Liliaxanthin

Details

• Internal ID: 6b575af8-3f4e-4ae3-b427-4ecee71d30a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(3R,4S)-3,4-dihydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
• InChI: InChI=1S/C40H56O4/c1-28(17-13-19-30(3)21-23-34-32(5)37(44)35(42)27-38(34,6)7)15-11-12-16-29(2)18-14-20-31(4)22-24-36(43)40(10)26-33(41)25-39(40,8)9/h11-24,33,35,37,41-42,44H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t33-,35-,37+,40-/m0/s1
• InChI Key: CLUNNEXDLNOYRX-DVURGGGQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₄
• Molecular Weight: 600.90 g/mol
• Exact Mass: 600.41786026 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 8.78
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

• Q63392359

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	-	0.8096	80.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7979	79.79%
OATP2B1 inhibitior	+	0.5723	57.23%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9955	99.55%
P-glycoprotein inhibitior	+	0.7712	77.12%
P-glycoprotein substrate	-	0.5882	58.82%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8525	85.25%
CYP3A4 inhibition	-	0.8113	81.13%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.9005	90.05%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9065	90.65%
CYP2C8 inhibition	-	0.7141	71.41%
CYP inhibitory promiscuity	-	0.9400	94.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.5119	51.19%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.5179	51.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.7158	71.58%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6283	62.83%
skin sensitisation	+	0.5996	59.96%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6009	60.09%
Acute Oral Toxicity (c)	III	0.5494	54.94%
Estrogen receptor binding	+	0.8080	80.80%
Androgen receptor binding	+	0.7125	71.25%
Thyroid receptor binding	+	0.7105	71.05%
Glucocorticoid receptor binding	+	0.8015	80.15%
Aromatase binding	-	0.5077	50.77%
PPAR gamma	+	0.7086	70.86%
Honey bee toxicity	-	0.7922	79.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9783	97.83%

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	94.19%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.75%	95.50%
CHEMBL2581	P07339	Cathepsin D	87.43%	98.95%
CHEMBL1870	P28702	Retinoid X receptor beta	85.66%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.10%	91.11%
CHEMBL2004	P48443	Retinoid X receptor gamma	83.52%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.21%	89.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	82.11%	91.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.84%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.72%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.69%	100.00%

Plants that contains it

• Lilium lancifolium

Cross-Links

• PubChem: 134724340
• LOTUS: LTS0173045
• wikiData: Q63392359