[(2R)-3-hydroxy-3-methyl-2-[6-(3-methylbut-2-enyl)-1H-indol-3-yl]butyl] (Z)-octadec-9-enoate

Details

• Internal ID: 6f3e7a50-d5d5-4029-a345-6b54296ebea3
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: [(2R)-3-hydroxy-3-methyl-2-[6-(3-methylbut-2-enyl)-1H-indol-3-yl]butyl] (Z)-octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OCC(C1=CNC2=C1C=CC(=C2)CC=C(C)C)C(C)(C)O
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](C1=CNC2=C1C=CC(=C2)CC=C(C)C)C(C)(C)O
• InChI: InChI=1S/C36H57NO3/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)32-27-37-34-26-30(23-22-29(2)3)24-25-31(32)34/h13-14,22,24-27,33,37,39H,6-12,15-21,23,28H2,1-5H3/b14-13-/t33-/m0/s1
• InChI Key: BIOWYXSQPYZCCF-AIZOVOQSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₇NO₃
• Molecular Weight: 551.80 g/mol
• Exact Mass: 551.43384468 g/mol
• Topological Polar Surface Area (TPSA): 62.30 Ų
• XlogP: 11.30
• Atomic LogP (AlogP): 10.11
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 21

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	-	0.7365	73.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6296	62.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8279	82.79%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9905	99.05%
P-glycoprotein inhibitior	+	0.7381	73.81%
P-glycoprotein substrate	+	0.6724	67.24%
CYP3A4 substrate	+	0.6309	63.09%
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	+	0.6180	61.80%
CYP inhibitory promiscuity	+	0.8872	88.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9189	91.89%
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	+	0.6540	65.40%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6750	67.50%
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	-	0.9424	94.24%
Acute Oral Toxicity (c)	III	0.5457	54.57%
Estrogen receptor binding	+	0.7011	70.11%
Androgen receptor binding	+	0.6154	61.54%
Thyroid receptor binding	-	0.5590	55.90%
Glucocorticoid receptor binding	+	0.7408	74.08%
Aromatase binding	+	0.5576	55.76%
PPAR gamma	+	0.5425	54.25%
Honey bee toxicity	-	0.8223	82.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7978	79.78%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.57%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	99.23%	92.08%
CHEMBL2581	P07339	Cathepsin D	99.10%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	99.02%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.20%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.09%	97.29%
CHEMBL1951	P21397	Monoamine oxidase A	93.27%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.47%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	90.68%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.32%	97.21%
CHEMBL1781	P11387	DNA topoisomerase I	89.14%	97.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.84%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.71%	96.90%
CHEMBL2535	P11166	Glucose transporter	87.93%	98.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.96%	92.86%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.45%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.82%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.58%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.10%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.98%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.69%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	82.48%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.87%	93.03%

Plants that contains it

• Hexalobus crispiflorus
• Isolona congolana

Cross-Links

• PubChem: 162999206
• LOTUS: LTS0029175
• wikiData: Q104936661