15-Oxo-ETE

Details

• Internal ID: 39f4521b-7bab-46a3-9d4a-4f6f55dd0b48
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid
• SMILES (Canonical): CCCCCC(=O)C=CC=CCC=CCC=CCCCC(=O)O
• SMILES (Isomeric): CCCCCC(=O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O
• InChI: InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+
• InChI Key: YGJTUEISKATQSM-USWFWKISSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

• 15-Oxo-ETE
• (5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid
• 81416-72-0
• 15-Kete
• 15-Keto-5,8,11,13-eicosatetraenoic acid
• 15-oxo-5Z,8Z,11Z,13E-eicosatetraenoic acid
• 15-ketoeicosatetraenoic acid
• CHEMBL418941
• CHEBI:15559
• 15-Oxo-5,8,11-cis-13-trans-eicosatetraenoate
• 15-Oxo-5,8,11-cis-13-trans-icosatetraenoate
• 5,8,11,13-Eicosatetraenoic acid, 15-oxo-, (E,Z,Z,Z)-
• 15-Kete(15-oxo-ete)
• C04577
• 15-Ketoicosatetraenoic acid
• BSPBio_001363
• SCHEMBL144747
• BML1-E01
• YGJTUEISKATQSM-USWFWKISSA-N
• HMS1361E05
• HMS1791E05
• HMS1989E05
• HMS3402E05
• BDBM50025735
• LMFA03060051
• AKOS040754945
• IDI1_033833
• NCGC00161270-01
• NCGC00161270-02
• NCGC00161270-03
• 15-oxo-5Z,8Z,11Z,13E-eicosatetraenoate
• SR-01000946931
• 15-Oxo-5,8,11-cis-13-trans-eicosatetraenoic acid
• 15-Oxo-5,8,11-cis-13-trans-icosatetraenoic acid
• SR-01000946931-1
• Q50318261
• 15-Oxo-5(Z),8(Z),11(Z),13(E)-eicosatetraenoic acid
• (5Z,8Z,11Z,13E)-15-ketoeicosa-5,8,11,13-tetraenoic acid
• (5Z,8Z,11Z,13E)-15-oxo-5,8,11,13-eicosatetraenoic acid
• (5Z,8Z,11Z,13E)-15-oxoeicosa-5,8,11,13-tetraenoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.5646	56.46%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7201	72.01%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	-	0.5395	53.95%
OATP1B3 inhibitior	+	0.8253	82.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6890	68.90%
P-glycoprotein inhibitior	-	0.6683	66.83%
P-glycoprotein substrate	-	0.8880	88.80%
CYP3A4 substrate	-	0.5600	56.00%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.9025	90.25%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.9408	94.08%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	+	0.6073	60.73%
CYP2C8 inhibition	-	0.7614	76.14%
CYP inhibitory promiscuity	-	0.9519	95.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7835	78.35%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	+	0.6925	69.25%
Eye irritation	-	0.4852	48.52%
Skin irritation	+	0.7030	70.30%
Skin corrosion	-	0.5997	59.97%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5129	51.29%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.5359	53.59%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.8522	85.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7118	71.18%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.7435	74.35%
Androgen receptor binding	-	0.7509	75.09%
Thyroid receptor binding	+	0.5336	53.36%
Glucocorticoid receptor binding	+	0.5879	58.79%
Aromatase binding	-	0.5279	52.79%
PPAR gamma	+	0.7743	77.43%
Honey bee toxicity	-	0.9873	98.73%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9708	97.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.77%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.59%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.21%	92.08%
CHEMBL1781	P11387	DNA topoisomerase I	90.23%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.81%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.15%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.22%	90.17%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.99%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.60%	91.11%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 5280701
• LOTUS: LTS0224819
• wikiData: Q50318261