[(2S)-3-hydroxy-3-methyl-2-[5-(3-methylbut-2-enyl)-1H-indol-3-yl]butyl] hexadecanoate

Details

• Internal ID: 647a2346-e166-42af-8a65-770d93721862
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: [(2S)-3-hydroxy-3-methyl-2-[5-(3-methylbut-2-enyl)-1H-indol-3-yl]butyl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC(C1=CNC2=C1C=C(C=C2)CC=C(C)C)C(C)(C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@H](C1=CNC2=C1C=C(C=C2)CC=C(C)C)C(C)(C)O
• InChI: InChI=1S/C34H55NO3/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-33(36)38-26-31(34(4,5)37)30-25-35-32-23-22-28(24-29(30)32)21-20-27(2)3/h20,22-25,31,35,37H,6-19,21,26H2,1-5H3/t31-/m1/s1
• InChI Key: HXFWYUHXECJSGF-WJOKGBTCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₅NO₃
• Molecular Weight: 525.80 g/mol
• Exact Mass: 525.41819462 g/mol
• Topological Polar Surface Area (TPSA): 62.30 Ų
• XlogP: 11.20
• Atomic LogP (AlogP): 9.56
• 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	-	0.7020	70.20%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6296	62.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9869	98.69%
P-glycoprotein inhibitior	+	0.7006	70.06%
P-glycoprotein substrate	+	0.6528	65.28%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	-	0.8323	83.23%
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	+	0.5200	52.00%
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	-	0.9219	92.19%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8202	82.02%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.7980	79.80%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9180	91.80%
Acute Oral Toxicity (c)	III	0.5457	54.57%
Estrogen receptor binding	+	0.6357	63.57%
Androgen receptor binding	+	0.5418	54.18%
Thyroid receptor binding	-	0.5244	52.44%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	+	0.5421	54.21%
PPAR gamma	+	0.5580	55.80%
Honey bee toxicity	-	0.8331	83.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7408	74.08%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.85%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	98.53%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.67%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.04%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.89%	97.29%
CHEMBL2996	Q05655	Protein kinase C delta	92.41%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	91.51%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	91.14%	94.73%
CHEMBL2535	P11166	Glucose transporter	89.68%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.25%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.76%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.68%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.97%	97.25%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.62%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.88%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.82%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.72%	92.86%
CHEMBL340	P08684	Cytochrome P450 3A4	83.11%	91.19%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.75%	92.29%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.20%	83.10%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.13%	97.21%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.16%	93.03%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.80%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%

Plants that contains it

• Hexalobus crispiflorus

Cross-Links

• PubChem: 162862194
• LOTUS: LTS0009289
• wikiData: Q105034971