Cholesteryl octadec-9-enoate

Details

• Internal ID: b3651fa9-f554-47a3-a26e-bc423ceaf9f9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters > Cholesteryl esters
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadec-9-enoate
• InChI: InChI=1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
• InChI Key: RJECHNNFRHZQKU-XNTGVSEISA-N
• Popularity: 119 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₈O₂
• Molecular Weight: 651.10 g/mol
• Exact Mass: 650.60018173 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 16.60
• Atomic LogP (AlogP): 13.98
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 21

Synonyms

• cholesteryl octadec-9-enoate
• 5-cholesten-3beta-yl 9-octadecenoate
• Q27120720
• (3S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl oleate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8050	80.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5609	56.09%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9709	97.09%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.7233	72.33%
CYP3A4 substrate	+	0.7449	74.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.6342	63.42%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8845	88.45%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5336	53.36%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5720	57.20%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8922	89.22%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7957	79.57%
Androgen receptor binding	+	0.7077	70.77%
Thyroid receptor binding	-	0.6130	61.30%
Glucocorticoid receptor binding	+	0.6022	60.22%
Aromatase binding	-	0.5246	52.46%
PPAR gamma	+	0.5927	59.27%
Honey bee toxicity	-	0.8358	83.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7978	79.78%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.28%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.91%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.86%	94.45%
CHEMBL240	Q12809	HERG	96.89%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.87%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.87%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.58%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.39%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.14%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	91.22%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.58%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.38%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.07%	92.86%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.81%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.80%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	88.79%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.08%	85.31%
CHEMBL1907	P15144	Aminopeptidase N	88.05%	93.31%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.87%	85.94%
CHEMBL230	P35354	Cyclooxygenase-2	87.56%	89.63%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.15%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	86.70%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.39%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.07%	96.47%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.34%	97.50%
CHEMBL236	P41143	Delta opioid receptor	83.43%	99.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.38%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.18%	86.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.93%	91.81%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.94%	95.56%
CHEMBL1871	P10275	Androgen Receptor	81.77%	96.43%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.74%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.34%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.20%	91.19%
CHEMBL325	Q13547	Histone deacetylase 1	80.90%	95.92%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.76%	95.71%
CHEMBL3921	Q9Y251	Heparanase	80.34%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.30%	96.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.07%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 644119
• LOTUS: LTS0139181
• wikiData: Q27120720