1-(4-Hydroxy-1,2,2-trimethylcyclopentyl)-19-(4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

Details

• Internal ID: e8c87364-627b-4c05-a537-34d853c1135b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: 1-(4-hydroxy-1,2,2-trimethylcyclopentyl)-19-(4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=C(C)C=CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=CC(=O)C3(CC(CC3(C)C)O)C
• SMILES (Isomeric): CC(=CC=CC=C(C)C=CC=C(C)C=CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=CC(=O)C3(CC(CC3(C)C)O)C
• InChI: InChI=1S/C40H56O4/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)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3
• InChI Key: QAILMWKAKHIIHL-UHFFFAOYSA-N
• Popularity: 0 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): 70.10 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 9.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.8075	80.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5469	54.69%
OATP2B1 inhibitior	+	0.5724	57.24%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9946	99.46%
P-glycoprotein inhibitior	+	0.7682	76.82%
P-glycoprotein substrate	-	0.7408	74.08%
CYP3A4 substrate	+	0.6547	65.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.8304	83.04%
CYP2C9 inhibition	-	0.8003	80.03%
CYP2C19 inhibition	-	0.7825	78.25%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.7542	75.42%
CYP2C8 inhibition	-	0.7784	77.84%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.5110	51.10%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6966	69.66%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6796	67.96%
skin sensitisation	-	0.5777	57.77%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6651	66.51%
Acute Oral Toxicity (c)	II	0.3059	30.59%
Estrogen receptor binding	+	0.8321	83.21%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	+	0.7187	71.87%
Glucocorticoid receptor binding	+	0.8027	80.27%
Aromatase binding	+	0.5811	58.11%
PPAR gamma	+	0.7309	73.09%
Honey bee toxicity	-	0.7803	78.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9758	97.58%

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	95.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.67%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.31%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	82.26%	95.38%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.83%	91.67%
CHEMBL1870	P28702	Retinoid X receptor beta	81.47%	95.00%

Plants that contains it

• Asparagus falcatus
• Capsicum annuum

Cross-Links

• PubChem: 73114088
• LOTUS: LTS0129690
• wikiData: Q105217429