Lutein dimyristate

Details

• Internal ID: 69153e1e-53b9-4594-ba98-bf4110fc4194
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: [(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1R,4R)-2,6,6-trimethyl-4-tetradecanoyloxycyclohex-2-en-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-3-en-1-yl] tetradecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)OC1CC(=C(C(C1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CC(CC2(C)C)OC(=O)CCCCCCCCCCCCC)C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)O[C@@H]1CC(=C(C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]2C(=C[C@@H](CC2(C)C)OC(=O)CCCCCCCCCCCCC)C)/C)/C)C
• InChI: InChI=1S/C68H108O4/c1-13-15-17-19-21-23-25-27-29-31-33-45-65(69)71-61-51-59(7)63(67(9,10)53-61)49-47-57(5)43-37-41-55(3)39-35-36-40-56(4)42-38-44-58(6)48-50-64-60(8)52-62(54-68(64,11)12)72-66(70)46-34-32-30-28-26-24-22-20-18-16-14-2/h35-44,47-51,61-63H,13-34,45-46,52-54H2,1-12H3/b36-35+,41-37+,42-38+,49-47+,50-48+,55-39+,56-40+,57-43+,58-44+/t61-,62+,63-/m0/s1
• InChI Key: ZTJVXDHNXWQBFR-GQIBHBSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₁₀₈O₄
• Molecular Weight: 989.60 g/mol
• Exact Mass: 988.82476192 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 24.60
• Atomic LogP (AlogP): 20.91
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	-	0.8404	84.04%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.7817	78.17%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.7802	78.02%
P-glycoprotein substrate	+	0.6798	67.98%
CYP3A4 substrate	+	0.7018	70.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8936	89.36%
CYP3A4 inhibition	-	0.6440	64.40%
CYP2C9 inhibition	-	0.8112	81.12%
CYP2C19 inhibition	-	0.6471	64.71%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.9501	95.01%
CYP2C8 inhibition	+	0.7303	73.03%
CYP inhibitory promiscuity	-	0.6900	69.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8166	81.66%
Carcinogenicity (trinary)	Non-required	0.6129	61.29%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.6486	64.86%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8463	84.63%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5813	58.13%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.7836	78.36%
Acute Oral Toxicity (c)	III	0.7805	78.05%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	+	0.7724	77.24%
Aromatase binding	+	0.5356	53.56%
PPAR gamma	+	0.7635	76.35%
Honey bee toxicity	-	0.8084	80.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7563	75.63%
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	98.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.89%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.41%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.40%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	90.32%	89.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.57%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	89.55%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.13%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.51%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.23%	92.94%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.11%	85.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.96%	97.21%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.94%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.98%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.82%	89.00%
CHEMBL1870	P28702	Retinoid X receptor beta	83.64%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.00%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.01%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.48%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.11%	95.89%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.08%	91.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.04%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.29%	99.23%

Plants that contains it

• Arnica montana
• Solanum tuberosum
• Tagetes erecta

Cross-Links

• PubChem: 11263184
• LOTUS: LTS0247324
• wikiData: Q104393650