753	67.53%
Fish aquatic toxicity	+	0.9692	96.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	99.05%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.35%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.88%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.61%	92.08%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.71%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.51%	85.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.34%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.15%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.82%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.61%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.22%	91.81%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.96%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	87.34%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.21%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.70%	92.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.50%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.29%	94.33%
CHEMBL236	P41143	Delta opioid receptor	84.16%	99.35%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL299	P17252	Protein kinase C alpha	81.61%	98.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.50%	96.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.37%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.37%	82.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.67%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	80.60%	91.19%

Plants that contains it

• Senna obtusifolia

Cross-Links

• PubChem: 163005657
• LOTUS: LTS0061933
• wikiData: Q105331149