(E,2R,15R)-N-[(2S,3R,4E,8E,10E)-1,3-dihydroxyoctadeca-4,8,10-trien-2-yl]-2-hydroxy-15-methyloctadec-3-enamide

Details

• Internal ID: 04a072aa-5cf9-4d30-a82d-b8f23e82599e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (E,2R,15R)-N-[(2S,3R,4E,8E,10E)-1,3-dihydroxyoctadeca-4,8,10-trien-2-yl]-2-hydroxy-15-methyloctadec-3-enamide
• InChI: InChI=1S/C37H67NO4/c1-4-6-7-8-9-10-11-12-13-17-20-23-26-30-35(40)34(32-39)38-37(42)36(41)31-27-24-21-18-15-14-16-19-22-25-29-33(3)28-5-2/h11-13,17,26-27,30-31,33-36,39-41H,4-10,14-16,18-25,28-29,32H2,1-3H3,(H,38,42)/b12-11+,17-13+,30-26+,31-27+/t33-,34+,35-,36-/m1/s1
• InChI Key: LPPMUEMMIPAVTE-NECXOEBASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₇NO₄
• Molecular Weight: 589.90 g/mol
• Exact Mass: 589.50700962 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 11.80
• Atomic LogP (AlogP): 8.89
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8946	89.46%
Caco-2	-	0.8459	84.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7322	73.22%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8291	82.91%
BSEP inhibitior	+	0.8278	82.78%
P-glycoprotein inhibitior	+	0.6534	65.34%
P-glycoprotein substrate	-	0.6084	60.84%
CYP3A4 substrate	+	0.5629	56.29%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.6350	63.50%
CYP2C9 inhibition	-	0.5180	51.80%
CYP2C19 inhibition	-	0.8309	83.09%
CYP2D6 inhibition	+	0.6328	63.28%
CYP1A2 inhibition	+	0.6656	66.56%
CYP2C8 inhibition	-	0.7886	78.86%
CYP inhibitory promiscuity	-	0.7294	72.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7047	70.47%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3834	38.34%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5529	55.29%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4612	46.12%
Acute Oral Toxicity (c)	III	0.6484	64.84%
Estrogen receptor binding	+	0.6846	68.46%
Androgen receptor binding	-	0.6062	60.62%
Thyroid receptor binding	-	0.5360	53.60%
Glucocorticoid receptor binding	+	0.6114	61.14%
Aromatase binding	-	0.5442	54.42%
PPAR gamma	-	0.4884	48.84%
Honey bee toxicity	-	0.9508	95.08%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5771	57.71%
Fish aquatic toxicity	+	0.6826	68.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.85%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.63%	89.63%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.82%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.26%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.16%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.83%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.93%	89.34%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.84%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.37%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.98%	91.81%
CHEMBL221	P23219	Cyclooxygenase-1	89.82%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.79%	100.00%
CHEMBL2885	P07451	Carbonic anhydrase III	88.68%	87.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.34%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.20%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.20%	96.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.49%	85.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.48%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.20%	91.24%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.17%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.36%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.30%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.50%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.39%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.33%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	83.84%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	83.41%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.22%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.97%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	82.70%	98.03%
CHEMBL2514	O95665	Neurotensin receptor 2	81.41%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.19%	82.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.92%	96.90%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.69%	91.11%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.23%	89.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162912006
• LOTUS: LTS0062405
• wikiData: Q105155315