[6-Methyl-2-(2-oxoethylidene)-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-enyl] acetate

Details

• Internal ID: 9e859a44-642c-4439-8bb3-a0e01c75085f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Retinoids
• IUPAC Name: [6-methyl-2-(2-oxoethylidene)-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-enyl] acetate
• SMILES (Canonical): CC1=CCCC(C1CCC(=CCCC(=CC=O)COC(=O)C)C)(C)C
• SMILES (Isomeric): CC1=CCCC(C1CCC(=CCCC(=CC=O)COC(=O)C)C)(C)C
• InChI: InChI=1S/C22H34O3/c1-17(8-6-10-20(13-15-23)16-25-19(3)24)11-12-21-18(2)9-7-14-22(21,4)5/h8-9,13,15,21H,6-7,10-12,14,16H2,1-5H3
• InChI Key: DHEMTVFPXGCUAL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₃
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.25079494 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5995	59.95%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8392	83.92%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	-	0.2569	25.69%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9684	96.84%
P-glycoprotein inhibitior	+	0.6747	67.47%
P-glycoprotein substrate	-	0.6250	62.50%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.9081	90.81%
CYP3A4 inhibition	-	0.8417	84.17%
CYP2C9 inhibition	-	0.7448	74.48%
CYP2C19 inhibition	-	0.7576	75.76%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.7873	78.73%
CYP2C8 inhibition	+	0.5409	54.09%
CYP inhibitory promiscuity	-	0.6328	63.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7150	71.50%
Carcinogenicity (trinary)	Warning	0.5416	54.16%
Eye corrosion	-	0.9490	94.90%
Eye irritation	-	0.8951	89.51%
Skin irritation	-	0.5390	53.90%
Skin corrosion	-	0.9918	99.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8580	85.80%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	+	0.6803	68.03%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6836	68.36%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5135	51.35%
Acute Oral Toxicity (c)	IV	0.5566	55.66%
Estrogen receptor binding	-	0.4915	49.15%
Androgen receptor binding	-	0.6688	66.88%
Thyroid receptor binding	+	0.6324	63.24%
Glucocorticoid receptor binding	+	0.5469	54.69%
Aromatase binding	-	0.6705	67.05%
PPAR gamma	+	0.6332	63.32%
Honey bee toxicity	-	0.8213	82.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.55%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.55%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.20%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.97%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.96%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.99%	95.50%
CHEMBL2581	P07339	Cathepsin D	80.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.52%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.44%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73837894
• LOTUS: LTS0025146
• wikiData: Q104979942