Cholesteryl myristate

Details

• Internal ID: 4816c314-487b-467a-b4e2-e47cfcd7ef81
• 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] tetradecanoate
• InChI: InChI=1S/C41H72O2/c1-7-8-9-10-11-12-13-14-15-16-17-21-39(42)43-34-26-28-40(5)33(30-34)22-23-35-37-25-24-36(32(4)20-18-19-31(2)3)41(37,6)29-27-38(35)40/h22,31-32,34-38H,7-21,23-30H2,1-6H3/t32-,34+,35+,36-,37+,38+,40+,41-/m1/s1
• InChI Key: SJDMTGSQPOFVLR-ZPQCIJQQSA-N
• Popularity: 44 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₂O₂
• Molecular Weight: 597.00 g/mol
• Exact Mass: 596.55323154 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 15.40
• Atomic LogP (AlogP): 12.64
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 18

Synonyms

• 1989-52-2
• Cholestryl myristate
• Cholesteryl tetradecanoate
• Cholesterol, myristate
• CHEBI:84304
• [(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] tetradecanoate
• ((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) tetradecanoate
• RefChem:576069
• 217-867-8
• Cholesterol Myristate
• Cholest-5-en-3-ol (3beta)-, 3-tetradecanoate
• CE(14:0)
• Cholest-5-en-3beta-yl myristate
• 1-myristoyl-cholesterol
• 14:0 Cholesteryl ester
• cholest-5-en-3beta-yl tetradecanoate
• MFCD00014256
• Cholesterol Ester(14:0)
• Myristic Acid Cholesterol Ester
• cholesterol 1-tetradecanoic acid
• Cholesterol Ester(14:0/0:0)
• CE(14:0/0:0)
• C41H72O2
• 5-Cholesten-3beta-ol Palmitate; Cholest-5-en-3beta-ol Palmitate; Cholesterol Tetradecanoate; Cholesteryl Tetradecanoate; NSC 226867;
• EINECS 217-867-8
• NSC 226867
• Cholesteryl myristate;Cholesteryl tetradecanoate
• Cholestryl myristic acid
• cholesterol 1-myristoate
• cholesteryl 1-myristoate
• 14:0 Cholesterol ester
• cholesterol 1-tetradecanoate
• cholesteryl 1-tetradecanoate
• cholesterol 1-myristoic acid
• cholesteryl 1-myristoic acid
• Cholesteryl tetradecanoic acid
• SCHEMBL161746
• orb1299274
• cholesteryl 1-tetradecanoic acid
• Cholest-5-en-3-yl myristate #
• 5-Cholesten-3.beta.-ol myristate
• HY-N2338
• LMST01020004
• MSK176864
• AKOS025285999
• CS-6327
• FC61972
• [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] tetradecanoate
• AS-64976
• BP-29630
• cholest-5-en-3beta-yl tetradecanoic acid
• SY059903
• (3beta)-cholest-5-en-3-yl tetradecanoate
• Cholest-5-en-3-ol (3beta)-tetradecanoate
• C0675
• NS00045437
• Cholest-5-en-3-ol (3|A)-, 3-tetradecanoate
• Cholest-5-en-3-ol (3beta)-tetradecanoic acid
• D95276
• 989C522
• Q27157667

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7756	77.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5605	56.05%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.7218	72.18%
P-glycoprotein substrate	+	0.7302	73.02%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
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	+	0.5596	55.96%
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	-	0.8696	86.96%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5771	57.71%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5637	56.37%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8261	82.61%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7756	77.56%
Androgen receptor binding	+	0.7018	70.18%
Thyroid receptor binding	-	0.6373	63.73%
Glucocorticoid receptor binding	+	0.5544	55.44%
Aromatase binding	-	0.5292	52.92%
PPAR gamma	+	0.5543	55.43%
Honey bee toxicity	-	0.8572	85.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7338	73.38%
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	99.18%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.27%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.07%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.28%	94.45%
CHEMBL240	Q12809	HERG	96.15%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.93%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.15%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.58%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	92.48%	97.79%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.60%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.59%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	91.53%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	90.75%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.55%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.49%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.17%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.08%	92.86%
CHEMBL1907	P15144	Aminopeptidase N	88.05%	93.31%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.87%	85.94%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.12%	85.31%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.00%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	84.74%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.98%	97.50%
CHEMBL1871	P10275	Androgen Receptor	83.56%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.74%	91.81%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL3921	Q9Y251	Heparanase	81.41%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	81.08%	89.63%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.87%	89.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.07%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	80.01%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 99486
• LOTUS: LTS0217843
• wikiData: Q27157667