[3-hydroxy-3-methyl-2-[5-(3-methylbut-2-enyl)-1H-indol-3-yl]butyl] octadeca-9,12-dienoate

Details

• Internal ID: 81688836-924b-415c-afa9-2ab3981ae71a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: [3-hydroxy-3-methyl-2-[5-(3-methylbut-2-enyl)-1H-indol-3-yl]butyl] octadeca-9,12-dienoate
• InChI: InChI=1S/C36H55NO3/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-35(38)40-28-33(36(4,5)39)32-27-37-34-25-24-30(26-31(32)34)23-22-29(2)3/h10-11,13-14,22,24-27,33,37,39H,6-9,12,15-21,23,28H2,1-5H3
• InChI Key: OPILOFNLXORAKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₅NO₃
• Molecular Weight: 549.80 g/mol
• Exact Mass: 549.41819462 g/mol
• Topological Polar Surface Area (TPSA): 62.30 Ų
• XlogP: 10.60
• Atomic LogP (AlogP): 9.89
• H-Bond Acceptor: 3
• 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	+	0.9972	99.72%
Caco-2	-	0.7444	74.44%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6296	62.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7817	78.17%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9930	99.30%
P-glycoprotein inhibitior	+	0.7826	78.26%
P-glycoprotein substrate	+	0.6679	66.79%
CYP3A4 substrate	+	0.6477	64.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	+	0.5320	53.20%
CYP2C9 inhibition	+	0.5714	57.14%
CYP2C19 inhibition	-	0.5195	51.95%
CYP2D6 inhibition	-	0.8487	84.87%
CYP1A2 inhibition	+	0.6074	60.74%
CYP2C8 inhibition	+	0.6350	63.50%
CYP inhibitory promiscuity	+	0.8872	88.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9357	93.57%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7346	73.46%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7980	79.80%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9395	93.95%
Acute Oral Toxicity (c)	III	0.5457	54.57%
Estrogen receptor binding	+	0.6850	68.50%
Androgen receptor binding	+	0.5928	59.28%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	+	0.6505	65.05%
Aromatase binding	-	0.5187	51.87%
PPAR gamma	+	0.6130	61.30%
Honey bee toxicity	-	0.8328	83.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7778	77.78%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.22%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	99.04%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.94%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.76%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.23%	97.29%
CHEMBL2535	P11166	Glucose transporter	91.76%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	89.54%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.47%	96.95%
CHEMBL2996	Q05655	Protein kinase C delta	89.05%	97.79%
CHEMBL1781	P11387	DNA topoisomerase I	88.93%	97.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.43%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.59%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	87.19%	91.49%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.90%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.60%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.53%	92.68%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.30%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.85%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	83.77%	90.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.19%	92.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.03%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.04%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.12%	94.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.10%	91.81%

Plants that contains it

• Hexalobus crispiflorus

Cross-Links

• PubChem: 162853763
• LOTUS: LTS0205535
• wikiData: Q105196326