Leukotriene F4

Details

• Internal ID: 293ecb8a-edbf-427a-b790-151b083b1579
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Leukotrienes
• IUPAC Name: (5S,6R,7E,9E,11Z,14Z)-6-[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-2-carboxyethyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid
• InChI: InChI=1S/C28H44N2O8S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-24(23(31)15-14-17-26(33)34)39-20-22(28(37)38)30-25(32)19-18-21(29)27(35)36/h6-7,9-13,16,21-24,31H,2-5,8,14-15,17-20,29H2,1H3,(H,30,32)(H,33,34)(H,35,36)(H,37,38)/b7-6-,10-9-,12-11+,16-13+/t21-,22-,23-,24+/m0/s1
• InChI Key: PYSODLWHFWCFLV-VJBFNVCUSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄N₂O₈S
• Molecular Weight: 568.70 g/mol
• Exact Mass: 568.28183754 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 23

Synonyms

• LTF4
• 83851-42-7
• 5S-hydroxy-6R-(S-glutamylcysteinyl)-7E,9E,11Z,14Z-eicosatetraenoic acid
• Leukotriene F-4
• LEUKOTRIENEF4
• CHEBI:27491
• 5(S)-Hydroxy-6(R)-S-gamma-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoic acid
• DTXSID901317172
• LMFA03020009
• AKOS040756243
• HY-130440
• CS-0107939
• C06462
• Q27103162
• 5S-hydroxy-6R-(S-glutamylcysteinyl)-7E,9E,11Z,14Z-eicosatetraenoate
• L-gamma-glutamyl-S-[(4S,5R,6E,8E,10Z,13Z)-1-carboxy-4-hydroxynonadeca-6,8,10,13-tetraen-5-yl]-L-cysteine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7817	78.17%
Caco-2	-	0.8979	89.79%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7708	77.08%
OATP2B1 inhibitior	-	0.5801	58.01%
OATP1B1 inhibitior	+	0.6848	68.48%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8943	89.43%
P-glycoprotein inhibitior	+	0.6526	65.26%
P-glycoprotein substrate	-	0.8122	81.22%
CYP3A4 substrate	+	0.5964	59.64%
CYP2C9 substrate	+	0.5821	58.21%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.6814	68.14%
CYP2C9 inhibition	-	0.8585	85.85%
CYP2C19 inhibition	-	0.8197	81.97%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	-	0.7298	72.98%
CYP2C8 inhibition	+	0.4723	47.23%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.8224	82.24%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4011	40.11%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.9148	91.48%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.7608	76.08%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8039	80.39%
Acute Oral Toxicity (c)	III	0.7901	79.01%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	+	0.5794	57.94%
Thyroid receptor binding	+	0.5140	51.40%
Glucocorticoid receptor binding	+	0.5915	59.15%
Aromatase binding	-	0.4844	48.44%
PPAR gamma	+	0.6417	64.17%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9461	94.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	99.45%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.33%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	97.23%	90.17%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	97.03%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	95.62%	92.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.31%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.23%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.02%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.88%	93.56%
CHEMBL1255126	O15151	Protein Mdm4	89.63%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.60%	90.71%
CHEMBL236	P41143	Delta opioid receptor	88.35%	99.35%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.08%	89.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.03%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.96%	97.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.91%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.50%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.76%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.92%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.81%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	83.59%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.55%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.30%	96.90%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.94%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.38%	94.33%
CHEMBL2514	O95665	Neurotensin receptor 2	82.35%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	81.95%	97.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.07%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.13%	93.00%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 5280938
• LOTUS: LTS0005336
• wikiData: Q27103162