5,6-Diepicapsokarpoxanthin

Details

• Internal ID: 4b755322-db4b-46ab-9a5a-331fe6f81906
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E,16E,18E)-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethyl-19-[(1S,2S,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl]nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=C(C)C=CC1(C(CC(CC1(C)O)O)(C)C)O)C=CC=C(C)C=CC(=O)C2(CC(CC2(C)C)O)C
• SMILES (Isomeric): C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@]1([C@@](C[C@H](CC1(C)C)O)(C)O)O)/C=C/C=C(\C)/C=C/C(=O)[C@@]2(C[C@H](CC2(C)C)O)C
• InChI: InChI=1S/C40H58O5/c1-29(17-13-19-31(3)21-22-35(43)38(9)27-33(41)25-36(38,5)6)15-11-12-16-30(2)18-14-20-32(4)23-24-40(45)37(7,8)26-34(42)28-39(40,10)44/h11-24,33-34,41-42,44-45H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t33-,34-,38-,39-,40-/m0/s1
• InChI Key: LYYDEPKDTUIGFR-XCFOYWHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈O₅
• Molecular Weight: 618.90 g/mol
• Exact Mass: 618.42842495 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 7.97
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	-	0.8225	82.25%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7596	75.96%
OATP2B1 inhibitior	+	0.7161	71.61%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9952	99.52%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	-	0.6978	69.78%
CYP3A4 substrate	+	0.6513	65.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.8793	87.93%
CYP2C9 inhibition	-	0.7871	78.71%
CYP2C19 inhibition	-	0.7416	74.16%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	-	0.8380	83.80%
CYP inhibitory promiscuity	-	0.9368	93.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9056	90.56%
Skin irritation	+	0.4923	49.23%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.6246	62.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6743	67.43%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5638	56.38%
skin sensitisation	-	0.5947	59.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4912	49.12%
Acute Oral Toxicity (c)	I	0.3393	33.93%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	+	0.6837	68.37%
Glucocorticoid receptor binding	+	0.7676	76.76%
Aromatase binding	+	0.5591	55.91%
PPAR gamma	+	0.7183	71.83%
Honey bee toxicity	-	0.7658	76.58%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	94.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.87%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	84.39%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.52%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.07%	89.00%
CHEMBL1870	P28702	Retinoid X receptor beta	81.88%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.43%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.66%	91.67%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 102507352
• LOTUS: LTS0272146
• wikiData: Q105159668