[(2S)-2-[5-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-1H-indol-3-yl]-3-hydroxy-3-methylbutyl] (9Z,12Z)-octadeca-9,12-dienoate

Details

• Internal ID: 4b6f27d7-314e-4984-9df1-559bf1ed3a2d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: [(2S)-2-[5-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-1H-indol-3-yl]-3-hydroxy-3-methylbutyl] (9Z,12Z)-octadeca-9,12-dienoate
• InChI: InChI=1S/C36H55NO4/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-34(38)40-27-31(35(2,3)39)30-26-37-32-23-22-28(24-29(30)32)25-33-36(4,5)41-33/h10-11,13-14,22-24,26,31,33,37,39H,6-9,12,15-21,25,27H2,1-5H3/b11-10-,14-13-/t31-,33+/m1/s1
• InChI Key: NTQKOIIVKYUAIJ-KUSDYDCVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₅NO₄
• Molecular Weight: 565.80 g/mol
• Exact Mass: 565.41310924 g/mol
• Topological Polar Surface Area (TPSA): 74.90 Ų
• XlogP: 9.30
• Atomic LogP (AlogP): 9.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.7500	75.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6124	61.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7655	76.55%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9885	98.85%
P-glycoprotein inhibitior	+	0.7694	76.94%
P-glycoprotein substrate	+	0.6829	68.29%
CYP3A4 substrate	+	0.6851	68.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	+	0.6291	62.91%
CYP2C9 inhibition	-	0.5912	59.12%
CYP2C19 inhibition	-	0.6251	62.51%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.5663	56.63%
CYP2C8 inhibition	+	0.7441	74.41%
CYP inhibitory promiscuity	+	0.7365	73.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5872	58.72%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6884	68.84%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8326	83.26%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9570	95.70%
Acute Oral Toxicity (c)	III	0.5798	57.98%
Estrogen receptor binding	+	0.7273	72.73%
Androgen receptor binding	+	0.6913	69.13%
Thyroid receptor binding	-	0.5218	52.18%
Glucocorticoid receptor binding	+	0.6450	64.50%
Aromatase binding	+	0.5228	52.28%
PPAR gamma	+	0.5639	56.39%
Honey bee toxicity	-	0.8054	80.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7978	79.78%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.44%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.84%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.35%	92.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	95.07%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.34%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.41%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.10%	85.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.94%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	90.63%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.52%	95.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.22%	97.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.02%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.25%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.12%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.94%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.90%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.85%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.64%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.85%	94.62%
CHEMBL2535	P11166	Glucose transporter	86.80%	98.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.42%	92.86%
CHEMBL1781	P11387	DNA topoisomerase I	85.05%	97.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.71%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.18%	93.56%
CHEMBL2039	P27338	Monoamine oxidase B	82.94%	92.51%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.30%	83.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.87%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.78%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	80.43%	89.63%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.29%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	80.09%	90.17%

Plants that contains it

• Hexalobus crispiflorus

Cross-Links

• PubChem: 162883088
• LOTUS: LTS0029677
• wikiData: Q105185583