[4-[(1E,3Z,5Z,7E,9E,11E,13Z,15Z,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] hexadecanoate

Details

• Internal ID: 69c0b917-8fa9-472d-b9d9-7e90d3506923
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: [4-[(1E,3Z,5Z,7E,9E,11E,13Z,15Z,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=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)O)C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC1CC(=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/C2C(=CC(CC2(C)C)O)C)/C)/C)C
• InChI: InChI=1S/C56H86O3/c1-12-13-14-15-16-17-18-19-20-21-22-23-24-35-54(58)59-51-41-49(7)53(56(10,11)43-51)39-37-47(5)34-28-32-45(3)30-26-25-29-44(2)31-27-33-46(4)36-38-52-48(6)40-50(57)42-55(52,8)9/h25-34,36-40,50-52,57H,12-24,35,41-43H2,1-11H3/b26-25+,31-27-,32-28-,38-36+,39-37+,44-29+,45-30+,46-33-,47-34-
• InChI Key: MLNBLHZHPFTDGG-STIMEWSDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₆O₃
• Molecular Weight: 807.30 g/mol
• Exact Mass: 806.65769660 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 18.90
• Atomic LogP (AlogP): 16.44
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8314	83.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	+	0.5711	57.11%
OATP1B1 inhibitior	+	0.7807	78.07%
OATP1B3 inhibitior	+	0.9789	97.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.7831	78.31%
P-glycoprotein substrate	+	0.6451	64.51%
CYP3A4 substrate	+	0.7033	70.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.7242	72.42%
CYP2C9 inhibition	-	0.7898	78.98%
CYP2C19 inhibition	-	0.7304	73.04%
CYP2D6 inhibition	-	0.9091	90.91%
CYP1A2 inhibition	-	0.9612	96.12%
CYP2C8 inhibition	+	0.6967	69.67%
CYP inhibitory promiscuity	-	0.8077	80.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.5339	53.39%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8776	87.76%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.6343	63.43%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6852	68.52%
Acute Oral Toxicity (c)	III	0.7493	74.93%
Estrogen receptor binding	+	0.8595	85.95%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	+	0.6265	62.65%
Glucocorticoid receptor binding	+	0.7968	79.68%
Aromatase binding	-	0.5122	51.22%
PPAR gamma	+	0.7533	75.33%
Honey bee toxicity	-	0.7882	78.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8063	80.63%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.21%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.87%	91.71%
CHEMBL2996	Q05655	Protein kinase C delta	92.29%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.32%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.45%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.94%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.15%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.67%	97.21%
CHEMBL230	P35354	Cyclooxygenase-2	86.63%	89.63%
CHEMBL299	P17252	Protein kinase C alpha	86.11%	98.03%
CHEMBL1870	P28702	Retinoid X receptor beta	85.52%	95.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.47%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.24%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.31%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.25%	85.30%
CHEMBL2061	P19793	Retinoid X receptor alpha	82.05%	91.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.78%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.95%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.93%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.63%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.62%	85.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.26%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.13%	93.56%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 5319113
• NPASS: NPC300606