10'-Apozeaxanthinal

Details

• Internal ID: ca564edd-2c5f-43bd-948e-cbf12c944510
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E)-15-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=O)C)C
• SMILES (Isomeric): CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=O)/C)/C
• InChI: InChI=1S/C27H36O2/c1-21(11-7-8-12-22(2)15-10-18-28)13-9-14-23(3)16-17-26-24(4)19-25(29)20-27(26,5)6/h7-18,25,29H,19-20H2,1-6H3/b8-7+,13-9+,15-10+,17-16+,21-11+,22-12+,23-14+/t25-/m1/s1
• InChI Key: HQPQTQQUHPFUOA-ZCPYHVQDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₂
• Molecular Weight: 392.60 g/mol
• Exact Mass: 392.271530387 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.75
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• CHEBI:177902
• (3R)-3-hydroxy-10'-apo-beta-carotenal
• Q63408714

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.5320	53.20%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.7850	78.50%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9969	99.69%
P-glycoprotein inhibitior	+	0.6619	66.19%
P-glycoprotein substrate	-	0.7581	75.81%
CYP3A4 substrate	+	0.6346	63.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.8941	89.41%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.9162	91.62%
CYP2C8 inhibition	-	0.7351	73.51%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7057	70.57%
Carcinogenicity (trinary)	Non-required	0.5606	56.06%
Eye corrosion	-	0.9431	94.31%
Eye irritation	-	0.9429	94.29%
Skin irritation	+	0.6254	62.54%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9584	95.84%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	+	0.9201	92.01%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7930	79.30%
Acute Oral Toxicity (c)	III	0.8385	83.85%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	-	0.4820	48.20%
Thyroid receptor binding	+	0.7353	73.53%
Glucocorticoid receptor binding	+	0.6488	64.88%
Aromatase binding	+	0.6895	68.95%
PPAR gamma	+	0.7901	79.01%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8802	88.02%

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	94.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL1870	P28702	Retinoid X receptor beta	86.39%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.56%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.16%	94.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.14%	91.71%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%
CHEMBL2004	P48443	Retinoid X receptor gamma	82.57%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.06%	86.33%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.86%	91.67%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 101716225
• LOTUS: LTS0241429
• wikiData: Q63408714